Places to Stay

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
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

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
Store front sign/logo

Tilghman Island Inn

The Tilghman Island Inn is a unique and intimate all-season waterfront resort that celebrates food, wine & hospitality.

  • 410-886-1170
  • Tilghman Island, MD 21671

Wades Point Inn on the Bay

A true “jewel of the Chesapeake Bay,” the historic Wades Point Inn and farm is a place where the stress of the world washes away. Located minutes from St. Michaels on the Chesapeake Bay, Maryland Eastern Shore, our inn is an easy getaway from Washington D.C., Baltimore and Philadelphia.

  • 410-745-2500
  • McDaniel, MD 21647