Chesterfield Travel Guide
Tourist Guide
Visit Chesterfield

Red Roof Inn PLUS+ West Springfield
1254 Riverdale Street, West Springfield, MA
The price is AU$170 per night from 2 Nov to 3 Nov
AU$170
2 Nov - 3 Nov
includes taxes & fees
Stay at this hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
6.8/10 (1,007 reviews)
"Great and what we expected. Clean Room. Awesome beds. Staff was polite. Bathrooms a bit outdated, but great stay for the price."
Reviewed on 28 Sept 2025

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
The price is AU$183 per night from 8 Oct to 9 Oct
AU$183
8 Oct - 9 Oct
includes taxes & fees
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 ...
8.8/10 Excellent! (678 reviews)
"Great lodge with 1 bedroom suites and fully stocked kitchens"
Reviewed on 7 Oct 2025

Quality Inn West Springfield
1150 Riverdale St, West Springfield, MA
The price is AU$146 per night from 21 Oct to 22 Oct
AU$146
21 Oct - 22 Oct
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! (1,005 reviews)
"I like the room clean stuff friendly for office friendly"
Reviewed on 5 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.

Bear Creek Cabin
Charlemont
Stay at this cabin in Charlemont. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Rowe Town Forest and Hail to the Sunrise Statue are located ...
9.8/10 Exceptional! (39 reviews)
"My family had a wonderful stay at the cabin! The home is as advertised in the pictures, and we especially enjoyed spending time by the creek in the back yard and at the fire pit."
Reviewed on 9 Sept 2025

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Amherst
Stay at this apartment in Amherst. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions War Memorial and Leverett Peace ...
9/10 Wonderful! (13 reviews)
"Perfect for our needs- only 3 minutes from wedding venue down the street. The property was very clean, beautifully decorated, had plenty of parking, all sorts of games and the pool table kept everyone entertained. Also had the biggest tv in the living room I have ever seen!! We hope to stay there ..."
Reviewed on 8 Sept 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! (29 reviews)
"The property is beautiful and the amenities were great my only issue is that the house sleeps MAYBE 13 people when the description says that is sleeps 16 in multiple places. We have"
Reviewed on 29 Sept 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.