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Historic Hotels are the perfect place for celebrating special occasions that create lifelong memories and are the ideal location for a romantic proposal. These special milestones celebrated at historic hotels include romantic getaways, the ideal place to propose, the destination for the perfect wedding, the getaway for a memorable honeymoon, and the location to celebrate a special anniversary.

Here is a listing of the 2021 Historic Hotels that provide the perfect setting for a romantic proposal:

Hanover Inn Dartmouth
The Buccaneer (1653)
Christiansted, U.S. Virgin Islands

The Buccaneer Resort has a history from centuries ago. The Danes purchased St Croix in 1733, and installed Governor Von Prock, who lived in the original hilltop Great House. He turned the property into a sugar factory, including a large sugar mill, still intact. This structure provides a most romantic and unique location for proposals. With sweeping Caribbean views and gentle breezes, this setting has been a favorite for romance seekers for generations. The Sugar Mill is located on the hilltop overlooking the resort and Caribbean Sea, which combine to make it the perfect proposal location. For those looking for an evening proposal, just before sunset is ideal as the special moment can be followed by a private dinner in the Sugar Mill. Or pair this location with The Buccaneer’s Pop the Question package to enhance the experience. The package includes an upgraded room category, welcome basket, private beachside cabana rental for one day, and prosecco at the site on the day of the proposal.

Antrim 1844
The Omni Homestead Resort (1766)
Hot Springs, Virginia

If there was ever a destination made for making memories, the Omni Homestead Resort is it. The Omni Homestead Resort has beautiful, breathtaking views everywhere guests turn. From the gorgeous mountain scenery to the grand and glamorous interior settings, there are numerous places for romantic proposals. The associates at the hotel can accommodate unique proposals on-site. One proposal took place during an archery lesson with a message “Will you marry me” inserted into a balloon on the target. The bride-to-be popped the balloon as the groom-to-be popped the question. While there are a lot of romantic settings for the proposal, the Dining Room is one of the most popular. The elegant Dining Room has been part of The Omni Homestead experience for more than a century. The Dining Room features custom chandeliers, an incredible domed ceiling, and large windows. Each night there’s music for dancing, a time-honored tradition at the resort and many women shared their first dance with their father in the Dining Room during dinner while a band played. The Dining Room offers a classic dining experience with a refined continental cuisine influenced by regional tastes and the resort’s rich culinary heritage. Seasonal dishes include vine-ripe heirloom tomatoes and burrata cheese, Highland county lamb, freshly prepared lobster bisque, Virginian grass-fed beef, Allegheny mountain trout and Chesapeake crab, as well as favorites like the gold brick sundae. With a little advance notice, The Homestead team can arrange for the band to play the couple’s favorite song while a photographer captures the special moment.
Palmer House
Inn at Perry Cabin (1816)
St. Michaels, Maryland

The gazebo on The Pointe at Inn at Perry Cabin is the most romantic spot to pop the question! On the shores of the Miles River, the gazebo overlooks a beautiful wide stretch of water often filled with boats of all sizes for a true sense of the place on the Chesapeake Bay. The Inn at Perry Cabin crew will help guests pull off the plan and once they say yes, will help the couple celebrate with a private dinner from an award-winning Chef inside the gazebo before the newly engaged retire to one of their luxurious waterfront guestrooms for the evening. Sunrise, sunset or anytime in between, the gazebo on The Pointe is a nautical romance story waiting to happen!
The Willard InterContinental
The Willard InterContinental (1818)
Washington, DC

Throughout the year, The Willard InterContinental is the location for a great number of proposals. Yet the most popular place and time throughout the year to pop the big question, is around The Willard’s iconic Christmas tree in the lobby. Couples enjoy this most festive atmosphere for a proposal, as the hotel shines bright in all its holiday decor. Recently, a groom-to-be worked with the Guest Relations Manager to strategically place a Marry Me ornament on The Willard Christmas tree that the bride-to-be would spot as they came by to view the holiday decorations and have a drink, a holiday tradition they have done each year since moving to Washington DC. In another proposal, the groom-to-be placed a present under the Christmas tree; as the couple was viewing the tree, they spotted the wrapped gift with the name of the finance-to-be that contained the ring that he needed for the proposal. Coordinating proposals on-site is often a team effort and typically coordinated by The Willard Guest Relations team who will work with the individual proposing in advance to ensure they have the support needed to carry out the proposal and any items required such as rose petals, champagne, chocolates, balloons, and more.
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Photo Courtesy of Omni Royal Orleans, New Orleans
Omni Royal Orleans, New Orleans (1843)
New Orleans, Louisiana

At the highest point of the hotel is the famous Observation Deck which has a panoramic view of the city with a backdrop of the mighty Mississippi, riverboats, and a view of the infamous Jackson Square. It truly captures the essence of what makes New Orleans, New Orleans. It is easy to lure the unsuspecting fiancé up to that area with an invitation from a family member or friend to join them for a cocktail at La Riviera, the Rooftop Pool Bar. Then a suggestion of “come see the view of the city” brings the intended up the stairs of the Observation Deck. Sometimes family members are hiding up there and others have a few friends. Shortly after the intended gets up the stairs, the proposer comes following behind and dropping to their knee to ask the big question. The hotel’s ensures for a memorable event that the area be temporarily closed to the public and provide Champagne with flutes for a congratulations toast. Others have enhanced their experience by having dinner for two afterwards in a private dining room in the award-winning Rib Room.
Grand Hotel Golf Resort & Spa
Photo Courtesy of Grand Hotel Golf Resort & Spa
Grand Hotel Golf Resort & Spa (1847)
Point Clear, Alabama

