Places to Stay

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

Sandaway Suites and Beach

Sandaway Suites and Beach 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

St. Michaels Inn

Welcome to St. Michaels Motor Inn!

  • 410-745-3333
  • St Michaels, MD 21663

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 Inn at Perry Cabin

Once a private estate named after Commodore Oliver Hazard Perry, The Inn at Perry Cabin is an elegant circa 1816 property located on 25 breathtaking acres overlooking the Miles River, a tributary of the Chesapeake Bay and is a short stroll from the historic town of St. Michaels, Maryland.

  • 410-745-2200
  • St. Michaels, MD 21663
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 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

Tidewater House

Tidewater House (previously Inn at 202 Dover) is a historic mansion built in 1874 and an integral part of the historic fabric of Easton, Maryland. Providing a luxurious travel experience just a short block from downtown shopping, art galleries, and the Avalon Theatre.

  • 410-822-1304
  • Easton, MD 21601

Tidewater Vacations

Tidewater Vacations has taken “vacation rental homes” to the next level.

Offering full concierge service while you are staying in one of our waterfront vacation rental homes, which are located near St. Michaels, in Talbot County on the Eastern Shore of the Chesapeake Bay.

  • 443-786-7220 or 410-745-5255
  • St. Michaels, MD 21663