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

Hotels near Ski Resorts in Chester

200+ HOTELS IN AND AROUND CHESTERRanking can be influenced by the commissions we receive.
Rowell's Inn main photo
Rowell's Inn
Bed & Breakfast in Chester VTUS flag
$
+4
Info
Categories
Ski
Free Wi-Fi
Small
Franklyn Farm Inn main photo
Franklyn Farm Inn
Bed & Breakfast in Chester VTUS flag
9.8
Excellent
From $165
$
+3
Info
Categories
Ski
Small
3 Star
Stone Hearth Inn and Eatery main photo
Stone Hearth Inn and Eatery
Bed & Breakfast in Chester VTUS flag
8.9
Excellent
From $196
$
+3
Info
Categories
Ski
Small
Free Wi-Fi
Rose Arbour Bed & Breakfast main photo
Rose Arbour Bed & Breakfast
Accommodation in Chester VTUS flag
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 $124
$
+4
Info
Categories
Ski
Free Wi-Fi
Parking
WhiSki Cabin *12-acres with mountain views!* main photo
WhiSki Cabin *12-acres with mountain views!*
Vacation Home in Chester VTUS flag
$
+3
Info
Categories
Ski
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
From $476
$
+3
Info
Categories
Ski
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
From $407
$
+4
Info
Categories
Ski
Dog Friendly
Free Wi-Fi
12 more hotels nearby!
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
From $268
$
+2
Info
Categories
Ski
Free Wi-Fi
Sherman Log House main photo
Sherman Log House
6.1 mi from Chester
Vacation Home in Ludlow VTUS flag
From $492
$
+2
Info
Categories
Ski
Free Wi-Fi
Andover Cabin Retreat w/ Hot Tub & Fireplace! main photo
Andover Cabin Retreat w/ Hot Tub & Fireplace!
6.3 mi from Chester
Vacation Home in Andover VTUS flag
9.0
Excellent
From $314
$
+3
Info
Categories
Ski
Free Wi-Fi
Parking
Vermont Mountain Farmhouse main photo
Vermont Mountain Farmhouse
6.5 mi from Chester
Vacation Home in Ludlow VTUS flag
9.0
Excellent
From $208
$
+2
Info
Categories
Ski
Free Wi-Fi
Golden Stage Inn main photo
Golden Stage Inn
6.8 mi from Chester
Bed & Breakfast in Proctorsville VTUS flag
10
Excellent
From $253
$
+4
Ski
AI-generatedLocated near Okemo Mountain, this inn provides a cozy stay with easy access to skiing. It's a great option for those seeking a peaceful and convenient ski vacation.
The Hartness House main photo
The Hartness House
6.9 mi from Chester
Inn in Springfield VTUS flag
8.0
Very Good
From $158
$
+2
Ski
AI-generatedLocated in Springfield, this inn offers a historic setting and is within driving distance of several ski areas. It provides a unique and charming stay for ski travelers.
Cozy Mountain Getaway main photo
Cozy Mountain Getaway
7.2 mi from Chester
Apartment in Proctorsville VTUS flag
9.3
Excellent
$
+2
Info
Categories
Ski
Free Wi-Fi
Proctorsville Paradise main photo
Proctorsville Paradise
7.2 mi from Chester
Apartment in Proctorsville VTUS flag
5.5
Rated
Currently inactive on our platform.
$
+2
Info
Categories
Ski
Free Wi-Fi
Hidden Gem main photo
Hidden Gem
7.2 mi from Chester
Vacation Home in Cavendish VTUS flag
1.0
Rated
From $170
$
+3
Info
Categories
Ski
Free Wi-Fi
Adult Only
A1 at Castle Hill main photo
A1 at Castle Hill
7.3 mi from Chester
Vacation Home in Cavendish VTUS flag
Currently inactive on our platform.
$
+4
Info
Categories
Ski
Pool
Heated Pool
Outdoor Pool
A1 at Castle Hill - Townhome main photo
A1 at Castle Hill - Townhome
7.3 mi from Chester
Vacation Home in Cavendish VTUS flag
9.4
Excellent
Currently inactive on our platform.
$
+4
Info
Categories
Ski
Pool
Heated Pool
Indoor Pool
A1 at Castle Hill - Apartment main photo
A1 at Castle Hill - Apartment
7.3 mi from Chester
Vacation Home in Cavendish VTUS flag
7.2
Good
Currently inactive on our platform.
$
+6
Info
Categories
Ski
Pool
Heated Pool
Indoor Pool
Outdoor Pool
Adult Only
*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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