Name: The Red Lion Inn
Price range: $219 total
Rating: 8.8

The Yankee Inn

461 Pittsfield Rd Lenox MA

$127 nightly

$142 total

Jul 6 - Jul 7

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 ...

9.2/10 Wonderful! (1,000 reviews)

"The Yankee Inn was a convenient and affordable option for our visit to Tanglewood. The check-in staff was friendly and advised us of breakfast and checkout hours. The room was clean and thankfully well air conditioned during our stay there in 90 degree weather! The included breakfast was typical ..."

Reviewed on Jul 2, 2026

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

$155 nightly

$173 total

Aug 2 - Aug 3

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! (1,009 reviews)

"The hotel was nice, full kitchen and quiet large for our family of four. We had a one bedroom suite, tucked into a corner of the hotel. Location was quiet, on the main floor. Pool and hot tub were nice. The sofa bed was not comfortable, at all. It would be worth the hotel replacing the sofa bed, ..."

Reviewed on Jul 2, 2026

The Red Lion Inn

30 Main Street Stockbridge MA

$196 nightly

$219 total

Jul 8 - Jul 9

Total with taxes and fees

Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...

8.8/10 Excellent! (1,000 reviews)

"Staff was great. Cool place - so historic"

Reviewed on Jun 30, 2026

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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 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

Cozy Riverside Berkshires Retreat

Great Barrington MA

Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions National Shrine of the Divine Mercy and ...

9.4/10 Exceptional! (18 reviews)

"We thoroughly enjoyed our stay. The house was very comfortable and convenient. We loved Studley, the resident cat - such a sweetheart."

Reviewed on Jun 29, 2026

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Becket MA

Stay at this cabin in Becket. Enjoy a garden, laundry facilities, and furnished lanais. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...

9.6/10 Exceptional! (249 reviews)

"Perfect place for two couples as we were visiting another couple in the area. Nice setting and everything you could need was in the house."

Reviewed on Jul 1, 2026

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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.