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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! (94 reviews)
Few B&Bs get better the second time. Granville House is such a place. Every detail and nook and cranny are so thoughtfully decorated, every accent piece seemingly lifted from an architectural magazine, it makes it hard to leave. Bonus points for hosts who treat you like family. My gf and I will be ...

Reviewed on Feb 8, 2026

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! (835 reviews)
We enjoyed our stay. Hotel is a little out dated but the rooms are a generous size at low prices. Pool was huge and as a lap swimmer this was fantastic. Checkout is early at 10:00. That is really the only complaint. Staff is very nice

Reviewed on Feb 8, 2026

Berkshire Mountain Lodge
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! (1,012 reviews)
Traveling during freezing temperatures was a challenge but once we arrived at the Yankee Inn, we felt welcome and comfortable. Pre check-in was easy and our room was clean and warm and cozy. We ordered in and were told there were tables on the 2nd floor outside the breakfast room where we could eat ...

Reviewed on Feb 9, 2026

The Yankee, Trademark Collection by Wyndham
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! (855 reviews)
This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place!

Reviewed on Feb 10, 2026

Berkshires Untold
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! (1,001 reviews)
Bathroom had somebody’s hair on the door and shower

Reviewed on Feb 9, 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG
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! (833 reviews)
The room was beautiful - great for our family. Plenty of room and we enjoyed the gurgling brook out back! The pool was great along with the hot tub. Although the hot tub was supposed to be adult only, it was not enforced unless we left to request someone to do it. The bar near the pool area was fun ...

Reviewed on Feb 8, 2026

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

Quality Inn

2.5 out of 5
372 Main Street Great Barrington MA
  • 1 hour 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 breakfast and the helpful ...
8.4/10 Very Good! (1,002 reviews)
Staff was very friendly, daily housekeeping, and very centrally located!

Reviewed on Feb 4, 2026

Quality Inn
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)
Love the warmth and lobby’s wood-burning fireplace. Some of the amenities could be updated (EV chargers were broken, the fitness center was messy and missing weights) but there are few inns this charming in New England, and at this price level.

Reviewed on Feb 8, 2026

The Red Lion Inn
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! (823 reviews)
Room was spotless, staff was amazing! Loved the bathroom setup! Will recommend and stay again!

Reviewed on Feb 9, 2026

Hotel On North
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)
Clean room, nice staff , decent breakfast. Overall a good stay .

Reviewed on Feb 8, 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! (19 reviews)
Excellent local stay - would recommend to all

Reviewed on Jan 25, 2026

Prospect Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd Great Barrington MA
  • 58 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 ...
9.2/10 Wonderful! (767 reviews)
Room spotless and staff were great

Reviewed on Feb 8, 2026

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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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