Chesterfield
Travel Guide
Visit Chesterfield
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (737 reviews)
Excellent all the way around
Reviewed on 28 Oct 2025
Quality Inn West Springfield
1150 Riverdale St, West Springfield, MA
The price is HK$654 per night from 16 Nov to 17 Nov
HK$654
HK$748 total
16 Nov - 17 Nov
includes taxes & fees
Book a stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7/10 Good! (1,035 reviews)
Breakfast was a little cold and had clearly sat prior to the opening of breakfast
Reviewed on 26 Oct 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
The price is HK$800 per night from 5 Nov to 6 Nov
HK$800
HK$894 total
5 Nov - 6 Nov
includes taxes & fees
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (928 reviews)
Everything is clean
Reviewed on 27 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.
The Clearing - Quiet - Close To Nature
Cummington
Stay at this cottage in Cummington. Enjoy free WiFi, private pools, and a garden. Our guests praise the property condition in our reviews. Popular attractions ...
9.8/10 Exceptional! (198 reviews)
Everything was amazing!
Reviewed on 20 Oct 2025
Amore Estate - beautiful room with many places to explore and relax in.
Lenox
Book a stay at this family-friendly vacation home in Lenox. Enjoy private pools, laundry facilities, and in-room jetted tubs. Popular attractions Tanglewood ...
9/10 Wonderful! (31 reviews)
Great stay
Reviewed on 8 Oct 2025
Peace and quiet on the lake
Becket
Stay at this vacation home in Becket. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...
9.6/10 Exceptional! (226 reviews)
Justin’s home is lovely situated on a pond. The trees were beautiful in their fall colors. We did have some issues with the tv. The satellite was broken. Justin got service in the second day of our visit but it was lucky we were home as we didn’t know when they were arriving. It did work out and ...
Reviewed on 15 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
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.
