Chester Travel Guide
Tourist Guide
Visit Chester
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
The price is ฿3,443 per night from 5 Jan to 6 Jan
฿3,443
฿4,000 total
5 Jan - 6 Jan
includes taxes & fees
Stay at this spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants and room service. Our guests praise the breakfast and the pool in their reviews. Popular ...
9.2/10 Wonderful! (2,235 reviews)
I love the D but its housecleaning has something to be desired - after first nite - NO bathmat, no washcloths, no Kleenex - room was clean but basics were missing!
Reviewed on 26 Dec 2025
The Red Lion Inn
30 Main Street Stockbridge MA
The price is ฿4,728 per night from 14 Jan to 15 Jan
฿4,728
฿6,689 total
14 Jan - 15 Jan
includes taxes & fees
Stay at this historic hotel in Stockbridge. Enjoy free Wi-Fi, 3 restaurants and breakfast (surcharge). Our guests praise the helpful staff in their reviews. ...
8.6/10 Excellent! (1,003 reviews)
Wonderful stay in a winter wonderland that evening especially with use of the heated pool and hot tub being maintained! Loved it. Shops inside were lovely as well, bars & restaurant on-site were fun with quirky decor. Whole hotel is quirky, which is fun!
Reviewed on 26 Dec 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
The price is ฿2,922 per night from 4 Jan to 5 Jan
฿2,922
฿3,264 total
4 Jan - 5 Jan
includes taxes & fees
Stay at this business-friendly hotel in Pittsfield. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8/10 Very Good! (998 reviews)
While waiting for our vallet car due to construction. The hotel staff were engaging and had personal conversations with us. Rooms were good and all staff treated us exceptional. Give them an atta boy on proformance
Reviewed on 22 Dec 2025
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.
The Ponds at Foxhollow
3 Foxhollow Drive Route 7 Lenox MA
Stay at this condo in Lenox. Enjoy free Wi-Fi, free parking and a fitness centre. Popular attractions The Mount and Wyndhurst Golf & Club are located ...
8.4/10 Very Good! (137 reviews)
Great place
Reviewed on 23 Dec 2025
Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!
Charlemont MA
Stay at this cottage in Charlemont. Enjoy air conditioning. Popular attractions Hawley Bog Preserve and Berkshire East Ski Resort are located nearby.
10/10 Exceptional! (1 review)
Loved this old home! Record player and records were fun to listen to. Pickle ball across the street was excellent! Well stocked kitchen great for cooking in. I had a tough time with water pressure and temperature but it could have been user error. Beds were comfortable except for the twin, which ...
Reviewed on 14 Oct 2025
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.
Popular places to visit
Chester Town Hall
You can get tickets for a performance at Chester Town Hall on your trip to Chester. Wander the lakeside and forests in this relaxing area.