As the sun starts to set into Mobile Bay, the romantic couple sits in one of the swings under giant oak trees and pops the question. Named the best large historic hotel in 2019 by Historic Hotels of America, couples have been getting engaged at the Grand Hotel since 1847. After a massive transformation, the resort has even more places for proposals. Private beach and pool cabanas offer a quiet setting for proposals. A very memorable setting is to get down on a knee at Julip Point and make the proposal as the sunsets and majestic pelicans fly above to salute the lovebirds. Once they say yes, it is time to stroll over to Southern Roots for a delicious meal. A full team of wedding and event experts is available to help in proposal planning and all wedding aspects thereafter.
Mohonk Mountain House
Mohonk Mountain House (1869)
New Paltz, New York

Mohonk Mountain House is a Victorian Castle perched at the top of a mountain with a private lake. The hotel has 120 “summerhouses” which are rustic gazebos designed for two people to share special moments together; taking in stunning views during or after a hike on 85 miles of trails- all of which provide the perfect romantic backdrop for someone to get down on bended knee. The Sky Top Tower is a hiking destination with panoramic views of the Shawangunk Cliffs and Catskill Mountains and a very popular engagement site, along with the boat dock, which provides amazing views of serene Lake Mohonk.

Wentworth Mansion
Island House Hotel (1852)
Mackinac Island, Michigan

For over a century and a half couples have said I will, I do, and I still do on the grounds of Island House Hotel. Located within the Mackinac State Historic Park, one might pop the big question on the terrace or the porch of the historic Island House Hotel with a spectacular view of boats gliding into the harbor, and carefree bicyclists wheeling and horse-drawn buggies moseying past on the street below. More intimate moments are found in the hideaway garden behind the hotel. Historic charm and timeless elegance bring love birds back to Island House Hotel year after year to celebrate weddings, reunions, anniversaries, and vow renewals: passing these traditions on to each generation.
Grand Hotel
Grand Hotel (1887)
Mackinac Island, Michigan

For 135 years, Grand Hotel provides the charm and beauty of a variety of romantic settings for a grand gesture. The World’s Longest Front Porch, overlooking the Straits of Mackinac and the Mackinac Bridge, provides an enchanting backdrop. At the very top of Grand Hotel, the Cupola Bar offers breathtaking panoramic island views, ideal for that special moment. The picturesque Main Dining Room is an elegant setting with the instrumental background of the Grand Hotel Orchestra. Grand Hotel’s lush gardens provide an intimate opportunity that some couples prefer. Woods Restaurant, an opulent Tudor mansion with Bavarian charm, offers private candlelit dining experiences and is just a short, romantic horse-drawn carriage ride into the wooded interior of Mackinac Island. Request the Grand Proposal Package and assistance with behind-the-scenes reservations and arrangements. The Grand Proposal Package includes a select location for the proposal, one-hour private carriage tour, 30 minutes of professional photography, VIP dinner reservations with a bouquet of fresh flowers, and a bottle of Grand Hotel Sparkling Wine on the table upon arrival.
Jekyll Island Club Resort
Photo Courtesy of Jekyll Island Club Resort
Jekyll Island Club Resort (1887)
Jekyll Island, Georgia

Built in the Queen Ann style, the Jekyll Island Club Resort is like a castle surrounded by Southern charm. With sweeping Spanish moss and hundred years old live oaks, Jekyll Island is one of the most romantic spots in the South. The magic of the island takes couples back in time to the grandeur of millionaires. With its southern charm and fairytale setting, couples can feel an epic romance come to life. From the top of the turret to quiet moments in Crane Garden, its little slice of Heaven is perfect for any romantic proposal. Many couples who get engaged at the hotel have grown up coming to the Resort and wanted the destination to be a part of the proposal and eventually, the wedding. The three top romantic spots include The Turret, Crane Garden, and The Grand Dining Room. The Turret of the Clubhouse is the second tallest structure on Jekyll Island and the tallest structure in the Jekyll Island Historic District. The Turret offers anyone who stays in the Presidential Suite a panoramic view of the Historic District and Jekyll River. Once on the turret, couples can watch the sunset over the Jekyll River with the unique view of seeing it over the cascading live oaks that surround the property. The manicured grounds of Crane Cottage, especially Crane Garden, are appealing to any passerby, but also offers couples the perfect romantic garden to sneak away to on property. The sunken garden features a lush lawn, sweeping ivy covered trellis, a running fountain, and an abundance of flowers. The sunken garden allows for a private moment between the blooming flowers with the Italian Renaissance style Crane Cottage framing the background. The historic Grand Dining Room offers the timeless charm of years long ago. The historic ionic columns and candle lit mood lighting makes the Grand Dining Room an intimate location to have a wonderful dinner and to ask a very important question. A private candlelit dinner experience can be arranged in advance. Special delivery of the ring can be arranged with the Catering team. From a special toast to an extra sweet dessert moment, team members are ready to help enhance this special moment.
The Broadmoor
Hotel del Coronado (1888)
Coronado, California

