Cherry Plain, NY

Travel Guide

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
$122 nightly
The price is $136 total per night from Dec 6 to Dec 7
$136 total
Dec 6 - Dec 7
Total with taxes and fees
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,830 reviews)
"Great"

Reviewed on Nov 5, 2026

Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
$106 nightly
The price is $118 total per night from Dec 6 to Dec 7
$118 total
Dec 6 - Dec 7
Total with taxes and fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,257 reviews)
"Very centrally located. Right next to a good little market. Very reasonable price for an apartment like room."

Reviewed on Nov 5, 2026

Berkshire Mountain Lodge
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
$112 nightly
The price is $125 total per night from Nov 12 to Nov 13
$125 total
Nov 12 - Nov 13
Total with taxes and 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 ...
The Yankee Inn
See all 633 properties in Cherry Plain
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

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,830 reviews)
"Great"

Reviewed on Nov 5, 2026

Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,257 reviews)
"Very centrally located. Right next to a good little market. Very reasonable price for an apartment like room."

Reviewed on Nov 5, 2026

Berkshire Mountain Lodge
Brookside Mountain Retreat | 13BR | Heated Pool, Hot Tub + Game Room

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 ...
10/10 Exceptional! (1 review)
"Our family enjoyed our fall trip here."

Reviewed on Oct 25, 2026

Brookside Mountain Retreat | 13BR | Heated Pool, Hot Tub + Game Room
See all properties in Cherry Plain
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.