Resorts in Berkshire County
Compare and save
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Top Cities in Berkshire County
Pittsfield
Stockbridge
Our top choices for Berkshire County resorts
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurantsHancock
9.2 out of 10, Wonderful, (17 reviews)
"Lovely stay! The property is in a great location, across from ski lifts. The apartment was clean, comfortable and free of clutter. Our host Marlene had excellent communication. We will definitely return. "
sandy R.
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!Pittsfield
10.0 out of 10, Exceptional, (1 review)
"We loved everything about this place! It was quiet, centrally located, and everyone was friendly and helpful. We will stay here again for sure!"
Christine B.
COZY CABIN IN BERKSHIRES RESORT.
COZY CABIN IN BERKSHIRES RESORT.Hancock
9.8 out of 10, Exceptional, (21 reviews)
"Great place, close to the slopes and good food! Good parking near the quite "Village" where this unit was located.Had a nice time during our stay."
Dan G.
Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
1 Bd - Vacation Village in the Berkshires
1 Bd - Vacation Village in the BerkshiresHancock
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed staying at this clean, quiet, and comfy property. Close to so many beautiful spots! Only minutes to both New York and Vermont!"
Erin T.
Vacation Village In The Berkshires 5 Star Resort - Suite B
Vacation Village In The Berkshires 5 Star Resort - Suite BHancock
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Bentley Brook Alpine Haven: Premier Ski-In/Ski-OutHancock
10.0 out of 10, Exceptional, (6 reviews)
"Great location, clean and perfect for a family! "
Allison A.
Jiminy Premier Ski-In/Ski-Out Resort Bentley B
Jiminy Premier Ski-In/Ski-Out Resort Bentley BHancock
10.0 out of 10, Exceptional, (2 reviews)
"Great place to get my 6 year old on the mountain. What a great time !"
Robert K.
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.
Top Berkshire County Hotel Reviews
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
Explore a world of travel with Expedia
More Accommodation Types in Berkshire County
- Vacation Homes in Berkshire County
- Apartments in Berkshire County
- Cottages in Berkshire County
- Condo Rentals in Berkshire County
- B&B in Berkshire County
- Motels in Berkshire County
- Cabin Rentals in Berkshire County
- Farmstay in Berkshire County
- Guest Houses in Berkshire County
- Inns in Berkshire County
- Aparthotels in Berkshire County
- Chalets in Berkshire County
- Lodges in Berkshire County
- Villas in Berkshire County
- RV Parks in Berkshire County
- Country Houses in Berkshire County
- Castles in Berkshire County
- Hotels