Chester Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NT$5,067 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
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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
9.4/10 Exceptional! (2,238 reviews)
Staff was super helpful and hospitable! Shout out to Jim! We were here during a blizzard and they actually cleaned the snow off of our car! Room was lovely and clean. Great breakfast.
Reviewed on 2026/2/24
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NT$3,570 per night from Mar 12 to Mar 13
NT$3,570
NT$4,687 total
Mar 12 - Mar 13
includes taxes & fees
9/10 Wonderful! (864 reviews)
Overcharged and lied to said security deposit was released back but never was
Reviewed on 2026/2/26
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is NT$2,902 per night from Mar 12 to Mar 13
NT$2,902
NT$3,241 total
Mar 12 - Mar 13
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Yrs
Reviewed on 2026/2/23
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.
