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Hotels in Housatonic

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Choose from 1359 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! (92 reviews)
Very cosy and friendly

Reviewed on Jan 1, 2026

Granville House
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 ...
8/10 Very Good! (1,004 reviews)
Staff was very pleasant and friendly. From front desk to valet.

Reviewed on Jan 1, 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG
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! (1,010 reviews)
All of the above!

Reviewed on Jan 3, 2026

The Yankee, Trademark Collection by Wyndham
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! (801 reviews)
The hotel was clean all over and the rooms were spacious and clean. Pool was nice. We loved the outdoor hot tub.

Reviewed on Jan 2, 2026

Berkshire Mountain Lodge
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! (823 reviews)
Staff and room were wonderful

Reviewed on Dec 30, 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. ...
8.6/10 Excellent! (1,004 reviews)
Wonderful stay in a winter wonderland that evening especially with use of the heated pool and hot tub being maintained! Loved it. Shops inside were lovely as well, bars & restaurant on-site were fun with quirky decor. Whole hotel is quirky, which is fun!

Reviewed on Dec 26, 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! (815 reviews)
We had an awesome day didnt struggle with anything everything was clean in my room pools are the most cleaned ive ever seen staffs were awesome as well

Reviewed on Jan 4, 2026

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! (1,004 reviews)
It’s a nice stop. Real level 2 EV chargers are what gets me there - amazing how hard that is to get right. It’s a bonus that it is a nice place to stay. Also appreciate real hard boiled eggs vs. whatever passes for eggs at chain hotels

Reviewed on Jan 3, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Prospect Berkshires

Prospect Berkshires

3 out of 5
50 Prospect Lake Rd Egremont MA
  • 1 hour drive from Jiminy Peak Mountain Resort
Stay at this hotel in Great Barrington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Catamount Aerial Adventure Park and Catamount Ski Area ...
9.6/10 Exceptional! (18 reviews)
Wonderful stay - the property becomes a beautiful winter wonderland in December! Cabin was warm and well-designed, sauna was amazing and easily accessible all day, the staff was friendly, super responsive and drove us around the property when needed. Would recommend and plan to comeback!

Reviewed on Dec 30, 2025

Prospect Berkshires
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! (1,003 reviews)
Room is clean and staffs are welcoming

Reviewed on Jan 5, 2026

Hampton Inn & Suites Berkshires-Lenox
The Constance by the Lenox Collection

The Constance by the Lenox Collection

3.5 out of 5
11 Old Stockbridge Road Lenox MA
  • 33 min drive from Jiminy Peak Mountain Resort
Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (509 reviews)
Yes; it was winter

Reviewed on Dec 21, 2025

The Constance by the Lenox Collection
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! (716 reviews)
Nice warm pool and hot tub. Good little fitness center.

Reviewed on Jan 2, 2026

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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