A Waterfront Getaway on the Choptank River

Centrally Located Bed and Breakfast in Maryland

The Anchorage, with origins back to 1800, is a Federal Telescopic Tidewater style B&B with waterfront views and six guest rooms situated on the beautiful Choptank River, which has been called “the noblest watercourse on the Eastern Shore.” James Michener based his classic novel Chesapeake along the Choptank River and wrote after boating up the river in 1976 that he “saw a truly delightful sight: mile after mile of river bank on which not a sign of human habitation was visible”. Our location here makes the B&B one of the BEST Bed and Breakfasts in Maryland and a wonderful place to sit back and enjoy peace and quiet.

Located in Talbot County, the Anchorage is in close proximity to film, food, art, music, water activities, festivals and triathlons. There is also plenty of room for quiet and calm if you just want to sit on the beach while relaxing and taking in the beauty of the Choptank from The Anchorage B&B. The property offers modern updates while preserving historic charm. If interested in visiting, please text us first (301-379-5034) or send an email (anchorageonchoptank.com). For booking, please visit the Rates and Reservations or Guest Rooms pages for availability. We look forward in welcoming you!

Explore our Trappe, Maryland Bed and Breakfast:

Tour & Amenities

Guests enjoy 12 acres with hammocks, lawn games, beach access, kayaks as well as indoor spaces to relax.


6 guest rooms await your discovery. Each with private bath, Comphy linens, and breakfast included!


Have you been dreaming of a riverfront wedding or event? Our 12 acres are the perfect venue!

What Our Guests are Saying: “Stunning views and world class hospitality make for an unbeatable weekend getaway from the daily grind. Whether it’s waking up to Woody’s shockingly good breakfast or catching the sunset over the Choptank with a glass of wine and the water at your feet, there’s not much more you can ask for from the Anchorage B&B. Would love to return with my family some day.” Jimmy, Washington, DC