Want travel alerts for this area?

Enter your name and email to receive alerts when new vacation deals are added to any property in this region.

By clicking "Submit" you are agreeing to the
Terms of Service.

Alert successfully created!

Go to Map View

Filters

Resort Type
Activities
Amenities

Showing 16-30 of 69 Resorts and Lodges

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

Widow's Walk Inn

Chestertown, Maryland, United States
$105

Located in historic Chestertown on Maryland’s upper eastern shore, Widow’s Walk Inn provides comfortable lodging in its five rooms with the warm atmosphere of a family home. Whether you play a game or read a book in the parlor or relax... more

Century 21 New Horizon

Ocean City, Maryland, United States
$100

Getaway to a perfect beach destination with the experts at Century 21 New Horizon. Let their hardworking staff find you the perfect beachside rental to make sure everyone in your group is comfortable. Ocean City, Maryland has ten miles of sandy shoreline, a world famous boardwalk, dozens of championship golf courses, many fine dining options, and,... more

The Old Brick Inn

St. Michaels, Maryland, United States
86
Excellent
20 Reviews
$125

Welcome to Old Brick Inn, a Maryland boutique hotel in the tradition of a bed and breakfast. Start off your day with a tantalizing homemade breakfast and then head out to explore shopping, museums, golf and area sights, like Hooper Strait Lighthouse. Lavish rooms and suites have their own private bath and many have fireplaces and Jacuzzis. Make... more

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

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

Gaylord National Hotel & Convention Center

Forest Heights, Maryland, United States
80
Very Good
981 Reviews

Gaylord National Hotel & Convention Center is the newest artistic addition to the National Harbor. Everything at this hotel adds an exciting spin to your Washington D.C. vacation. Explore the 18-story glass atrium, complete with manicured gardens, striking views of the Potomac River and quaint shops set along a colonial street-front. Indulge in... more

St. Michaels Harbour Inn & Marina

St. Michaels, Maryland, United States

Located off the Miles River in the quaint town of St. Michael's, the St. Michaels Harbour Inn, Marina & Spa is the perfect place to relax, rejuvenate, and restore! Enjoy the panoramic view from your room's private balcony, cruise the 56-slip transient marina, have a cocktail in The Clubroom, unwind in the boutique spa, and fine dine at the... more

Cambridge House Bed and Breakfast

Cambridge, Maryland, United States

White Swan Tavern

Chestertown, Maryland, United States
$76

The White Swan Tavern, a quiet, elegant home embedded in the history of Maryland's Eastern Shore, is for those who treasure serene streets, birdsong mornings, impeccable service and the grace of New World Tradition. The White Swan tavern has been restored to its 1793 appearance but its fascinating history predates 1733.... more

Eastern Shore Vacation Rentals

Easton, Maryland, United States

Discover the quiet side of Maryland's Eastern Shore and escape the hustle and bustle of a beach vacation! With an Eastern Shore Vacation, you can enjoy it all from the comfort of your very own private Chesapeake bay waterfront retreat.... more

Atlantic Oceanfront Inn

Ocean City, Maryland, United States
76
Good
773 Reviews

Waterloo Country Inn

Princess Anne, Maryland, United States
$76

Built circa 1750, the Waterloo Country Inn is situated on a tidal pond, a paradise for nature lovers, where history is ever present and every sunset a celebration. An outdoor pool, canoes and bicycles give you the opportunity to enjoy the serene, peaceful atmosphere. Stroll through the beautiful gardens and the majestic forest or visit nearby... more

Kent Manor Inn

Stevensville, Maryland, United States
92
Excellent
4 Reviews
$160

Classic couples, family and group vacations begin at this historic inn on Maryland's Eastern shore. Kent Manor Inn lets you experience Maryland's rich history and natural beauty, from original marble fireplaces in its rooms to flora and fauna at nearby nature centers. Go antiquing in Old Town Stevensville. Hop in a kayak and explore Chesapeake... more

Huntingfield Manor

Rock Hall, Maryland, United States
$76

The Huntingfield Manor House stands in the center of 70 acres of rich farm land that borders on the Eastern Shore of the Chesapeake Bay, less than two miles from the heart of the fishing village of Rock Hall, Maryland. There is a separate cottage for families and peacocks stroll the grounds.... more

Showing 16-30 of 69 Resorts and Lodges

statsstats