Chester Vacations
Book a Hotel + Flight or Car together to unlock savings
Photo by Elizabeth Massa Peroulakis
- Plan, book, travel with confidence
Better together
Save up to ₩234,741 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
Rest easy
Plan, book, and manage your trip all in one place
Find the Best Chester Vacation Packages
Chester Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is ₩106,376 per night from Sep 17 to Sep 18
₩106,376
₩149,783 total
Sep 17 - Sep 18
includes taxes & fees
8.8/10 Excellent! (624 reviews)
"Nice staff, clean, and lots of apace in the rooms."
Reviewed on Sep 9, 2025
La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street, Springfield, MA
The price is ₩166,103 per night from Oct 13 to Oct 14
₩166,103
₩188,443 total
Oct 13 - Oct 14
includes taxes & fees
8/10 Very Good! (1,257 reviews)
"Average hotel /clean room /bathroom didn’t open all the way due to shower curtain /caulk job around tub is horrible/ pool walls where peeling / pool was peeling as well /hotel needs some work"
Reviewed on Sep 5, 2025
Quality Inn West Springfield
1150 Riverdale St, West Springfield, MA
The price is ₩187,307 per night from Sep 30 to Oct 1
₩187,307
₩214,373 total
Sep 30 - Oct 1
includes taxes & fees
7/10 Good! (1,009 reviews)
"The staff"
Reviewed on Sep 8, 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.
