Name: Berkshires Untold
Price range: $126 total
Rating: 9

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA

$75 nightly

$84 total

Dec 24 - Dec 25

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 ...

9/10 Wonderful! (1,000 reviews)

The room was spacious and clean, the jetted tub was a nice treat, and the breakfast was fresh.

Reviewed on Dec 3, 2025

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Fully refundable

$108 nightly

$120 total

Jan 11 - Jan 12, 2026

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! (781 reviews)

The roomy and comfortable suite was a step above a typical hotel room. We took advantage of the full kitchen to prepare our own meals. We enjoyed the pool and hot tub. We will definitely consider staying here again at a future trip to the Berkshires.

Reviewed on Dec 7, 2025

Berkshires Untold

194 Pittsfield Rd Lenox MA

$113 nightly

$126 total

Dec 14 - Dec 15

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! (806 reviews)

Enjoyed the Clubhouse before retiring in for the evening. Cozy, comfortable, and relaxing atmosphere.

Reviewed on Nov 10, 2025

See all 1,073 properties in Sandisfield

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.

The Ponds at Foxhollow

3 Foxhollow Drive Route 7 Lenox MA

Stay at this condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions The Mount and Wyndhurst Golf & Club are located ...

8.6/10 Excellent! (136 reviews)

As others have said, it’s extremely well kept and clean. In the Condo and the common areas…immaculate actually. It’s very dated. It would have been nice to know we would have people above us, and the hot tub no longer exists and that was disappointing. It’s a great location and condo is well equipped. ...

Reviewed on Dec 7, 2025

Pet Friendly Riverfront Home in Great Barrington

Great Barrington MA

Stay at this vacation home in Great Barrington. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Monument Mountain Reservation and Art et ...

9.2/10 Wonderful! (5 reviews)

Amazing cosy property. The berkshires are beautiful and Marisa was a great host. Thank you for having us!

Reviewed on Nov 9, 2025

Peace and quiet on the lake

Becket MA

Stay at this vacation home in Becket. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...

9.4/10 Exceptional! (230 reviews)

The veiws and how peacefull it was

Reviewed on Nov 16, 2025

See all properties in Sandisfield

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.