
Chesterfield Trip
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₹43,962 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Chesterfield

D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
The price is ₹9,332 per night from 11 Jan to 12 Jan
₹9,332
₹10,840 total
11 Jan - 12 Jan
includes taxes & fees
9.2/10 Wonderful! (2,249 reviews)
Clearly obvious that the American flag was not being flown daily on the center pole, by the state flag was up on the side pole!
Reviewed on 1 Jan 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is ₹8,340 per night from 5 Jan to 6 Jan
₹8,340
₹9,316 total
5 Jan - 6 Jan
includes taxes & fees
8/10 Very Good! (1,004 reviews)
Staff was very pleasant and friendly. From front desk to valet.
Reviewed on 1 Jan 2026

Quality Inn West Springfield
1150 Riverdale St West Springfield MA
Fully refundableReserve now, pay when you stay
The price is ₹7,035 per night from 28 Jan to 29 Jan
₹7,035
₹8,052 total
28 Jan - 29 Jan
includes taxes & fees
7/10 Good! (1,005 reviews)
Staff at front desk was wonderful and helpful. Room had a glass and plastic cup on the floor by bed.
Reviewed on 29 Dec 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
