Chesterfield Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ฿4,531 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 ฿3,443 per night from 5 Jan to 6 Jan
฿3,443
฿4,000 total
5 Jan - 6 Jan
includes taxes & fees
9.2/10 Wonderful! (2,235 reviews)
I love the D but its housecleaning has something to be desired - after first nite - NO bathmat, no washcloths, no Kleenex - room was clean but basics were missing!
Reviewed on 26 Dec 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is ฿2,922 per night from 4 Jan to 5 Jan
฿2,922
฿3,264 total
4 Jan - 5 Jan
includes taxes & fees
8/10 Very Good! (998 reviews)
While waiting for our vallet car due to construction. The hotel staff were engaging and had personal conversations with us. Rooms were good and all staff treated us exceptional. Give them an atta boy on proformance
Reviewed on 22 Dec 2025
Quality Inn West Springfield
1150 Riverdale St West Springfield MA
Fully refundableReserve now, pay when you stay
The price is ฿3,081 per night from 15 Jan to 16 Jan
฿3,081
฿3,526 total
15 Jan - 16 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.
