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  1. World
  2. >North America
  3. >United States
  4. >Vermont
  5. >Windsor
  6. >Chester

Hotels in Chester

200+ HOTELS IN AND AROUND CHESTERRanking can be influenced by the commissions we receive.
Franklyn Farm Inn main photo
Franklyn Farm Inn
Bed & Breakfast in Chester VTUS flag
9.8
Excellent
$
+3
Info
Categories
Small
3 Star
Ski
Rowell's Inn main photo
Rowell's Inn
Bed & Breakfast in Chester VTUS flag
0.0
$
+4
Info
Categories
Ski
Free Wi-Fi
Small
Stone Hearth Inn and Eatery main photo
Stone Hearth Inn and Eatery
Bed & Breakfast in Chester VTUS flag
9.0
Excellent
From $216
$
+3
Info
Categories
Small
Ski
Free Wi-Fi
Rose Arbour Bed & Breakfast main photo
Rose Arbour Bed & Breakfast
Accommodation in Chester VTUS flag
6.6
Rated
From $179
$
+3
Info
Categories
Ski
Free Wi-Fi
Parking
Chester Inn main photo
Chester Inn
Inn in Chester VTUS flag
8.5
Very Good
From $154
$
+4
Info
Categories
Ski
Free Wi-Fi
Parking
Country Riverside Retreat main photo
Country Riverside Retreat
Vacation Home in Chester VTUS flag
0.0
$
Info
Thistle House at Camp Greenwood Vermont with Sauna main photo
Thistle House at Camp Greenwood Vermont with Sauna
Vacation Home in Chester VTUS flag
0.0
$
+4
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Sage House at Camp Greenwood Vermont with Sauna main photo
Sage House at Camp Greenwood Vermont with Sauna
Vacation Home in Chester VTUS flag
9.5
Excellent
$
+4
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Kingdom Valley Farmhouse main photo
Kingdom Valley Farmhouse
Vacation Home in Chester VTUS flag
9.0
Excellent
$
+2
Info
Categories
Free Wi-Fi
Parking
Hike, Ski & Unwind: Cabin w/ Deck in Chester! main photo
Hike, Ski & Unwind: Cabin w/ Deck in Chester!
Vacation Home in Chester VTUS flag
6.0
Rated
$
+2
Info
Categories
Free Wi-Fi
Parking
Private Chester Home w/ Deck, Mins to Skiing! main photo
Private Chester Home w/ Deck, Mins to Skiing!
Vacation Home in Chester VTUS flag
0.0
$
+3
Info
Categories
Ski
Free Wi-Fi
Parking
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes! main photo
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Vacation Home in Chester VTUS flag
9.7
Excellent
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Chester Farmhouse on 100 Acres, 15 Min to Okemo! main photo
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
Vacation Home in Chester VTUS flag
0.0
$
+4
Info
Categories
Ski
Dog Friendly
Free Wi-Fi
WhiSki Cabin *12-acres with mountain views!* main photo
WhiSki Cabin *12-acres with mountain views!*
Vacation Home in Chester VTUS flag
0.0
$
+3
Info
Categories
Ski
Free Wi-Fi
Parking
Stunning Cedar Tiny House with Sauna Access for a Romantic Getaway in Chester, Vermont main photo
Stunning Cedar Tiny House with Sauna Access for a Romantic Getaway in Chester, Vermont
Vacation Home in Chester VTUS flag
0.0
$
+2
Info
Categories
Dog Friendly
Adult Only
Gorgeous Cedar Tiny House for a Unique Pet-Friendly Getaway in Chester, Vermont main photo
Gorgeous Cedar Tiny House for a Unique Pet-Friendly Getaway in Chester, Vermont
Vacation Home in Chester VTUS flag
0.0
$
+2
Info
Categories
Dog Friendly
Adult Only
4 more hotels nearby!
Mountain View Retreat main photo
Mountain View Retreat
5.8 mi from Chester
Vacation Home in North Springfield VTUS flag
8.3
Very Good
$
Info
Log Cabin with a View main photo
Log Cabin with a View
6.0 mi from Chester
Vacation Home in Andover VTUS flag
9.5
Excellent
$
+2
Info
Categories
Ski
Free Wi-Fi
Sherman Log House main photo
Sherman Log House
6.0 mi from Chester
Vacation Home in Ludlow VTUS flag
0.0
$
+2
Info
Categories
Ski
Free Wi-Fi
Vermont Ski and Stay main photo
Vermont Ski and Stay
6.1 mi from Chester
Apartment in Springfield VTUS flag
6.0
Rated
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 200+ hotels in and around Chester
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