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Holiday Inn Express Hotel & Suites Chestertown
US$132US$97
Hotels.com
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#1 of 2 Hotels in Chestertown by Best Value
  • Free Wifi
  • Free Parking
Quality Suites
US$100US$95
QualityInn
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#2 of 2 Hotels in Chestertown by Best Value
  • Free Wifi
  • Free Parking
Still looking for a place to stay?
Chestertown has 11 B&Bs/inns with 1,372 reviews
Brampton Bed and Breakfast Inn
No availability for your dates from these sites
2.4 km from Chestertown centre
  • Free Wifi
  • Free Parking
Great Oak Manor
No availability for your dates from these sites
12.8 km from Chestertown centre
  • Free Wifi
  • Free Parking
Simply Bed and Bread
0.5 km from Chestertown centre
  • Free Wifi
  • Free Parking
See all 11 Chestertown B&Bs/inns
See all hotels in or near Chestertown
Mariners Motel
US$90
Expedia.com
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17.7 km from Chestertown
  • Free Wifi
  • Free Parking
Sleep Inn
US$204US$90
Hotels.com
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30.9 km from Chestertown
  • Free Wifi
  • Free Parking
Holiday Inn Express Kent Island
US$166US$131
Hotels.com
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31.4 km from Chestertown
  • Free Wifi
  • Free Parking
Best Western Kent Narrows Inn
US$148US$100
Cancelon
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31.6 km from Chestertown
  • Free Wifi
  • Free Parking
Tallulah's on Main
17.0 km from Chestertown
  • Free Parking
  • Free Internet
*Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.