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  1. World
  2. >North America
  3. >United States
  4. >Massachusetts
  5. >Hampden
  6. >Chester

Hotels in Chester

200+ HOTELS IN AND AROUND CHESTERRanking can be influenced by the commissions we receive.
Vintage Caboose Rental in Historic Small Town near Springfield, Massachusetts main photo
Vintage Caboose Rental in Historic Small Town near Springfield, Massachusetts
Vacation Home in Chester MAUS flag
9.2
Excellent
$
+2
Info
Categories
Dog Friendly
Parking
19 more hotels nearby!
Berkshire Vacation Rentals: Pristine Home In Becket Woods main photo
Berkshire Vacation Rentals: Pristine Home In Becket Woods
2.3 mi from Chester
Vacation Home in Becket MAUS flag
0.0
$
+5
Info
Categories
Ski
Dog Friendly
Free Wi-Fi
The becket Motel main photo
The becket Motel
4.2 mi from Chester
Motel in Becket Center MAUS flag
3.3
Rated
From $118
$
+4
Info
Categories
Ski
Free Wi-Fi
Parking
Historic Huntington Home - Walk to Westfield River main photo
Historic Huntington Home - Walk to Westfield River
4.5 mi from Chester
Vacation Home in Huntington MAUS flag
0.0
$
+3
Info
Categories
Ski
Free Wi-Fi
Parking
Becket Home w/ 3-Season Porch: Walk to Lake Access main photo
Becket Home w/ 3-Season Porch: Walk to Lake Access
5.1 mi from Chester
Vacation Home in Becket MAUS flag
8.0
Very Good
$
+2
Info
Categories
Free Wi-Fi
Parking
A-Frame Cabin w/ Furnished Deck in Becket! main photo
A-Frame Cabin w/ Furnished Deck in Becket!
6.3 mi from Chester
Vacation Home in Becket MAUS flag
6.5
Rated
$
+4
Info
Categories
Ski
Dog Friendly
Free Wi-Fi
Little Longbow Lakefront Chalet main photo
Little Longbow Lakefront Chalet
6.5 mi from Chester
Vacation Home in Becket MAUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits! main photo
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
6.5 mi from Chester
Vacation Home in Becket MAUS flag
0.0
$
+3
Info
Categories
Ski
Free Wi-Fi
Parking
Berkshire Vacation Rentals: Private Cabin On Over 12 Acres Of Woods main photo
Berkshire Vacation Rentals: Private Cabin On Over 12 Acres Of Woods
7.0 mi from Chester
Vacation Home in Becket MAUS flag
9.0
Excellent
$
+5
Info
Categories
Ski
Dog Friendly
Free Wi-Fi
The Retreat At Norwich Lake main photo
The Retreat At Norwich Lake
7.3 mi from Chester
Lodge in Huntington MAUS flag
9.1
Excellent
From $138
$
+4
Info
Categories
Parking
3 Star
Ski
Charming Cabin Getaway with a Wood-Burning Stove in Chesterfield, Massachusetts main photo
Charming Cabin Getaway with a Wood-Burning Stove in Chesterfield, Massachusetts
7.8 mi from Chester
Vacation Home in South Worthington MAUS flag
0.0
$
Info
The Glow Room at Indian Hollow main photo
The Glow Room at Indian Hollow
7.9 mi from Chester
Vacation Home in South Worthington MAUS flag
0.0
$
Info
Categories
Parking
Family Lake Retreat Sauna, Deck & Games main photo
Family Lake Retreat Sauna, Deck & Games
8.1 mi from Chester
Chalet in Otis MAUS flag
9.3
Excellent
$
+2
Info
Categories
Ski
Small
Home in the Woods main photo
Home in the Woods
8.7 mi from Chester
Vacation Home in Westfield MAUS flag
8.0
Very Good
$
+2
Info
Categories
Free Wi-Fi
Parking
Private Berkshires Home On 5+ Acres Rustic & Chic main photo
Private Berkshires Home On 5+ Acres Rustic & Chic
8.7 mi from Chester
Vacation Home in Otis MAUS flag
0.0
$
+5
Info
Categories
Ski
Dog Friendly
Free Wi-Fi
Imaginative Octogonal Glass Treehouse on Seven Private Acres near Great Barrington, MA main photo
Imaginative Octogonal Glass Treehouse on Seven Private Acres near Great Barrington, MA
8.8 mi from Chester
Vacation Home in Great Barrington MAUS flag
0.0
$
Info
Berkshires Cabin 2 Mi to Appalachian Trail! main photo
Berkshires Cabin 2 Mi to Appalachian Trail!
9.1 mi from Chester
Vacation Home in Otis MAUS flag
9.0
Excellent
$
+3
Info
Categories
Ski
Free Wi-Fi
Parking
East Otis Reservoir Cabin w/ Porch - Walk to Lake! main photo
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
9.4 mi from Chester
Vacation Home in East Otis MAUS flag
0.0
$
+3
Info
Categories
Ski
Dog Friendly
Parking
Beautiful Two-Bedroom Cabin Rental Set in the Forests of the Berkshires, Massachusetts main photo
Beautiful Two-Bedroom Cabin Rental Set in the Forests of the Berkshires, Massachusetts
9.6 mi from Chester
Vacation Home in Hinsdale MAUS flag
0.0
$
+1
Info
Categories
Dog Friendly
East Otis Vacation Rental w/ Private Deck & BBQ! main photo
East Otis Vacation Rental w/ Private Deck & BBQ!
9.8 mi from Chester
Vacation Home in East Otis MAUS flag
0.0
$
+3
Info
Categories
Ski
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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