Inn at 202 Dover
Chesapeake Bay Maritime Museum - features exhibits and the vessels used on the Chesapeake Bay for fishing and crabbing.
Oxford/Bellevue Ferry - conjectured to be the oldest privately operated ferry in the country.
Pickering Creek Audubon Center - explore nature trails, bird watching, tool museum, children’s imagination garden, and get a first-hand glimpse of a working Tidewater farm.
St. Michael’s Winery - grapes from local vineyards and other Maryland growers; tasting room open daily.
Phillips Wharf Environmental Center - dedicated to promoting the stewardship of the Chesapeake Bay ecosystems and preserving the heritage of the watermen.
Historical Society of Talbot County Museum - features memorabilia reaching back through the history of the Eastern Shore.
Wye Grist Mill & Museum - a circa 1682 mill operates as a museum and tells the story of the Eastern Shore’s agricultural history.
Avalon Theatre - a restored historic art deco theatre featuring music and other performances.
Academy Art Museum - exhibits quality artists both contemporary and traditional.
Third Haven Meeting House - Presumed to be the Oldest Quaker Meeting House in US.
Historic churches and neighborhoods - including Unionville, an African American town established after the Civil War by returning soldiers on land donated by Quakers.
The “Hill” - another African American neighborhood undergoing archeological investigation, but believed to be the oldest continuous African American neighborhood in the US.