Chester
Travel Guide





Visit Chester

D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
The price is HK$900 per night from 29 Mar to 30 Mar
HK$900
HK$1,046 total
29 Mar - 30 Mar
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 ...
9.4/10 Exceptional! (2,221 reviews)
We spent a weekend at this hotel. To be honest, I think I was expecting a little better based on the strong reviews. The property was in decent shape but the rooms were incredibly sparse and basic: our bathroom shower curtain liner fell off repeatedly, no ventilation in there, room furniture was ...
Reviewed on 24 Mar 2026

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is HK$713 per night from 29 Mar to 30 Mar
HK$713
HK$971 total
29 Mar - 30 Mar
includes taxes & fees
Stay at this golf lodge in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (885 reviews)
very clean and friendly staff
Reviewed on 24 Mar 2026

Berkshires Untold
194 Pittsfield Rd Lenox MA
The price is HK$547 per night from 1 Apr to 2 Apr
HK$547
HK$611 total
1 Apr - 2 Apr
includes taxes & fees
Stay at this lodge in Lenox. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their reviews. ...
9/10 Wonderful! (880 reviews)
Wonderful place, great toiletries and great friendly staff. We will be back
Reviewed on 22 Mar 2026
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 Tanglewood Music Center and The Mount are located ...
8.6/10 Excellent! (141 reviews)
I had not visited the Ponds for 30 years. It has not gracefully aged. Condo unit has not been updated since it was built in the early 70s and it shows. Drafty and slightly damaged doors, slow drains in the bathrooms, furniture and rugs that show damage and age, and a clubhouse in need of updating. ...
Reviewed on 9 Feb 2026

Peace and quiet on the lake
Becket MA
Stay at this holiday home in Becket. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...
9.6/10 Exceptional! (234 reviews)
Host was great! Quick communication. Place is a gem for peace and tranquility! The home is beautiful with great view.
Reviewed on 18 Feb 2026

Family Ski Getaway in the Berkshires
Great Barrington MA
Stay at this holiday home in Great Barrington. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Monument Mountain Reservation and Art et ...
9/10 Wonderful! (12 reviews)
Loved our time here. It was a very cozy set up for a snowy week away, with a pellet stove, an ample amount of puzzles stocked in the house, and the surprise perk of Studley, a 12 year old cuddle machine of a cat who lives here and provided great company. The host was very responsive to all of my ...
Reviewed on 4 Mar 2026
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.
Explore a world of travel with Expedia
- Russell Hotels
- Condo Rentals in South Lee
- Cottages in Lee
- Spa Hotel Hotels in Western Massachusetts
- B&B in The Berkshires
- Family Hotel Hotels in Holyoke
- Winery Hotel Hotels in Western Massachusetts
- Hotels near Smith College
- Cheap Hotels in Lenox
- Lodges in Chester
- Florence Hotels
- B&B in Northampton
- Apartments in Holyoke
- Apartments in Easthampton
- Boutique Hotel Hotels in Western Massachusetts
- Pet-Friendly Hotel Hotels in Lee
- Cabin Rentals in Lee
- Family Hotel Hotels in South Lee
- Apartments in Southampton
- Cheap Hotels in Western Massachusetts
- Cabin Rentals in Southampton
- Huntington Hotels
- Apartments in Lee
- Cottages in Southampton
- Hotels near Ashintully Gardens
- Lenox Hotels
- Marriott Hotels & Resorts in Easthampton
- Luxury Hotel Hotels in The Berkshires
- Hotels near Berkshire Botanical Garden
- Granville Hotels
- Apartments in Otis
- Rv Parks in Otis
- Rv Parks in The Berkshires
- Hotels near Lee Premium Outlets
- Chesterfield Hotels
- Pet-Friendly Hotel Hotels in The Berkshires
- Otis Hotels
- Spa Hotel Hotels in Lee
- B&B in Monterey
- Cheap Hotels in Holyoke
- Resorts in The Berkshires
- Cottages in Stockbridge
- Peru Hotels
- 4 Star Hotels in Becket
- Hotel with Pool Hotels in The Berkshires
- Casino Hotel Hotels in Western Massachusetts
- 4 Star Hotels in Granville
- Residences in The Berkshires
- La Quinta Inn & Suites Hotels in Southampton
- Northampton Hotels
- Hotels near Norman Rockwell Museum
- Resorts in Chester
- Motels in Becket
- Inns in Western Massachusetts
- Southampton Hotels
- Monterey Hotels
- Cheap Hotels in Northampton
- Vacation Homes in The Berkshires
- Hotel with Pool Hotels in Lenox
- Apartments in Lenox
- Apartments in Granville
- Condominium Resorts in The Berkshires
- Cottages in The Berkshires
- Hotels near Tanglewood Music Center
- Cheap Hotels in Lee
- Resorts in Lenox
- Spa Hotel Hotels in Westfield
- B&B in Western Massachusetts
- Visit The Berkshires
- Visit Becket
- Visit Ashfield
- Visit Lenox
- Visit Colrain
- Visit Southfield
- Visit Gilbertville
- Visit Brimfield
- Visit Middlefield
- Visit Granby
- Visit West Stockbridge
- Visit Williamstown
- Visit Sheffield
- Visit Southampton
- Visit Springfield
- Visit Florence
- Tanglewood Music Center
- Visit Monson
- Visit Great Barrington
- Visit Northampton
- Visit Chicopee
- Visit Bernardston


