Chesterfield, MA
Travel Guide
Visit Chesterfield

D. Hotel Suites & Spa
1 Country Club Rd, Holyoke, MA
$134 nightly
The price is $150 total per night from Aug 3 to Aug 4
$150 total
Aug 3 - Aug 4
Total includes taxes and fees
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (2,262 reviews)
Perfect getaway!
"The bed was so comfortable! The room had everything one could want: plugs for charging, mirrors, temperature control, warm shower. Breakfast was good and the coupon for Delaney House was much appreciated"
Reviewed on Jul 29, 2025

Hotel UMass
1 Campus Center Way, Amherst, MA
$190 nightly
The price is $212 total per night from Aug 21 to Aug 22
$212 total
Aug 21 - Aug 22
Total includes taxes and fees
Stay at this hotel in Amherst. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Mullins ...
8.6/10 Excellent! (1,003 reviews)
"Enjoyed our stay"
Reviewed on Aug 1, 2025

FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
$70 nightly
The price is $79 total per night from Aug 3 to Aug 4
$79 total
Aug 3 - Aug 4
Total includes taxes and fees
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
5.2/10 (756 reviews)
"Well the little fridge they had in the room hummed loudly all the time the freezer needed to be defrosted I bought a couple of frozen dinners and couldn't get both of them in the freezer. One of the draws on the side tables when I pulled open the drawer one side of the handle came loose I was able ..."
Reviewed on Jul 28, 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.

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 Pratt Museum of Natural History ...
9/10 Wonderful! (6 reviews)
"Great spot. Super close to UMass Amherst which is where we were commuting back and forth from for tournament. Felt very private and appliances and games were amazing!"
Reviewed on Jul 10, 2025

Easthampton Vacation Rental - Walk to Breweries!
Easthampton
Stay at this apartment in Easthampton. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Mount Tom State Reservation and Mount Tom are located ...
9.4/10 Exceptional! (12 reviews)
Comfortable Stay
"This location worked great for our stay with our dog!"
Reviewed on Jul 26, 2025

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! (183 reviews)
Oasis in the woods :)
"Our 3rd stay at the Clearing and we enjoyed it as much as our first visit..No doubt, a gem in the woods that has the solitude and peacefulness that keeps us coming back..A wonderful property, with owners to march. We will be back again for sure"
Reviewed on Jun 29, 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 forest 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.
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- Chesterfield Gorge
- University of Massachusetts Amherst
- Big E
- Amherst College
- Smith College
- Mount Holyoke College
- Berkshire East Ski Resort
- Hampshire College
- Connecticut River
- Holyoke Mall
- Lee Premium Outlets
- Jacob's Pillow
- Emily Dickinson Museum
- Deerfield Academy
- Mount Greylock State Reservation Visitor Center
- Historic Deerfield Village
- Olympia Ice Center
- Eric Carle Museum of Picture Book Art
- Mullins Center
- Historic Northampton
- Eaglebrook School
- Zoar Outdoor/Deerfield Valley Canopy Tours
- Berkshire Museum
- Otis Reservoir