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 ...
9.2/10 Wonderful! (2,224 reviews)
We have stayed here before. We like the location it’s off the beaten path a bit. Staff is lovely, breakfast is great. We wish they had pillow options as their pillows are just too big and our necks can’t handle it. We reached out and admin said they would consider having pilllow options in the future. ...
Reviewed on 13 Feb 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is £110 per night from 17 Feb to 18 Feb
£110
17 Feb - 18 Feb
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! (838 reviews)
Perfect location, big rooms, nice staff.
Reviewed on 10 Feb 2026
Comfort Inn & Suites
400 Russell St Hadley MA
The price is £93 per night from 8 Mar to 9 Mar
£93
8 Mar - 9 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! (1,007 reviews)
Very courteous staff and a nice, clean room. Great hot breakfast. Only complaint-the pool too cold! Would definitely recommend.
Reviewed on 10 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! (10 reviews)
Perfect spot to get in a few days of skiing at Jiminy. Well stocked with the basics and hot tub was great. Very responsive host.
Reviewed on 18 Jan 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 ...
9.4/10 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
Lovely 2nd Floor Apartment
Greenfield MA
Stay at this family-friendly holiday home in Greenfield. Enjoy a garden, an in-room coffee maker and housekeeping. Popular attractions Poet's Seat Tower and ...
10/10 Exceptional! (47 reviews)
Beautifully appointed and comfortable.
Reviewed on 4 Jan 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.
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.
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.