Hotel del Coronado is lucky to be the “go-to” proposal spot for San Diego. Its enchanting Victorian architecture and beachfront location lend an air of romance to any proposal. While many potential grooms have popped the question at the holiday ice skating rink and even surprised their brides with a flash mob on our oceanfront Windsor Lawn, the two most popular proposals ideas are both on the sparkling beach. What could be more romantic the dropping down on one knee on the beach at sunset next to a roaring private beach bonfire? The hotel’s Roast proposals are always a hit with the bride to be and make for a great engagement story. The hotel team is happy to assist with reserving the private beach bonfire experience and can also provide a full menu of fireside treats and cocktails to lead up to the big moment. Some grooms even go the extra mile and arrange for family and friends to join them at a neighboring bonfire after the big moment. Another romantic proposal idea is to end a romantic beach stroll with a proposal in front of a custom sandcastle. One of the highlights of the Hotel del Coronado beach resort is the sandcastle man, a talented local artist who builds custom sandcastles daily. Potential grooms can contact him directly, or through the help of hotel team, and he will create a custom sandcastle for the magical moment. With the help of a local photographer, the sandcastle proposal will be a memory that the couple can cherish for years to come.
Ledges Hotel
Photo Courtesy of Ledges Hotel
Ledges Hotel (1890)
Hawley, Pennsylvania

Ledges Hotel was created from a repurposed 1890s era glass factory. Thoughtful, modern design and a commitment to historic preservation offer a unique atmosphere. Every aspect of the hotel was designed to be in harmony with nature. Gathering spaces and guestrooms boast adaptive reuse furnishings, environmentally friendly amenities, and stunning views of the river gorge waterfall. The historic Bluestone building situated atop Paupack High Falls provides a dramatic backdrop for proposals. The tiered decks overlooking the natural waterfall and river gorge are one of the most romantic spots to pop the question at Ledges Hotel. It is a popular destination for engagements no matter the season. During winter, the frozen falls offer a stunning backdrop. Budding trees and rushing waters are a hallmark of spring. Summer by the waterfall is lush and cool while fall foliage creates a vibrant landscape in autumn. A life-long commitment made in the shadow of a historic landmark is symbolic of a relationship that will stand the test of time. Seasonal specials afford special romantic touches such as a couple’s massage, in-room wine and cheese, a private yoga class, chocolate covered strawberries and split of prosecco.
OHEKA CASTLE
Moana Surfrider, A Westin Resort & Spa (1901)
(Waikiki Beach) Honolulu, Hawaii

The First Lady of Waikiki, overlooking the beautiful Pacific Ocean, offers either a beachfront table at the hotel’s bar, or on the sand very near the bar. It all depends on how much privacy the couple would like during the proposal. Along the beach or at the bar under the famous Banyan Tree, especially during sunset is the busiest time. If a couple does not mind an audience, something can be pre-arranged with the hotel’s food and beverage department and the nightly entertainer –such as making an announcement to direct attention to the proposal. The Beach Bar located beneath the famed Banyan Tree at the Banyan Courtyard is the most romantic location. If a couple prefers to be engaged in private, a tower room facing the ocean at sunset would be ideal.
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Photo Courtesy of Southern Hotel
Southern Hotel (1907)
Covington, Louisiana

The Southern Hotel has many romantic spots. Its restaurant, Ox Lot 9, offers a farm-to-table Southern cuisine experience, sourcing from local producers and suppliers to create inventive, seasonal menus. Its ballroom is perfect for a fairytale dance, and its courtyard is the perfect place to share a cup of coffee at sunrise. The most favorite romantic spot is its garden path. Tucked away beyond the hedge of the courtyard, this quaint little path leads to the pool. Moss covered bricks meander under a trellis—a small, verdant universe. The splashing of the trickling fountain is majestic and musical. Each season brings with it a host of new blooms. Camellias blossom and welcome guests in winter and sleep in summer when the hydrangeas’ vibrant colors illuminate. In spring this garden path truly comes alive when the imperial jasmine blooms and gently perfumes the air. The hotel team can make the moment more special by lighting a few candles, coordinating with a photographer, or picking out just the perfect spot, including finding the right time and spot at sunset for the perfect moment to hear yes.
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Hotel Boulderado (1909)
Boulder, Colorado

For more than one hundred years, Hotel Boulderado has been a beloved place for proposals and weddings in Colorado. The first wedding ceremony at the hotel was in 1913. Since then, Hotel Boulderado has been a part of generations of love stories. One of the most romantic locations at the luxury property is the charming balcony landing of the original grand cantilevered cherrywood staircase in the historic lobby. Couples who say “I Do” on the landing are surrounded by their loved ones lining the cherrywood railing of the mezzanine with the beautiful stained-glass ceiling above. Hotel Boulderado’s exceptional team can assist couples in making their dream wedding a reality. The historic property is the perfect backdrop for memorable wedding ceremonies, rehearsal dinners, and receptions of up to 240 guests.
The Hermitage Hotel

The Hermitage Hotel (1910)
Nashville, Tennessee

The Hermitage Hotel provides the epitome of undisputed elegance, storied history, southern hospitality all while offering the quintessential backdrop for a romantic proposal. As Tennessee’s only Five Star hotel and designated as a National Historical Landmark, The Hermitage’s legendary grand lobby offers lovers a special place to hear the answer “Yes” to one of life sweetest questions. This stunning space is adorned with soaring columns of original Italian marble, ornate chandeliers, and light filters into the sundrenched space through a magnificent painted glass skylight, which, since the building’s erection, remains the crown jewel of the lobby. To ensure memories from this special day never fade, The Hermitage offers an engagement photoshoot package to capture the life-changing moment.
The Dunhill Hotel

