Hotels with Parking in Chestertown MD

108 HOTELS IN AND AROUND CHESTERTOWN

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Brampton 1860

Bed & Breakfast in Chestertown MD

9.7

Excellent

From $334

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Bed & Breakfast with Parking

EV charging stations

Small Bed & Breakfast

Boutique-style Bed & Breakfast

Lodging at The Imperial

Hotel in Chestertown MD

9.5

Excellent

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Hotel with Parking

Family Friendly Hotel

Hotel with Free Wi-Fi

Pet-Friendly Home on Chester River with Dock!

Vacation Home in Chestertown MD

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Vacation Home with Parking

Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool

Walk to the Beach with Deck, Fireplace, BBQ Grill, Boat Ramp & Office

Vacation Home in Chestertown MD

9.0

Excellent

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Vacation Home with Parking

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

Vacation Home in Chestertown MD

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Vacation Home with Parking

Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

103 more hotels nearby!

Oakley Acre 7.9 km from Chestertown

Apartment in Kennedyville MD

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Apartment with Parking

Apartment with Free Wi-Fi

Twin Ponds Lodge 10.6 km from Chestertown

Vacation Home in Centreville MD

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Vacation Home with Parking

Vacation Home with Free Wi-Fi

Rock Hall Retreat with Balcony Near Park and Marina! 10.8 km from Chestertown

Vacation Home in Rock Hall MD

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Vacation Home with Parking

Vacation Home with Free Wi-Fi

3-Star Vacation Home

Mariner's Motel 11.2 km from Chestertown

Motel in Rock Hall MD

9.4

Excellent

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Motel with Parking

Dog Friendly Motel

Motel with Swimming Pool

Outdoor Pool

Bayside cottage steps from the harbor 11.2 km from Chestertown

Vacation Home in Rock Hall MD

5.0

Rated

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Vacation Home with Parking

Dog Friendly Vacation Home

Mariners Motel 11.2 km from Chestertown

Accommodation in Rock Hall MD

Excellent

From $172

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Accommodation with Parking

Dog Friendly Accommodation

Accommodation with Swimming Pool

Outdoor Pool

Inn at Haven Harbour 11.2 km from Chestertown

Resort in Rock Hall MD

7.6

Good

From $216

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Resort with Parking

Luxury Resort

Resort for Honeymoon

Inn at Osprey Point 11.2 km from Chestertown

Inn in Rock Hall MD

9.5

Excellent

From $188

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Inn with Parking

EV charging stations

Small Inn

Dog Friendly Inn

Lansdowne Manor 12.8 km from Chestertown

Vacation Home in Centreville MD

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Vacation Home with Parking

Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Galena House 13.1 km from Chestertown

Country House in Galena MD

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Country House with Parking

Dog Friendly Country House

Small Country House

Sweet and Sassy River Home 14.4 km from Chestertown

Vacation Home in Galena MD

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Vacation Home with Parking

Luxurious Waterfront Villa with Indoor Pool 18.7 km from Chestertown

Vacation Home in Earleville MD

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Vacation Home with Parking

Vacation Home with Swimming Pool

Indoor Pool

Waterfront Home with Private Beach, Stunning Views 18.8 km from Chestertown

Vacation Home in Middle River MD

Excellent

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Vacation Home with Parking

Dog Friendly Vacation Home

8000 sq ft w 5bd - Water View - Hot-tub & Pool 18.8 km from Chestertown

Villas in Earleville MD

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Villas with Parking

Villas with Swimming Pool

Private Pool Outdoor Pool

Waterfront escape 19.1 km from Chestertown

Vacation Home in Edgewood MD

1.0

Rated

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Vacation Home with Parking

*Additional taxes or fees may apply. Please check the final price before completing your booking.

SHOWING 1-20 OUT OF 108 HOTELS IN AND AROUND CHESTERTOWN

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