Inn at Mitchell House
Bed & Breakfast in Chestertown MD
From $166
From $166
Info Categories
Small Bed & Breakfast

Bed & Breakfast with Rooms With Fireplace

Bed & Breakfast with Free Wi-Fi

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Brampton Bed and Breakfast Inn
Bed & Breakfast in Chestertown MD
9.5
Excellent
From $250
From $250
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
Small Hotel

Family Friendly Hotel

Hotel with Free Wi-Fi

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14 more hotels nearby!
Great Oak Manor 6.3 km from Chestertown
Bed & Breakfast in Great Oak Landing MD
9.3
Excellent
From $165
From $165
Info Categories
Small Bed & Breakfast

Bed & Breakfast with Parking

EV charging stations  

Bed & Breakfast with Rooms With Fireplace

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Mariner's Motel 9.4 km from Chestertown
Motel in Rock Hall MD
10
Excellent
Info Categories
Small Motel

Dog Friendly Motel

Motel with Swimming Pool

Outdoor Pool  

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Inn at Osprey Point 9.5 km from Chestertown
Inn in Rock Hall MD
9.3
Excellent
From $188
From $188
Info Categories
Small Inn

Inn with Parking

EV charging stations  

Dog Friendly Inn

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Haven Point Inn 9.7 km from Chestertown
Inn in Rock Hall MD
9.5
Excellent
From $172
From $172
Info Categories
Small Inn

Inn with Free Wi-Fi

Inn for Adults Only

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Inn at Huntingfield Creek 10.0 km from Chestertown
Bed & Breakfast in Rock Hall MD
9.2
Excellent
From $223
From $223
Info Categories
Small Bed & Breakfast

Luxury Bed & Breakfast

Bed & Breakfast with Swimming Pool

Outdoor Pool  

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Hillside Motel 12.6 km from Chestertown
Motel in Centreville MD
4.9
Rated
From $77
From $77
Info Categories
Small Motel

Motel with Free Wi-Fi

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Galena House 14.8 km from Chestertown
Country House in Galena MD
Info Categories
Small Country House

Dog Friendly Country House

Country House with Free Wi-Fi

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Cavalier Inn 19.3 km from Chestertown
Hotel in Aberdeen MD
Info Categories
Small Hotel

Hotel with Parking

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Red Roof Inn Edgewood 19.5 km from Chestertown
Motel in Edgewood MD
7.1
Good
From $82
From $82
Info Categories
Small Motel

Dog Friendly Motel

Accessible Motel

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Colony inn motel 20.4 km from Chestertown
Motel in White Marsh MD
6.2
Rated
Info Categories
Small Motel

Motel with Free Wi-Fi

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Cozy Peaceful B&B 22.4 km from Chestertown
Bed & Breakfast in Rosedale MD
10
Excellent
Info Categories
Small Bed & Breakfast

Bed & Breakfast with Free Wi-Fi

Bed & Breakfast with Parking

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Peaches and Dreams Bed and Breakfast 22.4 km from Chestertown
Bed & Breakfast in Easton MD
From $200
From $200
Info Categories
Small Bed & Breakfast

Dog Friendly Bed & Breakfast

Bed & Breakfast with Free Wi-Fi

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Vandiver Inn 22.6 km from Chestertown
Inn in Havre de Grace MD
9.1
Excellent
From $153
From $153
Info Categories
Small Inn

Dog Friendly Inn

Inn with Parking

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Best Budget Inn 22.9 km from Chestertown
Motel in Havre de Grace MD
5.3
Rated
From $817
From $817
Info Categories
Small Motel

Motel with Free Wi-Fi

3-Star Motel

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
View all hotels in Chestertown.
Categories:
  •     Small (17)
  •     Free Wi-Fi (12)
  •     Parking (11)
  •     Dog Friendly (7)
  •     3 Star (4)
  •     Pool (3)
  •     EV charging stations (3)
  •     Adult Only (3)
  •     Luxury (3)
  •     Outdoor Pool (3)
  •     Rooms with Fireplace (2)
  •     4 Star (2)
  •     Accessible (1)
  •     Gym (1)
  •     Private Pool (1)
  •     Family (1)
  •     Boutique-Style (1)
  •     Yoga (1)
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