Hotels with Breakfast Included in Chestertown

3 places to stay in Chestertown, MD — ranked by guest rating, with photos, amenities and booking links.

All places to stay in Chestertown Spa (1)Pet-friendly (3)EV charging (1)Parking (3)Remote-work friendly (1)

The Guesthouse Bed and Breakfast, Bed & Breakfast in Chestertown

Bed & Breakfast

The Guesthouse Bed and Breakfast

114 Washington Ave, Chestertown, MD 21620

Brampton 1860, Hotel in Chestertown

Brampton 1860★★★★★

25227 Chestertown Rd, Chestertown, MD 21620

BreakfastPet friendly

White Swan Tavern, Hotel in Chestertown

White Swan Tavern

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