Name: Vacation Village in the Berkshires
Price range: $123 total
Rating: 8.8

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

$111 nightly

$124 total

May 31 - Jun 1

Total with taxes and 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! (926 reviews)

Room very spacious and clean. Full kitchen is a great bonus.

Reviewed on May 4, 2026

Berkshires Untold

194 Pittsfield Rd Lenox MA

$101 nightly

$113 total

May 11 - May 12

Total with taxes and fees

Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...

9/10 Wonderful! (932 reviews)

Easy, comfortable and convenient; rooms and public spaces are nice, modern and stylish updates of modest 60s/70s original motel facilities.

Reviewed on May 6, 2026

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

$110 nightly

$123 total

May 11 - May 12

Total with taxes and 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! (2,352 reviews)

Pleasant staff all around, quick to accomodate needs. Rooms, hallways, public areas, grounds, all very clean. Price was the best in the area.

Reviewed on May 9, 2026

See all 1,443 properties in Canaan

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! (2,352 reviews)

Pleasant staff all around, quick to accomodate needs. Rooms, hallways, public areas, grounds, all very clean. Price was the best in the area.

Reviewed on May 9, 2026

The Ponds at Foxhollow

3 Foxhollow Drive Route 7 Lenox MA

Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and National Shrine of the ...

8.6/10 Excellent! (141 reviews)

I had not visited the Ponds for 30 years. It has not gracefully aged. Condo unit has not been updated since it was built in the early 70s and it shows. Drafty and slightly damaged doors, slow drains in the bathrooms, furniture and rugs that show damage and age, and a clubhouse in need of updating. ...

Reviewed on Feb 9, 2026

Micosta Leisure Inn

3007 County Rd 20 Hudson NY

Book a stay at this business-friendly aparthotel in Hudson. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions FASNY Museum of Firefighting ...

9.2/10 Wonderful! (144 reviews)

What a perfect place to spend time upstate! This is a great choice if you're looking to relax in a hot tub, see some chickens and pet a cat, or take in the calmness of the river. There are plenty of amenities, including a full kitchen (no oven but there's a hot plate, among other things). The staff ...

Reviewed on May 5, 2026

See all properties in Canaan

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.