7,258,491 hotelsin 60 categories
Dog Friendly Hotels in Chester
105 HOTELS IN AND AROUND CHESTERRanking can be influenced by the commissions we receive.
Vintage Caboose Rental in Historic Small Town near Springfield, Massachusetts
Vacation Home in Chester MA
9.3
Excellent$
+2
Info
Categories
Dog Friendly
Parking
19 more hotels nearby!
Berkshire Vacation Rentals: Pristine Home In Becket Woods2.3 mi from Chester
Vacation Home in Becket MA
0.0
$
+5
Info
Categories
Dog Friendly
Ski
Free Wi-Fi
$
+2
Info
Categories
Dog Friendly
Parking
$
+4
Info
Categories
Dog Friendly
Ski
Free Wi-Fi
Berkshire Vacation Rentals: Private Cabin On Over 12 Acres Of Woods7.0 mi from Chester
Vacation Home in Becket MA
9.0
Excellent$
+5
Info
Categories
Dog Friendly
Ski
Free Wi-Fi
$
+5
Info
Categories
Dog Friendly
Ski
Free Wi-Fi
East Otis Reservoir Cabin w/ Porch - Walk to Lake!9.4 mi from Chester
Vacation Home in East Otis MA
0.0
From $213
$
+3
Info
Categories
Dog Friendly
Ski
Parking
Beautiful Two-Bedroom Cabin Rental Set in the Forests of the Berkshires, Massachusetts9.6 mi from Chester
Vacation Home in Hinsdale MA
0.0
$
+1
Info
Categories
Dog Friendly
Lakefront Westhampton Cabin w/ Beach + Kayaks!10.8 mi from Chester
Vacation Home in Westhampton MA
0.0
From $721
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
$
+2
Info
Categories
Dog Friendly
Ski
Waterfront Berkshires Studio w/ Dock on Goose Pond11.6 mi from Chester
Apartment in Lee MA
10
Excellent$
+1
Info
Categories
Dog Friendly
Berkshire Vacation Rentals: Stonebridge Cabin: Modern Amenities Enjoy Nature12.1 mi from Chester
Vacation Home in Lee MA
10
Excellent$
+5
Info
Categories
Dog Friendly
Ski
Free Wi-Fi
Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!12.4 mi from Chester
Vacation Home in Williamsburg MA
9.0
ExcellentFrom $426
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns12.5 mi from Chester
Vacation Home in Sandisfield MA
0.0
From $312
$
+4
Info
Categories
Dog Friendly
Ski
Free Wi-Fi
Modern and Family-Friendly Vacation Rental in the Berkshires near Great Barrington12.6 mi from Chester
Vacation Home in Monterey MA
0.0
$
+2
Info
Categories
Dog Friendly
Adult Only
$
+2
Info
Categories
Dog Friendly
Free Wi-Fi
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
$
+4
Info
Summary of reviews
Summarized by AI
Pilgrim Inn, situated in the beautiful Berkshires, is widely praised for its prime location, which balances accessibility and tranquility. It offers guests easy access to nearby attractions such as Tanglewood and the charming downtown area of Lee, as well as proximity to several dining and shopping options. This strategic positioning makes the inn an ideal base for exploring Stockbridge, October Mountain Forest, and the scenic landscapes of the region.
While the inn does not provide breakfast, guests appreciate the numerous nearby alternatives, including a well-regarded breakfast spot conveniently located across the street. Rooms at Pilgrim Inn receive mixed reviews, with many guests complimenting their cleanliness, spaciousness, and comfortable beds. Some rooms have been updated with modern touches, providing a pleasant stay. However, certain accommodations are noted for having outdated furniture and basic amenities, with occasional issues such as stale odors and maintenance lapses.
Guests frequently commend the overall cleanliness and upkeep of the inn, although the facility's age sometimes shows through older smoke smells and mustiness. Despite these drawbacks, the cleaning staff is recognized for maintaining commendable standards.
The staff at Pilgrim Inn is generally praised for their friendliness and helpfulness, particularly via phone interactions. However, the absence of staff on site, especially during check-in, poses a challenge for those who prefer face-to-face communication.
The beds are consistently highlighted for their comfort, with many guests reporting restful nights on large, cozy mattresses. While some guests encountered issues with bedding quality over time, the majority found the sleeping experience satisfactory.
In summary, Pilgrim Inn offers a convenient and affordable stay, particularly suitable for travelers prioritizing location and budget, with a few areas of improvement in amenities and in-person service.
While the inn does not provide breakfast, guests appreciate the numerous nearby alternatives, including a well-regarded breakfast spot conveniently located across the street. Rooms at Pilgrim Inn receive mixed reviews, with many guests complimenting their cleanliness, spaciousness, and comfortable beds. Some rooms have been updated with modern touches, providing a pleasant stay. However, certain accommodations are noted for having outdated furniture and basic amenities, with occasional issues such as stale odors and maintenance lapses.
Guests frequently commend the overall cleanliness and upkeep of the inn, although the facility's age sometimes shows through older smoke smells and mustiness. Despite these drawbacks, the cleaning staff is recognized for maintaining commendable standards.
The staff at Pilgrim Inn is generally praised for their friendliness and helpfulness, particularly via phone interactions. However, the absence of staff on site, especially during check-in, poses a challenge for those who prefer face-to-face communication.
The beds are consistently highlighted for their comfort, with many guests reporting restful nights on large, cozy mattresses. While some guests encountered issues with bedding quality over time, the majority found the sleeping experience satisfactory.
In summary, Pilgrim Inn offers a convenient and affordable stay, particularly suitable for travelers prioritizing location and budget, with a few areas of improvement in amenities and in-person service.
Categories
Dog Friendly
Ski
Free Wi-Fi
$
+6
Info
Categories
Dog Friendly
Ski
Free Wi-Fi
Artistic, Pet-Friendly Getaway in the Foothills of the Berkshire Mountains of Massachusetts
14.4 mi from Chester
Vacation Home in Plainfield MA
0.0
$
+2
Info
Categories
Dog Friendly
Accessible
Categories
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