The Anchorage B&B in Trappe, Maryland

An Inviting Escape on the Choptank River

Welcome to the Maryland Eastern Shore, an accessible and welcome getaway just a short drive from Baltimore, New Jersey, and the DC area. The historic Anchorage is nestled on 12 acres of waterfront property that face the Choptank River. The property offers modern updates while preserving historic charm. Kayak, swim, bike, relax, and more await you at our riverside retreat. Our location is just outside of the historical town of Cambridge, and close to other enchanting small towns such as Easton, Oxford, and St. Michaels to make this the perfect base camp for exploring Maryland’s Eastern Shore. We look forward to welcoming you soon!

THE B&B

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

Guest Rooms

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

Event Venue

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

What Our Guests are Saying: “I couldn’t recommend The Anchorage more! This was the perfect Eastern Shore getaway with easy driving distance from beautiful bay towns (Cambridge, Oxford, Saint Michaels). The property is absolutely gorgeous with a big lawn leading directly down to the water and plenty of lawn chairs, a hammock, and places to relax. Michelle and Woody are incredibly gracious hosts who gave lots of sightseeing/restaurant recommendations and served up wonderful breakfasts. Great local attractions, from the Harriet Tubman Underground Railroad visitor center to Blackwater National Wildlife Refuge. Enjoy the scenery, food, and wonderful accommodations.” Ethan, Washington, DC

Choptank River Waterfront

After visiting nearby towns, biking along the many trails, or other activities, there is also plenty of room for quiet and calm. You can just sit on the beach or by the pool while relaxing and taking in the beauty of the Choptank, or relax in a hammock while reading a book. The property also includes wetlands which provides a critical habitat for blue herons, osprey, bald eagles and other migratory waterfowl. The river is home to oysters, blue crabs, horseshoe crabs, turtles, rockfish, perch, and other marine life. With quiet, nature, kayaking off the beach, nearby enchanting towns, and spectacular sunsets, we are sure you will discover fun and a memorable experience!