Cheshire, MA
Travel Guide
Visit Cheshire
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is SAR 494 per night from Jul 27 to Jul 28
SAR 494
SAR 593 total
27 Jul - 28 Jul
includes taxes & fees
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
The price is SAR 639 per night from Jul 26 to Jul 27
SAR 639
SAR 713 total
26 Jul - 27 Jul
includes taxes & fees
Book a stay at this business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,008 reviews)
"The staff was incredibly helpful and made our weekend very enjoyable. With that being said there were a couple of minor issues that we suspect will be addressed. There were not enough towels by the pool after being told they were there. The hotel doesn’t have its own restaurant but there is an attached ..."
Reviewed on 10 July 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is SAR 568 per night from Jul 15 to Jul 16
SAR 568
SAR 634 total
15 Jul - 16 Jul
includes taxes & fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9.2/10 Wonderful! (1,014 reviews)
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Reviewed on 12 July 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.
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Whitingham VT
Stay at this apartment in Whitingham. Enjoy free breakfast, a sauna, and laundry facilities. Popular attractions Harriman Reservoir and Readsboro Community Library ...
9.8/10 Exceptional! (6 reviews)
"We had a wonderful Memorial Day weekend here with our two young daughters. We enjoyed the gorgeous views, the hot tub, and the very comfortable beds. There was plenty of space for four people. Chris responded very quickly to any questions we had. A very unique home that we are happy to have made ..."
Reviewed on 25 May 2026
Huttopia Berkshires
312 Kittle Rd Williamstown MA
Stay at this campground in Williamstown. Enjoy free parking, breakfast (surcharge), and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain ...
9.6/10 Exceptional! (11 reviews)
"We stayed in a Sierra Tiny House for 3 nights in June 2026. The house was very clean, compact but with everything you need, including a fully equipped kitchen. You should be aware that the kid's room has a triple bunk - it might be a challenge if you had an older teen or adult staying in there because ..."
Reviewed on 29 June 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.
