
Chesterfield Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ฿4,531 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
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Plan, book, and manage your trip all in one place
Top hotels in Chesterfield

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (546 reviews)
"Incredible spacious suites"
Reviewed on 6 Aug 2025

Quality Inn West Springfield
1150 Riverdale St, West Springfield, MA
Fully refundableReserve now, pay when you stay
The price is ฿2,854 per night from 31 Aug to 1 Sept
฿2,854
฿3,267 total
31 Aug - 1 Sept
includes taxes & fees
7/10 Good! (1,002 reviews)
"My daughter and the kids said it was perfect for their overnight stay after visiting Six Flags."
Reviewed on 7 Aug 2025

D. Hotel Suites & Spa
1 Country Club Rd, Holyoke, MA
Fully refundableReserve now, pay when you stay
The price is ฿4,184 per night from 11 Aug to 12 Aug
฿4,184
฿4,861 total
11 Aug - 12 Aug
includes taxes & fees
9.2/10 Wonderful! (2,230 reviews)
"Liked it so much, that I booked another stay"
Reviewed on 6 Aug 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.