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Chestertown

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Map of Chestertown Hotels

Hotels (1)

B&Bs / Inns (8)

Specialty Lodging (3)

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Hotels Travelers Trust

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46 Fiddlehead Bay Rd, Chestertown, NY 12817-1949
The Fern Lodge Slideshow
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$394 - $580 Avg. price/night*
Ollie #1 of 8 B&Bs / Inns in Chestertown
Professional photos | Traveler photos (174)
Offers & Announcements Stay 2 nites get 3rd...
963 Friends Lake Rd, Chestertown, NY 12817-2104
Friends Lake Inn Slideshow
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$312 - $359 Avg. price/night*
Ollie #2 of 8 B&Bs / Inns in Chestertown
  •  Customer service 
  • When we first arrived the person at the front desk was not welcoming at... more
  • July 27, 2016
Professional photos | Traveler photos (60)
5537 State Route 8, Chestertown, NY 12817-2403
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$148 - $149 Avg. price/night*
Ollie #1 of 1 hotels in Chestertown
Traveler photos (41)
6359 State Route 9, Chestertown, NY 12817-2535
Ollie #3 of 8 B&Bs / Inns in Chestertown
  •  Down Home Friendly 
  • We were up North to visit Grandson who was working at Scout Camp at Brant... more
  • July 24, 2016
6347 Main Street, PO Box 163, Chestertown, NY 12817
$75 - $125 Avg. price/night*
Ollie #4 of 8 B&Bs / Inns in Chestertown
  •  The Perfect B and B 
  • This was the best B and B we've ever stayed in. It was beautiful... more
  • August 9, 2015
Traveler photos (3)
5381 State Route 8, Chestertown, NY 12817-3620
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$121 - $122 Avg. price/night*
Ollie #5 of 8 B&Bs / Inns in Chestertown
  •  Nice quiet motel 
  • Very relaxing place to stay with a nice view of the lake and close... more
  • July 19, 2016
Professional photos | Traveler photos (22)
5064 State Route 8, Chestertown, NY 12817
Ollie #6 of 8 B&Bs / Inns in Chestertown
Traveler photos (1)
10 Landon Hill Rd, Chestertown, NY 12817-3201
$75 - $120 Avg. price/night*
Ollie #7 of 8 B&Bs / Inns in Chestertown
  •  Quaint & Hospitable 
  • We stayed one night at this lovely B&B for a wedding we were attending... more
  • October 24, 2013
Traveler photos (6)
Friends Lake, Chestertown, NY 12817