Photo by Photo courtesy of Berkshire Visitors Bureau
All Inclusive Hotels and Resorts in The Berkshires
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on The Berkshires All Inclusive Hotels and Resorts
No exact matches found, but these alternatives could be just right
Recommended hotels in The Berkshires
8.8 out of 10, Excellent, (2182)
"Awesome for ski"
Lazar
The price is S$164
includes taxes & fees
4 Jan - 5 Jan, 2026
9.2 out of 10, Wonderful, (1006)
"Friendly staff, very clean room and super comfy bed"
Linda
The price is S$109
includes taxes & fees
4 Jan - 5 Jan, 2026
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 IHGSouth Lee
9.0 out of 10, Wonderful, (806)
"Convenient location, very roomy, well equipped kitchen.
"
Carolyn
The price is S$210
includes taxes & fees
4 Jan - 5 Jan, 2026
9.2 out of 10, Wonderful, (592)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
Mingming
The price is S$201
includes taxes & fees
6 Jan - 7 Jan, 2026
9.0 out of 10, Wonderful, (819)
"Easiest check in and out. Great food in dining room. "
William
The price is S$158
includes taxes & fees
23 Dec - 24 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1007)
"Room was clean and the staff was super friendly and helpful!"
Ethan
The price is S$145
includes taxes & fees
11 Jan - 12 Jan, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very good, (997)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is S$134
includes taxes & fees
24 Dec - 25 Dec
9.6 out of 10, Exceptional, (14)
"New hotel very nice"
joel
The price is S$195
includes taxes & fees
4 Jan - 5 Jan, 2026
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
Explore a world of travel with Expedia
- Adams Hotels
- Agawam Hotels
- Amherst Hotels
- Becket Hotels
- Gay friendly Hotels in Cheshire
- Cheshire Hotels
- Chester Hotels
- Chesterfield Hotels
- Budget Hotels in Chicopee
- Cummington Hotels
- Dalton Hotels
- Resorts in Dalton
- Condo Rentals in Drury
- Drury Hotels
- Florida Hotels
- Goshen Hotels
- Great Barrington Hotels
- Hadley Hotels
- Hancock Hotels
- Hatfield Hotels
- Holyoke Hotels
- Huntington Hotels
- B&B in Indian Orchard
- Indian Orchard Hotels
- Lanesborough Hotels
- Lee Hotels
- Lenox Hotels
- Longmeadow Hotels
- Ludlow Hotels
- Hotels near MGM Springfield
- Monterey Hotels
- Hotels near Mount Greylock State Reservation Visitor Center
- Cottages in New Ashford
- Hotels with Hot Tubs in North Adams
- Hotels with Swimming Pools in Northampton
- Hotels with smoking rooms in Northampton
- Luxury Hotels in Northampton
- Otis Hotels
- Savoy Hotels
- Sheffield Hotels
- Hotels with Air Conditioning in South Egremont
- Hotels with Restaurants in South Egremont
- Pet friendly Hotels in South Egremont
- South Egremont Hotels
- South Hadley Hotels
- Southampton Hotels
- Southwick Hotels
- Budget Hotels in Springfield
- Springfield Hotels
- Hotels with Swimming Pools in Stockbridge
- Stockbridge Hotels
- B&B in Sunderland
- Hotels near Tanglewood Music Center
- Apartments in The Berkshires
- Hotels with Waterparks in The Berkshires
- Pet friendly Hotels in The Berkshires
- Motels in The Berkshires
- Resorts in The Berkshires
- Hotels with kitchenette in West Springfield
- West Springfield Hotels
- Business Hotels in West Stockbridge
- Apartments in Western Massachusetts
- Condo Rentals in Western Massachusetts
- Hotels with Hot Tubs in Western Massachusetts
- Hotels with kitchenette in Western Massachusetts
- Hotels with Swimming Pools in Western Massachusetts
- Westfield Hotels
- Windsor Hotels