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Great Oak Manor Inn

Great Oak Manor Bed & Breakfast is situated on 12 peaceful acres with a commanding view of the Chesapeake Bay, on Maryland's Eastern Shore. The Bed and Breakfast Inn features an expansive terrace offering exquisite views of the Chesapeake Bay. Lounge chairs are provided for those who wish to cozy up with a book or to just sit and watch the sunset.

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Chestertown, Maryland

US

Maryland

Eastern Shore Maryland

Chestertown Bed & Breakfast Inns

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Great Oak Manor Inn (Chestertown, MD)

11 room(s) 2 suite(s)

$165-$310

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Brampton Bed & Breakfast Inn (Chestertown, MD)

4 cottage(s) 6 room(s) 2 suite(s)

$195-$435

The Brampton Inn, a romantic oasis on MD's eastern shore, is located on 20 wooded acres, just outside of charming Chestertown. Features fireplaces, spa tubs and romance. more...

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Featured Inns Near Chestertown, Maryland

Old Gratitude House Bed & Breakfast (Rock Hall, MD - 7 miles)

5 room(s)

$130-$230

Waterfront elegance on the Eastern Shore. Start the day with a full gourmet breakfast on the large deck looking out on the Bay. Enjoy a good book, or simply relax in the sun on the large deck that looks out on the Bay, or in one of the comfortable Adirondack chairs right at the water’s edge. more...

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Inn at Huntingfield Creek (Rock Hall, MD - 7 miles)

3 cottage(s) 5 room(s)

$139-$249

Find privacy and rustic romance in this historic farmhouse on Maryland’s Eastern Shore in Rock Hall. Inn at Huntingfield Creek Bed & Breakfast is an elegant, waterfront farm-estate. The property includes a salt-water pool, a cozy yet luxurious library, and a pet-friendly cottage. more...

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Nearby bed and breakfast locations and their approximate distance from Chestertown, MD:

Rock Hall, Maryland Bed and Breakfasts - 7 miles from Chestertown, Maryland

Annapolis, Maryland Bed and Breakfasts - 22 miles from Chestertown, Maryland

Chesapeake City, Maryland Bed and Breakfasts - 26 miles from Chestertown, Maryland

Baltimore, Maryland Bed and Breakfasts - 26 miles from Chestertown, Maryland

Saint Michaels, Maryland Bed and Breakfasts - 29 miles from Chestertown, Maryland

Easton, Maryland Bed and Breakfasts - 30 miles from Chestertown, Maryland

Elkton, Maryland Bed and Breakfasts - 33 miles from Chestertown, Maryland

Stevenson, Maryland Bed and Breakfasts - 34 miles from Chestertown, Maryland

Oxford, Maryland Bed and Breakfasts - 36 miles from Chestertown, Maryland

Tilghman, Maryland Bed and Breakfasts - 37 miles from Chestertown, Maryland

Columbia, Maryland Bed and Breakfasts - 39 miles from Chestertown, Maryland

Lothian, Maryland Bed and Breakfasts - 39 miles from Chestertown, Maryland

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