Cherry Plain
Travel Guide
Visit Cherry Plain
The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is CA $203 per night from Jul 6 to Jul 7
CA $203
CA $227 total
Jul 6 - Jul 7
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! (1,010 reviews)
"Breakfast included is very good. We stayed in the original brick building which needs improvement."
Reviewed on Jun 30, 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is CA $169 per night from Jul 14 to Jul 15
CA $169
CA $204 total
Jul 14 - Jul 15
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 ...
8.8/10 Excellent! (2,412 reviews)
"Staff was super friendly, splash pad was being renovated so that wasn’t available m.. we had fun but hate that check in is so late and check out so early!"
Reviewed on Jun 30, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundable
The price is CA $199 per night from Jul 30 to Jul 31
CA $199
CA $254 total
Jul 30 - Jul 31
includes taxes & fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,000 reviews)
"Well-maintained older property. Spacious suites. Accommodating staff. Great pool and location."
Reviewed on Jun 30, 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 ...
8.8/10 Excellent! (2,412 reviews)
"Staff was super friendly, splash pad was being renovated so that wasn’t available m.. we had fun but hate that check in is so late and check out so early!"
Reviewed on Jun 30, 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 Jun 29, 2026
Brookside Mountain Retreat | 13BR | Heated Pool, Hot Tub + Game Room
Stephentown NY
Stay at this vacation home in Stephentown. Enjoy free WiFi, private pools, and a garden. Popular attractions Jiminy Peak Mountain Resort and Zema's Nursery are ...
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.
