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  1. World
  2. >North America
  3. >United States
  4. >Maryland
  5. >Kent
  6. >Chestertown

Hotels with Parking in Chestertown

170 HOTELS IN AND AROUND CHESTERTOWNRanking can be influenced by the commissions we receive.
Brampton 1860 main photo
Brampton 1860
Bed & Breakfast in Chestertown MDUS flag
9.1
Excellent
From $317
$
+5
Info
Categories
Parking
EV charging stations
Small
Boutique-Style
Comfort Inn & Suites Chestertown main photo
Comfort Inn & Suites Chestertown
Hotel in Chestertown MDUS flag
8.1
Very Good
From $102
$
+11
Info
Categories
Parking
Golf
Honeymoon
Driftwood Inn main photo
Driftwood Inn
Motel in Chestertown MDUS flag
6.1
Rated
From $69
$
+3
Info
Categories
Parking
Free Wi-Fi
Small
Pet-Friendly Home on Chester River w/ Dock! main photo
Pet-Friendly Home on Chester River w/ Dock!
Vacation Home in Chestertown MDUS flag
0.0
$
+5
Info
Categories
Parking
Dog Friendly
Pool
Outdoor Pool
Walk to the Beach with Deck, Fireplace, BBQ Grill, Boat Ramp & Office main photo
Walk to the Beach with Deck, Fireplace, BBQ Grill, Boat Ramp & Office
Vacation Home in Chestertown MDUS flag
10
Excellent
Currently inactive on our platform.
$
+3
Info
Categories
Parking
Dog Friendly
Free Wi-Fi
Old Bridge main photo
Old Bridge
Villa in Chestertown MDUS flag
0.0
Currently inactive on our platform.
$
+3
Info
Categories
Parking
EV charging stations
Free Wi-Fi
3 Mi to Washington College! Updated Home w/ Patio main photo
3 Mi to Washington College! Updated Home w/ Patio
Vacation Home in Chestertown MDUS flag
0.0
$
+2
Info
Categories
Parking
Free Wi-Fi
Walk to Historic Chestertown: Dog-Friendly Retreat main photo
Walk to Historic Chestertown: Dog-Friendly Retreat
Vacation Home in Chestertown MDUS flag
0.0
$
+3
Info
Categories
Parking
Dog Friendly
Free Wi-Fi
Porterhouse Farm main photo
Porterhouse Farm
Vacation Home in Chestertown MDUS flag
0.0
$
+4
Info
Categories
Parking
Pool
Outdoor Pool
Free Wi-Fi
Waterfront Millington Vacation Rental w/ Hot Tub! main photo
Waterfront Millington Vacation Rental w/ Hot Tub!
Vacation Home in Chestertown MDUS flag
0.0
From $598
$
+2
Info
Categories
Parking
Free Wi-Fi
Millington Manor main photo
Millington Manor
Bed & Breakfast in Chestertown MDUS flag
0.0
Currently inactive on our platform.
$
+2
Info
Categories
Parking
Small
9 more hotels nearby!
Thornton main photo
Thornton
3.6 mi from Chestertown
Vacation Home in Kennedyville MDUS flag
0.0
Currently inactive on our platform.
$
+4
Info
Categories
Parking
Dog Friendly
Pool
The Still Pond Inn main photo
The Still Pond Inn
9.2 mi from Chestertown
Apartment in Kennedyville MDUS flag
9.8
Excellent
$
+2
Info
Categories
Parking
Free Wi-Fi
Waterfront Private Dock Boat Tie-Up & Near Town main photo
Waterfront Private Dock Boat Tie-Up & Near Town
10.7 mi from Chestertown
Vacation Home in Rock Hall MDUS flag
0.0
$
+3
Info
Categories
Parking
Dog Friendly
Free Wi-Fi
Grays Inn Creek Waterfront Pvt Dock Kayaks & View main photo
Grays Inn Creek Waterfront Pvt Dock Kayaks & View
10.7 mi from Chestertown
Vacation Home in Rock Hall MDUS flag
0.0
$
+3
Info
Categories
Parking
Dog Friendly
Free Wi-Fi
Rock Hall Retreat w/ Balcony Near Park & Marina! main photo
Rock Hall Retreat w/ Balcony Near Park & Marina!
10.8 mi from Chestertown
Vacation Home in Rock Hall MDUS flag
9.7
Excellent
$
+2
Info
Categories
Parking
Free Wi-Fi
Chesapeake Bay Retreat WBreathtaking Views main photo
Chesapeake Bay Retreat WBreathtaking Views
11.1 mi from Chestertown
Vacation Home in Rock Hall MDUS flag
9.0
Excellent
$
+3
Info
Categories
Parking
Dog Friendly
Free Wi-Fi
Family-Friendly Cottage, Walk to the Beach! main photo
Family-Friendly Cottage, Walk to the Beach!
11.1 mi from Chestertown
Vacation Home in Kennedyville MDUS flag
10
Excellent
Currently inactive on our platform.
$
+3
Info
Categories
Parking
Dog Friendly
Free Wi-Fi
Bayside cottage steps from the harbor main photo
Bayside cottage steps from the harbor
11.2 mi from Chestertown
Vacation Home in Rock Hall MDUS flag
5.0
Rated
Currently inactive on our platform.
$
+3
Info
Categories
Parking
Dog Friendly
Free Wi-Fi
Mariners Motel main photo
Mariners Motel
11.2 mi from Chestertown
Accommodation in Rock Hall MDUS flag
9.2
Excellent
From $160
$
+5
Info
Categories
Parking
Dog Friendly
Pool
Outdoor Pool
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 170 hotels in and around Chestertown
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