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Showing 31-45 of 67 Resorts and Lodges

Great Oak Manor

Chestertown, Maryland, United States
$159

Built in 1938 as a private residence for Russell D’Oenche, the Georgian-style Great Oak Manor is an experience in elegance you won’t soon forget! Unwind in one of 12 gracious period-themed guest rooms featuring private baths, balconies with Chesapeake Bay views, and replica antiques. And, make sure to roam the beautifully manicured lawns, enjoy... more

The Inn at Mitchell House

Chestertown, Maryland, United States
$109

Put yourself in the midst of American history by staying at Mitchell House. Rest in one of the six comfortable rooms or, for added privacy, relax in the one-bedroom Stone’s Throw Cottage. This colonial house is just minutes away from Historic... more

The Imperial Hotel and Restaurant

Chestertown, Maryland, United States
$150

For over 100 years, The Imperial Hotel has stood in the historic district of Chestertown, Maryland. It offers comfortable accommodations in eleven deluxe rooms and two suites, all within walking distance of the best attractions in Chestertown. Take a walk through town for shopping, sightseeing, and Chestertown’s Washington College. Enjoy on-site... more

Driftwood Inn

Chestertown, Maryland, United States
$60

Rest and relax at this 28-room Inn, conveniently located in peaceful Chestertown. Lounge on your spacious colonial-style bed or splash in the outdoor pool. Some rooms even feature a jacuzzi style tub! And Driftwood Inn is within easy distance of all... more

Lowes Wharf Marina Inn

St. Michaels, Maryland, United States
$76

At Lowes Wharf Marina Inn in Sherwood, Maryland, a cross road connects you with your awaiting sunset island on the Chesapeake Bay. Our accommodations feature new waterfront guestrooms, transient slips, fishing, crabbing,kayaking, or just sitting back in the yacht club having a cool drink while watching the sunset. We are only 7 miles from St.... more

Simply Bed & Bread

Chestertown, Maryland, United States
$119

With only two rooms in this quiet and comfortable guest house, you’ll feel right at home at Simply Bed and Bread. Sit on one of the inviting wicker chairs on the porch and look over Chestertown, Maryland. Inside, delicious treats like fresh... more

Cottage at Long Haul

St. Michaels, Maryland, United States
$300

Cottage at Long Haul Creek is a newly renovated 3 BR waterfront home with old-fashioned charm. Situated on 6 acres, it is located just 1/2 mile from historic St. Michaels, MD,on the Chesapeake Bay. A maritime atmosphere is just a quick walk or bike ride away from this year round vacation home. Launch/sail your boat from the backyard pier, take a... more

Swan Haven B & B

Rock Hall, Maryland, United States
$76

Swan Haven offers a quiet, relaxing waterfront getaway to the village of Rock Hall on Maryland's historic Eastern Shore, in the heart of Waterman's Country. Enjoy delightful accommodations on the water, with small boating adventures of many kinds to be had starting right at our docks. It's only a short walk to Rock Hall's many fine restaurants,... more

Harris Cove Cottages Bed N Boat

St. Michaels, Maryland, United States

Aloft Washington National Harbor

National Harbor, Maryland, United States
80
Very Good
1146 Reviews

Aloft Washington National Harbor is a fresh, vibrant resort community in bustling Washington, D.C. With its open, forward-thinking design and dazzling help-yourself features, Aloft Washington National Harbor is a new travel experience that highlights the urban inspiration in the U.S. capital. The energy of this resort hotel comes from so many... more

Brampton Bed & Breakfast Inn

Chestertown, Maryland, United States
$151

Finished in 1860 as the plantation house of the areas largest peach grower; Brampton retains today nearly all of its original details. They include the magnificent three and a half story central staircase, walnut windows and doors, original heart pine floors and plaster ceiling medallions. This thirty-five acre estate is conveniently located... more

Atlantic Hotel

Berlin, Maryland, United States
91
Excellent
16 Reviews
$65

Listed on the National Register of Historic Places in 1980, Atlantic Hotel - Inn & Restaurant is a beautifully restored Victorian hotel located on Maryland’s magnificent eastern shore, in the center of Berlin, Maryland's historic district, just seven miles from Ocean City and the Assateaque Island National Seashore.... more

Sea Hawk Motel

Ocean City, Maryland, United States
$56

When you decide to stay at Sea Hawk Motel, you're making a choice to head to a location that has something for everyone. Whether you're looking for something as simple as laying out on the beach and soaking up the sunshine, or a bit more adventurous like hitting the famous Boardwalk and exploring the shops and boutiques. Either way, you're sure to... more

Osprey Point

Rock Hall, Maryland, United States
95
Excellent
13 Reviews

Osprey Point on Maryland's Eastern Shore prrovides a luxurious northern Chesapeake Bay adventure destination located on 30 lush acres of waterfront solitude in the village of Rock Hall. The Inn provides elegant lodging and gourmet dining just a few feet away from our modern world class marina on the Chesapeake Bay's eastern shore, with the... more

The Parsonage Inn

St. Michaels, Maryland, United States
91
Excellent
118 Reviews

Showing 31-45 of 67 Resorts and Lodges

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