Bear Mountain Inn (1915)
Bear Mountain, New York

Built in 1915, the historic Bear Mountain Inn is located within the beautiful Bear Mountain State Park that spans 5,025 acres located on the West Bank of the Hudson River (in Rockland and Orange Counties, New York). Many proposals have been made on these beautiful grounds, from the top of Perkins Memorial Tower, by Hessian Lake, along the Hudson River by the Bear Mountain Boat Dock, to the grand fireplace of Restaurant 1915. And countless other nooks in this luscious park and within the walls of this great historic building to ask the question Many couples who have said “Yes!” to a lifetime of love on the grounds of the Bear Mountain State Park, return to the Bear Mountain Inn to celebrate their wedding with their family and friends. One couple comes to mind, Jenna, who accepted Jimmy’s hand in marriage by the Bear Mountain Boat Dock along the Hudson River. It began to snow when Jenna said yes. Fast forward a year later, they returned to the Boat Dock for their “First Look” when the groom laid his eyes on his bride for the first time, and it began to snow again. These magical moments are what makes the Bear Mountain Inn so very special. Because it is in a state park and open to the public, many couples return year after year to celebrate their anniversary with a stroll through the zoo, a hike, or a romantic dinner at Restaurant 1915 by the roaring fire.
La Fonda
Photo Courtesy of La Fonda
La Fonda (1922)
Santa Fe, New Mexico

There is no more romantic place to propose than Santa Fe, New Mexico, and the city’s historic La Fonda on the Plaza Hotel sets the perfect scene with its “Blingarita” proposal package. The engagement experience, orchestrated by the hotel’s expert concierge staff, starts with luxury accommodations in the historic hotel’s exclusive Fireworks Suite. The deluxe suite has a romantic fireplace and for the popping of the question, its private wrap-around balcony will be festooned with farolitos – the traditional small candles that cast a romantic glow on the adobe. At the appointed time, a server will arrive at the suite with a pair of La Fonda’s exclusive, ultra-premium “Blingaritas,” one of them bedazzled with an engagement ring provided by the proposer and slipped secretly to staff upon arrival. Arguably the priciest margarita in town and certainly the prettiest, the Blingarita is crafted with Don Julio 1942 tequila, Cointreau, fresh lime juice, Grand Marnier, and a 24-karat gold flake rim. The drinks are served in exquisite keepsake glasses by Southwestern designer Jan Barboglio that the couple will take home to kickstart their barware collection. Following the proposal, a sumptuous Southwestern dinner for two will be served in the Fireworks Suite.
Francis Marion Hotel
Francis Marion Hotel (1924)
Charleston, South Carolina

There is no more romantic place to propose than Santa Fe, New Mexico, and the city’s historic La Fonda on the Plaza Hotel sets the perfect scene with its “Blingarita” proposal package. The engagement experience, orchestrated by the hotel’s expert concierge staff, starts with luxury accommodations in the historic hotel’s exclusive Fireworks Suite. The deluxe suite has a romantic fireplace and for the popping of the question, its private wrap-around balcony will be festooned with farolitos – the traditional small candles that cast a romantic glow on the adobe. At the appointed time, a server will arrive at the suite with a pair of La Fonda’s exclusive, ultra-premium “Blingaritas,” one of them bedazzled with an engagement ring provided by the proposer and slipped secretly to staff upon arrival. Arguably the priciest margarita in town and certainly the prettiest, the Blingarita is crafted with Don Julio 1942 tequila, Cointreau, fresh lime juice, Grand Marnier, and a 24-karat gold flake rim. The drinks are served in exquisite keepsake glasses by Southwestern designer Jan Barboglio that the couple will take home to kickstart their barware collection. Following the proposal, a sumptuous Southwestern dinner for two will be served in the Fireworks Suite.
Battle House Renaissance Mobile Hotel & Spa
The Terrace Hotel (1924)
Lakeland, Florida

The most popular romantic spot, the Terrace Grille, offers fine dining in a historic setting. The romantic couple can have a candlelight dinner with white linen, fine-dining service. The restaurant features a beautiful cypress ceiling with antique chandeliers, massive arched windows throughout, and a view of downtown even featuring Lake Morton. Typically, The Terrace Hotel team members will help in any way possible with proposals! Whether it is bringing the ring out on a dessert plate, having champagne ready for the YES, or taking the guest to a more secluded table for privacy, everyone wants to assist with this very special romantic proposal. Nearby special spots for the question include an area steeped in history, the Lake Mirror Promenade where the happy couple can enjoy sweeping views of the lake and the historic buildings. Another perfect spot is Allen Kryger Overlook Park, a half-acre commemorative park that is beautiful in design and features dramatic columns in an open, flowing space.
Fairmont Chateau Lake Louise

InterContinental Mark Hopkins (1926)
San Francisco, California

In 1939, when owner George D. Smith decided to convert the 19th-floor penthouse apartment of his Mark Hopkins Hotel into a cocktail lounge, he was not completely convinced people would ride an elevator 19 floors to have a drink and look at the view. So, he installed a dance floor and hired a band. A few days after the May 11 opening of the Top of the Mark, he had to cover the dance floor to make room for the crowds that were lining up for hours just to get inside. A stunning and immediate success, the Top of the Mark continues to draw crowds, locals, and visitors alike. This legacy is perhaps one of the many reasons this corner of the sky-lounge has become a popular venue for romantic proposals and other celebratory occasions, including weddings and anniversaries. Located on the 19th floor of the InterContinental Mark Hopkins San Francisco, the world-renowned sky-lounge affords a near 360-degree visit of San Francisco with views of the Golden Gate Bridge and Marin Headlands, as well as Alcatraz and Fisherman’s Wharf. Top of the Mark continues to draw people in for the panoramic views of the ever-changing San Francisco Bay Area and continues to add to San Francisco’s rich and colorful history. To the people who live here and visitors all over the world, the Top of the Mark is much more than just a bar – it is a landmark, a tradition, an experience, and that perfect place to ask the important question.
Fairmont Sonoma Mission Inn & Spa
Fairmont Sonoma Mission Inn & Spa (1927)
Sonoma, California

