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Showing 1-9 of 9 Resorts and Lodges

The White Swan Tavern

Chestertown, Maryland, United States
$150
1-410-778-2300

The White Swan Tavern is a quiet and elegant home embedded in the history of Maryland's Eastern Shore. The charm of Chestertown is a paradise for... more

Resort features:
  • Nature
  • Fishing
  • Romantic
  • Luxury
  • Historical
  • Honeymoon
  • Holiday
  • Bed & Breakfasts, Inns

The Inn at Mitchell House

Chestertown, Maryland, United States
$109
(410) 778-6500

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... more

Resort features:
  • Romantic
  • Historical
  • Bed & Breakfasts, Inns

Simply Bed & Bread

Chestertown, Maryland, United States
$119
4107784359

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... more

Resort features:
  • Family
  • Romantic
  • Bed & Breakfasts, Inns

Driftwood Inn

Chestertown, Maryland, United States
$60
4107783200

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... more

Resort features:
  • Family
  • Romantic
  • Bed & Breakfasts, Inns

Holiday Inn Express Hotel & Suites Chestertown

Chestertown, Maryland, United States
$104
4107780778

Convenient and comfortable, stay at the Holiday Inn Express Hotel and Suites in Chestertown, Maryland. Jump into the indoor pool or take a step into... more

Quality Suites

Chestertown, Maryland, United States
$93
4105100555

Stay at Comfort Suites and experience the eastern shore of Maryland! Start your day with a free hot breakfast, then take a dip in the hot tub or... more

Great Oak Manor

Chestertown, Maryland, United States
$159
1-800-504-3098

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!... more

Resort features:
  • Romantic
  • Historical
  • Bed & Breakfasts, Inns
  • Spa

Brampton Bed & Breakfast Inn

Chestertown, Maryland, United States
$151
410-778-1860

Finished in 1860 as the plantation house of the areas largest peach grower; Brampton retains today nearly all of its original details. They include... more

Resort features:
  • Bed & Breakfasts, Inns

The Imperial Hotel and Restaurant

Chestertown, Maryland, United States
$150
410-778-5000

For over 100 years, The Imperial Hotel has stood in the historic district of Chestertown, Maryland. It offers comfortable accommodations in eleven... more

Showing 1-9 of 9 Resorts and Lodges

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