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Chestertown

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Map of Chestertown Hotels

Hotels (3)

B&Bs / Inns (11)

Speciality Lodging (0)

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Chestertown weather essentials

Month
High
Low
Jun
76°F 24°C
63°F 17°C
Jul
80°F 26°C
68°F 20°C
Aug
79°F 26°C
68°F 20°C
Sep
71°F 21°C
59°F 15°C
Oct
60°F 15°C
49°F 9°C
Nov
50°F 10°C
39°F 3°C
More weather for Chestertown
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Hotels Travellers Trust

Sort by [ Popularity ] [ Price ]
Brampton Bed and Breakfast Inn
25227 Chestertown Road, Chestertown, MD 21620
+1 410-778-1860
Hotel website
E-mail hotel
Announcement
25 Year Anniversary
Brampton Bed and Breakfast Inn Slideshow
173 AUD - 407 AUD (169 $ - 399 $) Avg. price/night*
5 of 5 stars 226 reviews
Ollie #1 of 11 B&Bs in Chestertown
Hotel photos | Contact info
Business Centre Free Breakfast Free High-Speed Internet Free Parking Pets Allowed Suites Wheelchair access
Announcement
25 Year Anniversary
Simply Bed and Bread
208 Mount Vernon Ave, Chestertown, MD
Simply Bed and Bread
101 AUD - 142 AUD (99 $ - 139 $) Avg. price/night*
5 of 5 stars 72 reviews
Ollie #2 of 11 B&Bs in Chestertown
Hotel photos
Free Breakfast Free High-Speed Internet Free Parking Room Service
Great Oak Manor Inn
10568 Cliff Rd, Chestertown, MD 21620
Great Oak Manor Inn
168 AUD - 316 AUD (165 $ - 310 $) Avg. price/night*
5 of 5 stars 119 reviews
Ollie #3 of 11 B&Bs in Chestertown
Hotel photos
Bar/Lounge Beach Free Breakfast Free High-Speed Internet Free Parking Pets Allowed Suites Swimming Pool
The Inn at Mitchell House
8796 Maryland Pkwy., Chestertown, MD 21620
+1 (410)778-6500
Hotel website
E-mail hotel
Offers & Announcements
$0 per night
The Inn at Mitchell House Slideshow
111 AUD - 244 AUD (109 $ - 239 $) Avg. price/night*
4.5 of 5 stars 28 reviews
Ollie #4 of 11 B&Bs in Chestertown
Hotel photos | Contact info
Beach Free Breakfast Free High-Speed Internet Free Parking Kids Activities Kitchenette Suites
Offers & Announcements
$0 per night
Widow's Walk Inn
402 High St., Chestertown, MD 21620
No photo provided
31 AUD - 138 AUD (30 $ - 135 $) Avg. price/night*
4.5 of 5 stars 11 reviews
Ollie #5 of 11 B&Bs in Chestertown
Free Parking
White Swan Tavern
231 High St, Chestertown, MD 21620
White Swan Tavern
31 AUD - 184 AUD (30 $ - 180 $) Avg. price/night*
4.5 of 5 stars 13 reviews
Ollie #6 of 11 B&Bs in Chestertown
  • “ Historical Inn.... ”
  • Charming historical inn. Very friendly, helpful staff have all been there... more
  • 31 October 2011
Hotel photos
Free Parking
Holiday Inn Express Hotel & Suites Chestertown 2.5 of 5
150 Scheeler Road, Chestertown, MD 21620
Hotel website
Hotel deals
800-760-595
Special offer
Save up to 20% -Book Early
Holiday Inn Express Hotel & Suites Chestertown Slideshow
CHECK RATES! ABS:HotelCheckRates-d672957?&src=LocalMapsRedesign&fromServlet=LocalMapsRedesign&Action=QC_Button
118 AUD - 263 AUD (116 $ - 258 $) Avg. price/night*
4 of 5 stars 31 reviews
Ollie #1 of 3 hotels in Chestertown
Hotel photos | Virtual tour | Contact info
Business Centre Fitness Centre Free Breakfast Free High-Speed Internet Free Parking Kitchenette Restaurant Swimming Pool Wheelchair access
Special offer
Save up to 20% -Book...
Comfort Suites 2.5 of 5
160 Scheeler Rd., Chestertown, MD 21620
Comfort Suites
CHECK RATES! ABS:HotelCheckRates-d93725?&src=LocalMapsRedesign&fromServlet=LocalMapsRedesign&Action=QC_Button
125 AUD - 159 AUD (122 $ - 156 $) Avg. price/night*
4 of 5 stars 65 reviews
Ollie #2 of 3 hotels in Chestertown
Hotel photos
Business Centre Free Breakfast Free High-Speed Internet Free Parking Swimming Pool Wheelchair access
Lauretum Inn Bed and Breakfast
954 High Street, Chestertown, MD 21620
No photo provided
4 of 5 stars 5 reviews
Ollie #7 of 11 B&Bs in Chestertown
The Imperial Hotel and Restaurant
208 High Street, Chestertown, MD 21620
The Imperial Hotel and Restaurant
97 AUD - 255 AUD (95 $ - 250 $) Avg. price/night*
3.5 of 5 stars 27 reviews
Ollie #3 of 3 hotels in Chestertown
Hotel photos
Free High-Speed Internet Restaurant Suites
Claddaugh Farm Bed and Breakfast
160 Claddaugh Lane, Chestertown, MD 21620
Claddaugh Farm Bed and Breakfast
77 AUD - 97 AUD (75 $ - 95 $) Avg. price/night*
4 of 5 stars 3 reviews
Ollie #8 of 11 B&Bs in Chestertown
  • “ Nice Stay ”
  • Whilst browsing I noted no reviews in last several years so I'll add one... more
  • 24 August 2011
Hotel photos
Driftwood Inn
609 Washington Avenue, Chestertown, MD 21620
Driftwood Inn
CHECK RATES! ABS:HotelCheckRates-d483921?&src=LocalMapsRedesign&fromServlet=LocalMapsRedesign&Action=QC_Button
64 AUD - 109 AUD (63 $ - 107 $) Avg. price/night*
3 of 5 stars 8 reviews
Ollie #9 of 11 B&Bs in Chestertown
Hotel photos
Pets Allowed
The Parker House
108 Spring Ave, Chestertown, MD 21620
No photo provided
The River Inn
1008 Rolphs Wharf Road, Chestertown, MD 21620
No photo provided