Celebrate the beauty and sophistication of Wine Country's most romantic destination. Fairmont Sonoma Mission Inn & Spa is the only comprehensive luxury destination resort in Sonoma Wine Country, boasting championship golf, geo-thermal pools, world-class spa, and fine dining. Every guest receives a complimentary bottle of wine as well as champagne upon arrival ensuring that the stage is set for romance. Mission Suites at Fairmont Sonoma feature a four-poster king bed, wood-burning fireplace, and oversized Jacuzzi tub. All suites have a balcony or patio. Or lovebirds may prefer a private cabana poolside at the world-famous geo-thermal Willow Stream Spa at the Wine Country resort. The destination expert concierge team at Fairmont Sonoma Mission Inn can assist in creating the ultimate lavish proposal which may include hot air balloon adventures, bespoke wine blending sessions, private dining options, or decadent couples massage options.
Fairmont Chateau Lake Louise

The Don CeSar (1928)
St. Pete Beach, Florida

Built as a wedding present in 1928 to resemble a Mediterranean-style castle, The Don CeSar was once the playground for distinguished celebrities, such as Clarence Darrow and F. Scott Fitzgerald. The Don CeSar continues to charm and impress guests today with service preserved from the Great Gatsby era of pampering. Blending European grandeur, seaside elegance, and sweet sunsets with the enchantment of yesteryear, the romantic legend exemplifies the grandness of America’s traditional beach resorts. Favorite spots to propose are on the beach, in the gardens, or on a boat with the picturesque Don CeSar in the background.
Hanover Inn Dartmouth
The Hotel Hershey (1933)
Hershey, Pennsylvania

Known for its refined elegance, signature services and abundant amenities, The Hotel Hershey is the perfect destination for a romantic getaway with beautiful locations to get down on one knee. The Hotel is rooted in its own romantic love story. Guests can find portraits of the town’s founder Milton S. Hershey and his wife, Catherine, throughout the resort, and they can spend time together in the beautiful Fountain Lobby, which was inspired by the couple’s travels. The Formal Gardens behind the hotel are a popular spot for proposals. There, guests can find a quiet, romantic, picturesque area with beautiful flower beds, pergolas, fountains and reflecting pools. Inside the Hotel, the Fountain Lobby is another picturesque location worthy of popping the question. It was designed to look like a Spanish-style courtyard with palm trees, a beautiful fountain, and a painted sky on the ceiling.
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Royal Palms Resort and Spa (1948)
Phoenix, Arizona

There are several locations at the Royal Palms Resort to create the perfect, romantic setting. With lush greenery, vibrant florals, and rustic accents throughout, it is hard to not feel the love in the air. At every corner, there is a photographic moment to have or a peaceful spot to savor. The resort grounds have a few favorite locations that are tucked away off the main pathways for a romantic setting, including Camelback Vista and Cervantes Patio. These two outdoor locations are surrounded by historic personality. They are framed with landscape to accent the focal points, allowing for a romantic dinner for two, or a cozy setting to share a glass of wine and focus on one another. Sunset and evenings are the most ideal time to set the mood, with candles and patio lights, it completes the whole romance of the area. The unique Via Cappello dining experience is the perfect opportunity for a proposal. With this offering, the individual coordinating the evening can select a personalized menu for the special occasion, and work with the staff to create an elegant set up for a night to remember. With the resort being located at the base of Camelback Mountain, having preserved so much of the true history and stories, and surrounded by perfectly placed flora, the atmosphere lends itself to romance naturally.
Mauna Kea Beach Hotel
Photo Courtesy of Mauna Kea Beach Hotel
Mauna Kea Beach Hotel (1965)
Kohala Coast, Hawaii

It is Hawaii! Thus, the most in-demand location and one that all but ensures a “yes” response, is on the beach or at the least, an ocean backdrop. As a long sought-after romantic destination on the big island of Hawaii, Mauna Kea Beach Hotel provides special touches. There are three standout locations at the hotel that have been favorites for more than 50 years. The first is the grand staircase fronting the enormous, ancient 12th century Buddha. The original historic third tee at Mauna Kea’s golf course, perched above the ocean’s edge, secluded and dramatic, particularly at sunset. And lastly, the Vista Decks. Fortunately for couples at Mauna Kea Beach Hotel, such locations are abundant. For an over-the-top proposal, sunset from the hotel’s Vista Deck overlooking the soft white sands of Kauna’oa Bay, with views to the ocean’s far horizon, is a popular romantic spot. Offering privacy, views of the white sands of Kauna’oa Bay, and the ocean’s horizon beyond, the Vista Deck can be staged for a romantic torchlit dinner for two or an intimate gathering of cocktails and pupus (appetizers) with family and friends. Mauna Kea Beach Hotel’s professional team of romance specialists will help arrange for a photographer (who have been known to hide in the bushes until the moment is right), florals, champagne and more to make certain all goes without a hitch and the couple’s future launches spectacularly. The shores of Kauna‘oa Bay provide the perfect backdrop to pop the question. Another option, the stunning venue above the ocean’s edge on Mauna Kea Resort’s golf course, is one of the most popular wedding locales! The rolling blue surf of the Pacific Ocean and vibrant hues of a setting sun complete this dramatic setting. From the sand beneath their toes to the sounds of the waves rolling onto the shore, Kauna’oa Bay sets the scene for every romantic proposal.
Battle House Renaissance Mobile Hotel & Spa
Battle House Renaissance Mobile Hotel & Spa (1852)
Mobile, Alabama

