Name: The Red Lion Inn
Price range: $208 total
Rating: 8.8

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

$113 nightly

$126 total

May 24 - May 25

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! (924 reviews)

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

Reviewed on May 4, 2026

Berkshires Untold

194 Pittsfield Rd Lenox MA

$92 nightly

$103 total

May 7 - May 8

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! (931 reviews)

Such a lovely and nicely furnished hotel. It has a very hip and earthy vibe and you can see a lot of care has been put into this property. This staff were helpful and friendly. Lenox is a pretty town with good restaurants and stunning historic architecture.

Reviewed on May 6, 2026

The Red Lion Inn

30 Main Street Stockbridge MA

$186 nightly

$208 total

May 17 - May 18

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! (1,005 reviews)

Lovely, historic hotel in need of some refurbishment and more meticulous housekeeping.

Reviewed on May 6, 2026

See all 1,403 properties in Housatonic

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.

Forest Views, Enclosed Patio in Secluded Modern Home | Woodland Zen by AvantStay

Stockbridge MA

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

10/10 Exceptional! (15 reviews)

Great property and very responsive host

Reviewed on Jan 11, 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

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

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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.