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results for 'Inns/Bed and Breakfast'
1

Bittersweet Guest Suites

231 High Street Chestertown, Maryland 21620

Upstairs over the store in downtown Chestertown.

410-778-2300
2

Brampton Bed and Breakfast Inn

25227 Chestertown Road Chestertown, Maryland 21620

Discover a historic and award-winning bed and breakfast in Chestertown, MD. This romantic inn is situated on 35 beautiful acres with glorious views and delicious breakfasts! Unforgettable rooms offer whirlpool tubs, fireplaces, and flat-screen TVs.

410-778-1860
3

Claddaugh Farm Bed & Breakfast

160 Claddaugh Lane Chestertown, Maryland 21620

410-778-4894
4

Great Oak Manor

10568 Cliff Road Chestertown, Maryland 21620

Elegant 12 room waterfront manor house with enchanting sunsets over the Chesapeake Bay on Maryland's Eastern Shore.

410-778-5943
5

Inn at Mitchell House

8796 Maryland Parkway Chestertown, Maryland 21620

Beauty undisturbed. Historic manor offers a tranquil retreat. Approximately 10 miles outside of Chestertown.

410-778-6500
6

John L. Stam House

114 Washington Avenue Chestertown, Maryland 21620

Gothic Revival Victorian, fully restored. Full breakfast and afternoon tea. Within blocks of the Historic District of Chestertown.

410-708-8059
7

Rolph's Wharf, The River Inn

1008 Rolphs Wharf Road Chestertown, Maryland 21620

Spend a night – or a weekend – in charm and comfort. With views of the Chester River and the adjoining farm, the River Inn at Rolph’s Wharf offers you the opportunity to spend a relaxing night or two away from the everyday. Each of the rooms has its

410-778-6347
8

Simply Bed & Bread

208 Mount Vernon Avenue Chestertown, Maryland 21620

Two allergy-friendly rooms in a cozy 1947 Cape Cod - a minute's walk from Washington College. "The soul should always stand ajar," [ready to welcome] - Emily Dickinson

410-778-4359
9

The Imperial

208 High Street Chestertown, Maryland 21620

We are minutes from Washington College, the 10th oldest college in the United States. Highlight your stay with the fine dining and tapas bar menu at The Kitchen at The Imperial.

410-778-5000
10

White Swan Tavern, Colonial Inn

231 High Street Chestertown, Maryland 21620

Historical restored 18th century lodging in the heart of downtown Chestertown, one block from the river and close proximity to both stores and eateries.

410-778-2300
11

Widow's Walk Inn

402 High Street Chestertown, Maryland 21620

Victorian gem located in Chestertown's Historic District

410-778-6455