Chester Vacations
Book a Hotel + Flight or Car together to unlock savings
Photo by Elizabeth Massa Peroulakis
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 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
Find the Best Chester Vacation Packages
Chester Hotel Deals
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
The price is ₩160,068 per night from Jan 2 to Jan 3
₩160,068
₩185,946 total
Jan 2 - Jan 3, 2026
includes taxes & fees
9.2/10 Wonderful! (2,230 reviews)
The staff were super, we enjoyed having a good restaurant on site, the pool was clean and the breakfast was varied. We enjoyed our stay here.
Reviewed on Dec 5, 2025
La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street Springfield MA
Fully refundableReserve now, pay when you stay
The price is ₩161,909 per night from Dec 14 to Dec 15
₩161,909
₩183,685 total
Dec 14 - Dec 15
includes taxes & fees
8/10 Very Good! (1,305 reviews)
All hotel staff courteous and professional
Reviewed on Dec 7, 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is ₩135,828 per night from Dec 14 to Dec 15
₩135,828
₩151,719 total
Dec 14 - Dec 15
includes taxes & fees
8/10 Very Good! (979 reviews)
Clean room, convenient and tasty restaurant
Reviewed on Dec 5, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
