Chesterfield Travel Guide
Tourist Guide
Visit Chesterfield
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
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! (2,238 reviews)
Staff was super helpful and hospitable! Shout out to Jim! We were here during a blizzard and they actually cleaned the snow off of our car! Room was lovely and clean. Great breakfast.
Reviewed on 24 Feb 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is AU$212 per night from 1 Mar to 2 Mar
AU$212
1 Mar - 2 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! (863 reviews)
Overall pleasant stay; great facilities, staff, and location
Reviewed on 24 Feb 2026
Comfort Inn & Suites
400 Russell St Hadley MA
The price is AU$173 per night from 22 Mar to 23 Mar
AU$173
22 Mar - 23 Mar
includes taxes & fees
Stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...
9.2/10 Wonderful! (1,015 reviews)
Clean. Updated. Quiet.
Reviewed on 23 Feb 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.
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!
Lanesborough MA
Stay at this holiday home in Lanesborough. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Jiminy Peak Mountain Resort and Crane Museum ...
10/10 Exceptional! (12 reviews)
The house had all we needed and we enjoyed the stay very much. Lots of room and amenities with soap, toothpaste, plenty of towels, plenty of kitchen utensils and spices. Great service too! Adam tested the bbq when we arrived and determined it wasn’t working so he brought us a new one an hour later! ...
Reviewed on 22 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! (233 reviews)
Justin was very responsive and helpful. They left a gift basket with lots of yummy treats for us. The house is very cozy and just about anything you may need is there. It was extremely cold the days we were there and the ground was snow covered so we didn't get a chance to spend time outside. You ...
Reviewed on 29 Jan 2026
Elm Suite with a Private Bathroom in front of Smith College Quadrangle
Northampton MA
Stay at this apartment in Northampton. Enjoy in-room jetted baths, an in-room coffee maker and air conditioning. Popular attractions Smith College Botanic Garden ...
9.8/10 Exceptional! (25 reviews)
Absolutely everything was so incredible! Xianxiu was the perfect host, and we would 100% love to stay again. The bathtub was an added bonus, and the room was so cozy!
Reviewed on 13 Feb 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
Chesterfield Gorge
Explore the great outdoors at Chesterfield Gorge, a lovely green space in Chesterfield. Wander the lakeside and forests while you're in the area.
Chesterfield Public Library
Chesterfield Public Library is just one of the places to see in Chesterfield, so why not enjoy the other things to explore during your travels? Amble around the area's parks or visit its shops.
Krug Sugarbush
You can take time to visit Krug Sugarbush during your travels to Chesterfield. Amble around the area's parks or visit its shops.
