Cheshire Vacations
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Find the Best Cheshire Vacation Packages
Cheshire Hotel Deals
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
The price is NT$5,440 per night from Jun 17 to Jun 18
NT$5,440
NT$6,077 total
Jun 17 - Jun 18
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)
"The sound of Water dripping onto window sill. It never stopped"
Reviewed on 2026/6/14
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NT$3,848 per night from Jun 23 to Jun 24
NT$3,848
NT$5,004 total
Jun 23 - Jun 24
includes taxes & fees
9/10 Wonderful! (979 reviews)
"Excelente estancia estuve por 3 meses muy bueno"
Reviewed on 2026/6/14
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is NT$4,148 per night from Jun 17 to Jun 18
NT$4,148
NT$4,980 total
Jun 17 - Jun 18
includes taxes & fees
8.8/10 Excellent! (2,395 reviews)
"We enjoyed the large space, the laundry service, and the location. Would go again."
Reviewed on 2026/6/14
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.
Stay near popular Cheshire attractions
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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.
