Chester

Travel Guide

A river flowing through a forest with autumn-colored trees.
A nighttime view of a large, illuminated bridge with intricate metalwork and a prominent arch.
A bridge over a calm river with trees and buildings in the background.
A stone bridge over a calm river with autumn leaves and trees.
A snow-covered forest with a narrow stream running through it.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is CA $107 per night from Dec 6 to Dec 7
CA $107
CA $151 total
Dec 6 - Dec 7
includes taxes & fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
Berkshire Mountain Lodge
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
The price is CA $155 per night from Dec 6 to Dec 7
CA $155
CA $181 total
Dec 6 - Dec 7
includes taxes & fees
Book a stay at this spa hotel in Holyoke. Enjoy free breakfast, a full-service spa, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
D. Hotel Suites & Spa
Blue A Modern Hotel, an Ascend Collection Hotel

Blue A Modern Hotel, an Ascend Collection Hotel

2.5 out of 5
1080 Riverdale St West Springfield MA
The price is CA $141 per night from Nov 30 to Dec 1
CA $141
CA $162 total
Nov 30 - Dec 1
includes taxes & fees
Book a stay at this business-friendly hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions MGM Springfield ...
Blue A Modern Hotel, an Ascend Collection Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
Berkshire Mountain Lodge
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7 Lenox MA
Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located ...
8.4/10 Very good! (157 reviews)
"liked it was clean . furniture is dated. Roads need repair . too many potholes"

Reviewed on Nov 2, 2026

The Ponds at Foxhollow
Experience Three Sisters Sanctuary in Goshen, MA

Experience Three Sisters Sanctuary in Goshen, MA

Goshen MA
Stay at this vacation home in Goshen. Enjoy a garden and air conditioning. Popular attractions Three Sisters Sanctuary and Swift River are located nearby.
9.6/10 Exceptional! (25 reviews)
"This property was exactly what we needed! The photos were completely accurate but the experience of being in the unit was so much better than the photos could show. The entire apartment was clean and comfortable and the kitchen had everything we needed to cook basic meals. We loved exploring the ..."

Reviewed on Oct 31, 2026

Experience Three Sisters Sanctuary in Goshen, MA
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Chester attractions