Places to Stay

Ruffled Duck B&B

The Ruffled Duck Inn, is nestled in the historic district of the charming Eastern Shore Village of Oxford Maryland.

  • 410-226-5496
  • Oxford, MD 21654

Sandaway Waterfront Lodging

Sandaway Waterfront Lodging offers the privacy of a hotel, with the charm of a bed and breakfast™. With 18 rooms and suites, Sandaway sits on two and a half acres on the Chesapeake Bay. Most accommodations are waterfront with porches overlooking a private sandy beach for guests to enjoy.

  • 1-888-726-3292
  • Oxford, MD 21654

Sunset Cottage

The Sunset Cottage is a working class Waterman’s Cottage (circa 1790-1805).

  • 410-745-2929
  • St. Michaels, MD 21663

Tarr House Bed & Breakfast

The Inn stands on the north side of Green Street, the center of historic St. Michaels, overlooking the St. Michaels Harbor and the Church Cove park. This ideal water location affords breathtaking views and within short walking distances to shops, restaurants & museums.

  • 410-745-2175
  • St. Michaels, MD 21663

The Lazyjack Inn on Dogwood Harbor

The Lazyjack Inn has earned a reputation over the last 23 years as one of the Eastern Shores finest get-away destinations.

  • 800-690-5080
  • Tilghman Island, MD 21671
Oaks Waterfront Inn Building Front

The Oaks Waterfront Inn & Events

Our historic luxury waterfront inn that specializes in weddings and conferences is located between St. Michaels and Easton. On-site catering is offered by Chef Paul Milne, previous owner of the highly acclaimed 208 Talbot.

  • 410-745-5053
  • Royal Oak, MD 21662

The Snuggery Bed & Breakfast

Located in historic St. Michaels, Maryland, the Snuggery is our town’s oldest residence. Restored and fully modernized, the Snuggery today is our home, antiques and all, and a place we love our guests to share and enjoy with us. Thus, a stay at the Snuggery has a special advantage. We offer you the opportunity for both an historic and a residential Bed and Breakfast experience.

  • 410-745-2800
  • St. Michaels, MD 21663
Harbour Inn Viewed Across Harbour.

The Tidewater Inn

A luxurious retreat located just outside of Baltimore, Washington, D.C .and Wilmington, the Tidewater Inn is appointed with modern comforts, state-of-the-art conference space and exquisite banquet rooms ideal for weddings and special events. The Inn features 95 well-appointed boutique guest rooms, a tavern-style restaurant and banquet rooms.

  • 410-822-1300
  • Easton, MD 21601