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Hotels in Housatonic

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Choose from 1361 Housatonic Hotel Deals

Granville House

Granville House

3 out of 5
98 Division St Housatonic MA
  • 55 min drive from Jiminy Peak Mountain Resort
Book a stay at this business-friendly B&B in Housatonic. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Monument Mountain and Monument ...
10/10 Exceptional! (87 reviews)
I’m a former travel writer and hotel reviewer at the NY Times Sunday Travel and I’ve been coming to the Berkshires the past decade. This is the hands down the best B&B in the area. The decor, the ambiance, the artistic details, the warm customer service, the made-to-order gourmet breakfast next to ...

Reviewed on Nov 9, 2025

Granville House
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
  • 24 min drive from Jiminy Peak Mountain Resort
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! (776 reviews)
Friendly staff, room was very clean. Pool area well maintained. Overall a great place to stay

Reviewed on Nov 30, 2025

Berkshire Mountain Lodge
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
  • 18 min drive from Jiminy Peak Mountain Resort
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (975 reviews)
The room was clean, and staff who checked us in was both courteous and informative.

Reviewed on Nov 28, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
  • 28 min drive from Jiminy Peak Mountain Resort
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! (804 reviews)
Enjoyed the Clubhouse before retiring in for the evening. Cozy, comfortable, and relaxing atmosphere.

Reviewed on Nov 10, 2025

Berkshires Untold
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
  • 46 min drive from Jiminy Peak Mountain Resort
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,003 reviews)
Quaint Inn located in the Berkshire. Dinner in the tavern was delish. The main inn lobby has plenty of seating to lounge around and people watch. We enjoyed our stay.

Reviewed on Nov 20, 2025

The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
  • 47 min drive from Jiminy Peak Mountain Resort
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in ...
9/10 Wonderful! (791 reviews)
We stayed over Thanksgiving and it did not disappoint. The customer service was great, the indoor pools were clean, there were tons of activities for kids even over the holiday. We will be back!

Reviewed on Nov 29, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
  • 39 min drive from Jiminy Peak Mountain Resort
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
9/10 Wonderful! (1,006 reviews)
Great service. Attentive staff. Great location. Rooms clean and comfortable. Thanks for another great stay!

Reviewed on Nov 29, 2025

The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
  • 25 min drive from Jiminy Peak Mountain Resort
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! (1,011 reviews)
Everything was a great experience

Reviewed on Nov 28, 2025

The Yankee, Trademark Collection by Wyndham
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St Pittsfield MA
  • 20 min drive from Jiminy Peak Mountain Resort
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,004 reviews)
Loved having coffee and tea 24/7

Reviewed on Nov 29, 2025

Best Western Plus Berkshire Hills Inn & Suites
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd Lenox MA
  • 26 min drive from Jiminy Peak Mountain Resort
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 helpful staff ...
9/10 Wonderful! (1,002 reviews)
Yes

Reviewed on Nov 24, 2025

Hampton Inn & Suites Berkshires-Lenox
Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
  • 17 min drive from Jiminy Peak Mountain Resort
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (801 reviews)
Wonderful stay, as usual. I have business in the Pittsfield area, 3 or 4 times a year and wouldn’t think of staying anywhere else. Quiet, comfortable….staff is always helpful and friendly….restaurant in the building is just another plus.

Reviewed on Nov 22, 2025

Hotel On North
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
  • 57 min drive from Jiminy Peak Mountain Resort
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (698 reviews)
Pancake machine was a hoot! However brown sugar for oatmeal was hard as rock just like the breakfast potatoes. Staff was nearby but no one refreshing or checking on breakfast entrees. Enjoyed the updates to thr room. Room 241 very nice! Fascia board near toilet roll needs repair. Overall I would ...

Reviewed on Nov 23, 2025

Holiday Inn Express Hotel & Suites Great Barrington by IHG
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.

Find cheap hotels in Housatonic

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