Places to Stay

Five Gables building front entrance.

Five Gables Inn & Spa

Nestled in a scenic village near Chesapeake Bay, our bed and breakfast consists of three charming 19th-century homes that capture the essence of a luxurious and comfortable getaway for discerning travelers.

  • 410-745-0100
  • St. Michaels, MD 21663

George Brooks House B&B

A very comfortable B&B Inn on the outskirts of town – quiet, peaceful with lovely swimming pool, hot tub and gardens on 8 acres of land. Enjoy our full breakfast then take one of our new Breezer 8-speed touring bikes to explore the area. We have recently upgraded to 40″ flat screen TV’s in the bedrooms and garden room.

  • 410-745-8381
  • St. Michaels, MD 21663

Grandview Cottages

GRANDVIEW is situated on a 5 1/4-acre point of land which was known as Pleasure Point around the turn of the 20th century. Originally part of the adjoining 1,000 acre DuPont estate, Grandview has over 1,300 feet of waterfront and a magnificent view of Ball’s Creek and Broad Creek.

  • 717-392-4876
  • Neavitt, MD 21652
Hambleton Inn viewed from the water.

Hambleton Inn Bed & Breakfast

The Hambleton Inn recalls the spirit of St. Michaels’ seafaring past while offering the best in modern conveniences. Each room is individually decorated and all rooms have private baths, king- or queen-sized beds, air conditioning, cable TV and of course, fabulous views of the harbor.

  • 866-745-3350
  • St. Michaels, MD 21663

Harris Cove Cottages Bed ‘N Boat

HARRIS COVE COTTAGES LLC., BED ‘N BOAT ┬« has eight cottages. Six of these cottages are individual which form an echelon of sailors saluting our picturesque private driveway. The other two are the Heron’s Nest and the Stateroom, which sit majestically as a centerpiece on two acres of bulkheaded waterfront property.

  • 410-745-9701
  • St. Michaels, MD 21663

Inn at 202 Dover

The Inn at 202 Dover is the ONLY AAA Four Diamond inn of our size in the State of Maryland. Enjoy pure luxury when you stay at this inn which is located one block from downtown Easton. Each suite is at least 600 square feet with our largest being 1,000 square feet.

  • 410-819-8007
  • Easton, MD 21601
Miles River Guest House Pool Area

Miles River Guest House

Miles River Guest House is an elegant private guesthouse on a 12-acre horse farm on the Miles River, located between Easton and St. Michaels. The 2,000 sq. ft. guesthouse has four bedrooms and is only 100 feet from the magnificent Miles River.

  • 410-822-5553
  • Easton, MD 21601

Nichols House Cottage B&B

This 1880s Victorian House offers a cozy cottage for two nestled in a tranquil garden, located in the heart of Historic Oxford.

  • 410-226-5799
  • Oxford, MD 21654
Old Brick Inn Building Front

Old Brick Inn

The Old Brick Inn in St Michaels is an elegant boutique inn combining Old World ambience and modern amenities. Three separate buildings make up the Old Brick Inn complex; the Wrightson Jones House, the Kemp House, and a unique building known as the Carriage House

  • 410-745-3323 / 800-434-2143
  • St. Michaels, MD 21663
Oxford Inn Waterfront Dock

Oxford Inn

The Oxford Inn is a historic bed and breakfast that has seven rooms and has provided a respite for Oxford’s loving guests for more than ten years.

  • 410-226-5220
  • Oxford, MD 21654