Known as Mobile's living room, the Battle House is an iconic landmark and the ideal place for a proposal. The Battle House is connected to the RSA Tower (the tallest building along the Gulf Coast) and is near another tall RSA Building. With a few strokes on a computer, all the RSA buildings change turn a designated color. Her green eyes - green building. His love for Auburn University - orange and blue skyline. The 8th floor of the historic building at the hotel has a rooftop garden overlooking Mobile Bay and the downtown historic and new buildings. The urban garden oasis is the perfect spot to pop the question. If weather is an issue, it is always great to have the iconic Battle House lobby as an alternate plan. Afterwards, couples can dine in a historic setting with farm to table cuisine.

Omni La Mansion del Rio, San Antonio
Omni La Mansion del Rio, San Antonio (1852)
San Antonio, Texas

Blending Spanish colonial architecture and European style, the four-diamond Omni La Mansion del Rio surrounds guests with the romance, grace and charm of a grand hacienda. Nestled along the historic River Walk among the banks of the Paseo del Rio, the hotel is a romantic, tranquil getaway. The Omni La Mansion del Rio’s courtyard transports guests away from the hustle and bustle of downtown San Antonio into an intimate and romantic garden setting. It is a popular place for couples to get engaged, get married or celebrate a special anniversary.
Capital Hotel
Photo Courtesy of the Blackburn Inn
Blackburn Inn (1828)
Staunton, Virginia

The Blackburn Inn is the perfect location for a romantic proposal. Many couples have used the backdrop of this hotel’s historic rooftop cupola which provides 360-degree view of breathtaking Staunton atop a two-story handcrafted spiral staircase. The hotel’s expansive front lawn has also been a favorite spot for one to get down on bended knee; the beauty of the Shenandoah Valley affords the perfect location for a romantic proposal.
The Pfister Hotel
Photo Courtesy of The Pfister Hotel
The Pfister Hotel (1893)
Milwaukee, Wisconsin

For more than 125 years, The Pfister Hotel has been an icon of excellence and luxury in Milwaukee. The hotel has helped guests from all over the world celebrate countless engagements, weddings, and anniversaries for decades. The timeless elegance and impeccable style of architecture and design is unlike any place in the city. This enchanting hotel is a fantastic location to create an unforgettable engagement experience, just like a personalized fairytale. At Blu, the hotel’s bar and lounge located on the 23rd floor, couples can take in panoramic views of the Milwaukee skyline and Lake Michigan. With its relaxing ambiance of low lighting and lounge music, this intimate space is the perfect place for a memorable, breathtaking proposal.

Pinehurst Resort

The Sayre Mansion (1858)
Bethlehem, Pennsylvania

This Victorian era mansion lends itself to romance and elegance. Popular proposal options include the formal parlor with its original marble fireplace, intricate woodwork, and period furnishings. Couples may also choose the graceful surroundings of the front veranda with its sweeping views of historic Bethlehem, Pennsylvania. The Robert Sayre Library offers the ultimate in romantic seclusion. The former library of the home’s original owner is now a two-room suite that boasts a separate sitting room with the original vaulted ceiling and chandelier, floor-to-ceiling bookshelves, and an electric fireplace with marble surround.

The Lodge at the Presidio
The Peabody Memphis (1869)
Memphis, Tennessee

The rooftop of this historic hotel affords a spectacular view of Memphis and a great spot to see the sunset over the Mississippi River, which makes for a perfect place to propose on bended knee. Chez Philippe has been named one of the most romantic restaurants in the US, making it a great spot for a celebratory dinner or the perfect backdrop for an engagement. In addition to these romantic spots, the iconic grand lobby of this hotel is another popular spot for couples getting engaged with the iconic Peabody ducks nearby.
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Photo Courtesy of the Cliff House at Pikes Peak
The Cliff House at Pikes Peak (1874)
Manitou Springs, Colorado

Just a 5-minute drive from the hotel, the Highpoint Overlook, is a perfect place to pop the question. This picturesque spot features breathtaking views of Pikes Peak surrounded by the signature red rock formations in Garden of the Gods Park. The hotel can arrange a romantic sunset jeep tour for the special couple. In advance, the couple or person asking the question can collaborate with one of the hotel’s preferred photographers to be sure to capture every detail of the special moment. Newly engaged couples can celebrate with a romantic dinner by the stone fireplace in the Cliff House dining room and retire to a beautifully appointed suite complete with jetted tubs or steam showers. Final touches ranging from a bottle of sparkling wine from the award-winning list to a plated of hand-dipped chocolate strawberries, are available for a truly special celebration.
Inn at the Presidio
Photo Courtesy of the St James Hotel
St. James Hotel (1875)
Red Wing, Minnesota

Proposals and romance happen at the St. James Hotel in a variety of spaces in and around the grounds, the charming town of Red Wing and the beautiful landscape of the Southern Minnesota region. There are several popular places in the hotel for couples to get engaged: in the cozy and intimate library with fireplace, outdoor patio with twinkling lights on a warm summer evening and the Port Restaurant with white tablecloths and a warm atmosphere.
Castle Hill Resort and Spa
Photo Courtesy of the General Morgan Inn & Conference Center
General Morgan Inn & Conference Center (1884)
Greenville, Tennessee

