Places to Stay

Aida’s Victoriana Inn

This 1875 Historic Bed & Breakfast on the harbor in the heart of St. Michaels is nestled on an acre of groundswhere guest can enjoy our tranquil harbor-side ambiance. We invite you to relax and unwind in our beautiful home.

  • 410-745-3368
  • St. Michaels, MD 21663
Bartlett Pear Inn store front.

Bartlett Pear Inn

Our 7-bedroom Boutique Inn has lovely and very comfortably appointed rooms, all with private baths (some with soaking tubs), WiFi, flat screens, cozy sitting nooks, delicious breakfast and 10% off in the restaurant.

  • 410-770-3300
  • Easton, MD 21601

Bay Cottage

Bay Cottage, St. Michaels offers a waterfront vacation retreat in the heart of Eastern Shore of Chesapeake Bay.

  • 410-745-9369
  • St. Michaels, MD 21663

Bishop’s House Bed and Breakfast

Circa 1880 in-town home, furnished in period style, offers guests the charm of a by-gone Victorian era with 21st Century comfort.

  • 410-820-7290 or 800-223-7290
  • Easton, MD 21601
Black Walnut Point Inn on Tilghman Island in Talbot County, Maryland

Black Walnut Point Inn

Located on a 58-acre bird sanctuary, this private estate has broad porches, rocking chairs and a pool nestled in six acres of gardens and lawn.

  • 410-886-2452
  • Tilghman Island, MD 21671

Captains Watch Vacation Cottage

We offer a fully furnished, pet-friendly, two-bedroom waterfront vacation cottage with a full kitchen. Rent by the day, week or month.

  • 410-886-2643
  • Tilghman Island, MD 21671

Cherry Street Inn

The Cherry Street Inn provides warm hospitality combining traditional elegance with modern comforts. It is a lovely 1880’s Victorian home, located in the heart of St. Michaels, one block from the Navy Point harbor and the Maritime Museum.

  • 410-745-6309
  • St. Michaels, MD 21663

Combsberry Inn

Combsberry is a historic 1730 English Country Manor home complete with a Carriage House and Cottage. The 30 acre waterfront Inn is an exclusive lifestyle destination located on the outskirts of Oxford, near St. Michaels and Easton, MD. Combsberry is a picturesque drive from Washington, D.C. and less than two hours from Baltimore and Philadelphia.

  • 410-226-5353
  • Oxford, MD 21654

Cygnet Cottage

Our Cygnet Cottage vacation rental is a charming two and one half bedroom cottage (2 full beds, and one twin) with a working fireplace, full kitchen and screened front porch.

  • (410) 745-2929
  • St. Michaels, MD 21663
Dr. Dodson House building front entrance.

Dr. Dodson House Bed & Breakfast

The Dr. Dodson House B&B is a circa 1799 historic home in the heart of the residential historic district in St. Michaels, one house from the harbor and five houses off the main street. Each guest room is beautifully appointed, some with working wood burning fireplaces.

  • 410-745-3691
  • St. Michaels, MD 21663-0956
Previous 1234