Places to Stay

Parsonage Inn

The Parsonage Inn is known for gracious hospitality, full breakfast, swimming pool/hot tub access at GBH (our sister inn) and fair prices. Check out our mid-week special packages!

  • 410-745-8383
  • St. Michaels, MD 21601
Front yard of the Point Breeze Bed and Breakfast

Point Breeze Bed and Breakfast

Point Breeze B & B is a welcoming waterfront bed and breakfast in historic St. Michaels. This gracious family home with 400′ of harbor-side waterfront offers a residential Bed & Breakfast experience not to be missed.

  • 410-745-9563
  • St. Michaels, MD 21663
Robert Morris Inn building front.

Robert Morris Inn

Built in 1710 as the home of Robert Morris who gained fame as “Financier of the Revolution.” General and later President George Washington was a close friend and visited Robert Morris often. In more recent times author James Michener outlined his famous novel, Chesapeake here. Now the Eastern Shore’s most unique historic restaurant with rooms under celebrity Chef Partner, Mark Salter.

  • 410-226-5111
  • Oxford, MD 21654

Roberts Cottage

The Roberts Cottage is a typical 1890’s working class Waterman’s Cottage.

It has been restored to its original size as a vacation cottage rental. Prior to restoration it had been unoccupied for 28 years and was located on the street front. In 2002 the cottage was moved back approximately 30 feet from the street front and completely restored.

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

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