The General Morgan Inn is a gorgeous historic hotel that dates back to1884 with fine furnishings and signature service that reflect the refined era of yesteryear. The hotel also features the award-winning Brumley's Restaurant with three distinct dining rooms and the perfect location for a romantic dinner for two by candlelight. The most frequented spot for romantic proposals at the General Morgan is the beautiful second floor, rooftop Garden Terrace at night under the stars. The terrace has breathtaking views of Historic Downtown Greenville and several beautiful church steeples. The view is awe inspiring and results in many successful and surprising proposals.
The Ostesaga Hotel and Cooper Inn
Photo Courtesy of the Otesaga Hotel and Cooper Inn
The Ostesaga Hotel and Cooper Inn (1909)
Cooperstown, New York

Every historic hotel is unique in its offerings, location, and architecture for unique engagements, but with Lake Otsego as its backdrop, The Otesaga provides the most majestic and enchanting location for an engagement. Known as “Glimmerglass” in James Fenimore Cooper’s Leatherstocking Tales, Lake Otsego is rich in history and its views are truly spectacular. In addition, being the home of the nation’s pastime makes Cooperstown and The Otesaga a unique venue for a baseball themed engagement site.
HOTEL DU PONT
1886 Crescent Hotel & Spa (1886)
Eureka Springs, Arkansas

In the last several years, the most romantic place for a couple to become engaged at the 1886 Crescent is “on the ice.” Each winter the hotel transforms its fountain garden into an ice-skating rink during January and February. This attraction is so unique to this area of the country, it has become the solid birthplace of the lifetime memory of asking one's love for their hand in marriage. A mountaintop spa resort with 15 acres of both manicured gardens and pristine forestlands, featuring trails and overlooks, make couples feel like this historic, five-story limestone edifice is a fairytale castle.
Amway Grand Plaza
Basin Harbor (1886)
Vergennes, Vermont

Basin Harbor is a family-owned resort set on the stunning shores of Lake Champlain in Vermont. It is easy to reach yet remains remote and peaceful. Basin Harbor is steeped in tradition and there is no better tradition than the joining of two families. This 700-acre resort has a variety of locations that provide the perfect backdrop for engagements and weddings. From the Orchard Garden, filled with flowers and greenery to the Lodge Lawn with panoramic views of Lake Champlain and the Adirondack Mountains, there are plenty of places for someone to get down on one knee.
The American Club
Lake Yellowstone Hotel & Cabins (1891)
Yellowstone National Park, Wyoming

As the world’s first National Park, Yellowstone’s origins trace to the 1800s, when the west was a frontier, still being explored and settled. Yellowstone was known as wonderland in its early days, so the park’s legacy is one of romance. Today, Yellowstone is essentially unchanged from what it was at its creation as a National Park which provides an amazing backdrop for romance. Wild spaces and wildlife remain, though stagecoach roads have been replaced with modern two-lane roads, and some of the original hotels and tent camps have been replaced with newer accommodations. The hotel sits along the shores of Yellowstone Lake and with the stunning views of the lake available in the lobby, dining room, and along the walking paths— there are a multitude of great places for couples to get engaged.
The Drake Hotel
XV Beacon (1903)
Boston, Massachusetts

XV Beacon is the perfect place to pop the question, whether it is on the exclusive roof deck overlooking the city of Boston atop of Beacon Hill or for a more intimate setting in one of the luxurious guestrooms with a rose petal turndown, and a bottle of chilled champagne next to the gas lit fireplace. The hotel is sure to make any proposal memorable. Approach XV Beacon Hotel from the cobbled, gas-lit streets of its Beacon Hill neighborhood and the past becomes tangibly present. A cordial welcome whisks guests through XV Beacon Hotel’s opaque glass doors, where a distinguished art collection not only imparts a sense of home but also echoes a commitment to honor the past while moving responsibly and imaginatively into the future.
Lord Baltimore Hotel
Boone Tavern Hotel of Berea College (1909)
North Berea, Kentucky

Experience southern hospitality at the Historic Boone Tavern Hotel, nestled at the foothills of Appalachia. With over 100 years of history, the Boone Tavern Hotel is the perfect place for a romantic proposal. Surprise them with Romance Package, complete with an overnight stay in a beautiful suite, local chocolates, wine, or sparkling cider. The package includes dinner in the hotel’s Bowling Dining Room, which features crystal chandeliers, original herringbone style hardwood floors, and white tablecloths. Arrange with the staff to have favorite dessert and champagne ready alongside the ring to be delivered to the table. With its southern charm, fine dining, and attentive staff, Boone Tavern is the perfect place to pop the question.
The Renwick Hotel New York City, Curio Collection by Hilton
Photo Courtesy of the Skirvin Hotel
The Skirvin Hilton (1911)
Oklahoma City, Oklahoma

The Skirvin Hilton is a popular location to celebrate special occasions. During site and historic tours, frequently, staff hear a lot of family stories of how a potential bride or groom’s Grandparents were engaged in the Venetian Ballroom at the hotel in the 1930’s and in the 1960’s their parents stayed at the Skirvin on their wedding night after hosting their wedding reception in the historic Venetian Ballroom. Many a wedding planning fiance wants to keep a family tradition and get married in the Venetian Ballroom at the Skirvin since their Grandparents and Parents both celebrated the start of their marriages at the historic Skirvin. The Venetian Ballroom dates to the 1930’s when the 14th floor of the hotel was added to the existing building. Many Brides and Grooms prefer the historic Venetian Ballroom due to the family traditions. The Venetian Ballroom has 3 beautiful chandeliers and a beautiful ornate arched ceiling. The Ballroom has numerous windows that highlight the Oklahoma City skyline. The Venetian Ballroom is often the site for proposer to ask their intended the big question. The Skirvin staff works closely with each couple when planning their proposals to ensure that the romantic proposal is answered with a “YES!”
Image-of-Interior-Front-Entrance-Hotel-Whitcomb-San-Francisco-California.jpgt
Hotel Whitcomb (1916)
San Francisco, California


