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Hotels in Cheshire
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is NZ$179 per night from 1 Nov to 2 Nov
NZ$179
per night
1 Nov - 2 Nov
Stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in ...
8.8/10 Excellent! (2,738 reviews)
"Amazing pool and great full kitchens in rooms."
Reviewed on 13 Oct 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is NZ$211 per night from 9 Nov to 10 Nov
NZ$211
per night
9 Nov - 10 Nov
Stay at this golf aparthotel in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,203 reviews)
"The room was fantastic. Great place to stay in the Berkshires. The hot tub wasn't working, but things happen. Other than that, it was a perfect stay."
Reviewed on 12 Oct 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is NZ$211 per night from 1 Nov to 2 Nov
NZ$211
per night
1 Nov - 2 Nov
Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (1,005 reviews)
"Everything at the Yankee Inn was very good with the exception of, wasn’t the most comfortable bed I’ve ever slept in, but everything else was very good"
Reviewed on 13 Oct 2026
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 all package bookings made with Flight + Hotel on Wotif.co.nz from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.