Photo by Photo courtesy of Berkshire Visitors Bureau
Adventure Sport Hotels & Resorts in The Berkshires from AU$132
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on The Berkshires Adventure Sport Hotels
Best The Berkshires Adventure Sport Hotels
Courtyard by Marriott Lenox Berkshires
Lenox
9.2 out of 10, Wonderful, (588)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
Mingming
The price is AU$227
includes taxes & fees
14 Dec - 15 Dec
Element Lenox Berkshires
Lenox
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
joel
The price is AU$220
includes taxes & fees
14 Dec - 15 Dec
North Getaway Cottage
Williamstown
9.2 out of 10, Wonderful, (24)
"The cottage was the perfect accommodations for our overnight stay in town for a funeral. Thank you Claudia. "
Mary Alice H.
The price is AU$747
includes taxes & fees
7 Dec - 8 Dec
Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer
Great Barrington
The price is AU$596
includes taxes & fees
7 Dec - 8 Dec
Pet Friendly Riverfront Home in Great Barrington
Great Barrington
9.4 out of 10, Exceptional, (6)
The price is AU$453
includes taxes & fees
7 Dec - 8 Dec
Pilgrim Inn
Lee
5.8 out of 10, (332)
"Was horrible. Unsafe and scarey"
Sharon
The price is AU$132
includes taxes & fees
1 Jan - 2 Jan 2026
Hideaway Inn Mt. Snow
West Dover
10.0 out of 10, Exceptional, (2)
"Tout y était!"
Martin
The price is AU$225
includes taxes & fees
7 Dec - 8 Dec
Simsbury 1820 House
Simsbury Center
9.2 out of 10, Wonderful, (1000)
"Very nice room, pleasant and helpful staff"
Concetta
The price is AU$301
includes taxes & fees
7 Dec - 8 Dec
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 The Berkshires Hotel Reviews
Vacation Village in the Berkshires
10/10 Excellent
Explore a world of travel with Expedia
- B&B in Alford
- Cheap Hotels in Alford
- Alford Hotels
- Villas in Alford
- Beach Hotels in Becket
- Cheap Hotels in Becket
- Hotels with Parking in Becket
- Cheap Hotels in Blandford
- Luxury Hotels in Blandford
- Ski Hotels in Blandford
- Blandford Hotels
- B&B in Chester
- Chester Hotels
- Guest Houses in Granville
- Holiday Homes in Granville
- Cheap Hotels in Granville
- Granville Hotels
- Motels in Granville
- Great Barrington Hotels
- Motels in Great Barrington
- Cheap Hotels in Hinsdale
- Huntington Hotels
- Castles in Lee
- Lgbt Welcoming Hotels in Lee
- Lee Hotels
- Cottages in Lenox
- Boutique Hotels in Lenox
- Cheap Hotels in Lenox
- Lenox Hotels
- Inns in Lenox
- Caravan Parks in Mill River
- B&B in Monterey
- Condominium Resort in Monterey
- Cheap Hotels in Monterey
- Family Hotels in Monterey
- Monterey Hotels
- Resort in Monterey
- Hotels near National Shrine of the Divine Mercy
- Caravan Parks in New Marlborough
- Farmstay in New Marlborough
- Beach Hotels in New Marlborough
- Luxury Hotels in New Marlborough
- Spa Hotels in New Marlborough
- Winery Hotels in New Marlborough
- New Marlborough Hotels
- Lodges in New Marlborough
- Motels in New Marlborough
- Apartments in Otis
- Caravan Parks in Otis
- Holiday Homes in Otis
- Otis Hotels
- Lodges in Otis
- Hotels near Otis Ridge
- Cheap Hotels in Peru
- Cheap Hotels in Pittsfield
- Boutique Hotels in Richmond
- Hotels with Parking in Richmond
- Pet Friendly Hotels in Richmond
- Family Hotels in Russell
- Russell Hotels
- B&B in Sheffield
- Caravan Parks in Sheffield
- Historic Hotels in Sheffield
- Spa Hotels in Sheffield
- Sheffield Hotels
- Motels in Sheffield
- Sherwood Forest Hotels
- Hotels with Parking in South Egremont
- South Egremont Hotels
- Southfield Hotels
- Historic Hotels in Stockbridge
- Stockbridge Hotels
- Hotels near The Mount
- Luxury Hotels in Tolland
- Tolland Hotels
- Tyringham Hotels
- Lodges in Tyringham
- B&B in Washington
- Washington Hotels
- Luxury Hotels in Worthington