Brampton 1860
Bed & Breakfast in Chestertown MD
9.7
Excellent
From $334
From $334
Info Categories
Small Bed & Breakfast

Bed & Breakfast with Parking

EV charging stations  

Boutique-style Bed & Breakfast

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Lodging at The Imperial
Hotel in Chestertown MD
9.5
Excellent
Info Categories
Family Friendly Hotel

Hotel with Free Wi-Fi

Hotel with Parking

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Quality Suites
Hotel in Chestertown MD
Info Categories
Hotel with Swimming Pool

Hotel with Free Wi-Fi

3-Star Hotel

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Comfort Inn & Suites Chestertown
Hotel in Chestertown MD
8.1
Very Good
Info Categories
Hotel near Golf Courses

Hotel for Honeymoon

Dog Friendly Hotel

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Driftwood Inn
Motel in Chestertown MD
4.2
Rated
From $69
From $69
Info Categories
Dog Friendly Motel

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Wren Retweet
Villa in Chestertown MD
Info Categories
Dog Friendly Villa

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Carriage House Hideaway In Center of Chestertown
Apartment in Chestertown MD
9.8
Excellent
Info Categories
Dog Friendly Apartment

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Pet-Friendly Home on Chester River with Dock!
Vacation Home in Chestertown MD
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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Info Categories
Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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10
Excellent
Info Categories
Vacation Home with Parking

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Waterfront Millington Vacation Rental with Hot Tub!
Vacation Home in Chestertown MD
Info
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River Heights Retreat
Vacation Home in Chestertown MD
10
Excellent
Info Categories
Dog Friendly Vacation Home

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Walk to Historic Chestertown Dog-Friendly Retreat
Vacation Home in Chestertown MD
Info Categories
Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Porterhouse Farm
Vacation Home in Chestertown MD
Info Categories
Vacation Home with Swimming Pool

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Old Bridge
Villa in Chestertown MD
Info Categories
Villa with Parking

EV charging stations  

Villa with Free Wi-Fi

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Millington Manor
Bed & Breakfast in Chestertown MD
Info Categories
Bed & Breakfast with Parking

Small Bed & Breakfast

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184 more hotels nearby!
Thornton 3.6 km from Chestertown
Vacation Home in Kennedyville MD
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Vacation Home with Free Wi-Fi

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Oakley Acre 7.9 km from Chestertown
Apartment in Kennedyville MD
Info Categories
Apartment with Free Wi-Fi

Apartment with Parking

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Eastern Shore Getaway Walk to Tolchester Marina! 8.8 km from Chestertown
Vacation Home in Rock Hall MD
Info
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The Still Pond Inn 9.2 km from Chestertown
Apartment in Kennedyville MD
Info Categories
Apartment with Free Wi-Fi

Apartment with Parking

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