Hotel Whitcomb is a beautiful historic boutique conference hotel nestled between San Francisco’s trendy South of Market neighborhood (SoMa) and the fun and funky Hayes Valley shops and restaurants. It is central to the beautiful San Francisco Civic Center, which features the elegant European-style City Hall, Orpheum Theater, Bill Graham Civic Auditorium, the Asian Art Museum, the new Federal Building, SoMa Grand, and San Francisco’s famous trolley and cable cars. The opera, symphony, and ballet are just steps away.
Fairmont Chateau Lake Louise

21c Museum Hotel Oklahoma City by MGallery (1916)
Oklahoma City, Oklahoma

21c Museum Hotel Oklahoma City has the space that will ensure a proposal is one to remember! Perfect for popping the question and overnight stays, the penthouse-level suite features 2 bedrooms, each with a king bed and en suite bath, and a large terrace that includes outdoor living and dining areas, with sweeping views of downtown OKC. The open concept living and dining area includes a folding glass wall to the terrace, combining for a total of over 5,400 square feet of indoor and outdoor space, with the option of locally sourced catering provided by the on-site restaurant, Mary Eddy’s Kitchen x Lounge. However one envisions the details of the big day, the 21c Suite, as well as a dedicated Event Team, will ensure perfection, down to the finest detail.
Fairmont Chateau Lake Louise

Ojai Valley Inn (1923)
Ojai, California

The natural grandeur of the surrounding location makes the Ojai Valley Inn a great place for a romantic proposal. With 220 acres of sprawling greens spotted with hundreds of years old oak trees and surrounded by the Topatopa mountains, this hotel offers the most stunning backdrop for a romantic memory. Just before sunset, the Topatopa mountains light up pink in what is known as the famous Pink Moment as the light from the setting sun reflects on the mountains. Each of the most popular proposal locations is quite private and isolated from other resort guests creating an intimate romantic oasis for these special couples.
Fairmont Chateau Lake Louise

Ashland Springs Hotel (1925)
Ashland, Oregon

The Ashland Springs Hotel’s English Garden with its cobblestone ground, complete with sundial, fountain, custom designed wrought-iron gazebo, and trellises is the perfect intimate spot for those looking to propose. Ornamental garden planters spill out spectacular annual flowers all spring and summer. Garden tables, chairs, and decorative lighting invite couples to enjoy this lovely outdoor setting, which is perfect for a late spring, summer and early fall gathering. Another romantic and intimate spot is the Crystal Room, named for the original crystal chandelier, an exquisite six-foot-wide crystal-laden piece that crowns the soaring ceilings of the room. The room also features grand windows, ornate wooden wainscoting, and lanterns which cast a star-lit ambience throughout the neutral Moroccan palate of the room.
Fairmont Chateau Lake Louise

The Royal Hawaiian, A Luxury Collection Resort (1927)
(Waikiki Beach) Honolulu, Hawaii

At “The Pink Palace of the Pacific,” the ideal location for a proposal is either a beachfront table at the hotel’s bar, or on the sand very near the bar. It all depends on how much privacy the couple desires. Along the beach or at our bars during sunset is the busiest time with many people trying to get a glimpse of the day’s waning moments. If a couple does not mind an audience, the proposal can be pre-arranged with the hotel’s food and beverage department and the nightly entertainer – probably such as making an announcement to direct attention to the proposal.
Fairmont Chateau Lake Louise

Omni Shoreham Hotel (1930)
Washington, DC

This historic hotel is entrenched in natural elegance with 11 acres of lavish gardens, a gazebo, and terraces creating the perfect ambiance for a romantic proposal. Stunning gardens and terraces create an idyllic setting for a romantic proposal. The event staff can coordinate special touches, including the delivery of champagne to the couple in the gazebo after the proposal. Some of the greatest love stories unfolded at the Omni Shoreham, including John F. Kennedy and Jacqueline Bouvier during their courtship.
Fairmont Chateau Lake Louise

The Graham Georgetown, Tapestry Collection by Hilton (1962)
Washington, DC

The rooftop at this historic hotel has hosted many engagements. At eight stories tall, the rooftop has stunning views of the Rosslyn skyline, Georgetown University Cathedral, and sunsets from the West Terrace of the Rooftop, as well as the federalist architecture for which the neighborhood is renowned. The Graham makes it easy to host a memorable romantic evening. The Alex Speakeasy is widely regarded as one of DC’s most intimate dining experiences and the catering team will help keep proposals a surprise and work with guests to plan a customized event for friends and family to celebrate this once in a lifetime occasion. All this with the backdrop composed of DC’s first neighborhood, steeped in history, romance, and intrigue.


Read all our Top 25 lists:
Top 25 Most Haunted Historic Hotels
Top 25 Most Magnificent Gingerbread Displays
Top 25 Historic Hotels for a Romantic Proposal
Top 25 Most Magnificent Gardens
Top 25 Most Magnificent Ceilings and Domes

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