Hotels with Entertainment in The Berkshires
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on The Berkshires Hotels with Entertainment
Tonight
11 Aug - 12 AugTomorrow
12 Aug - 13 AugThis weekend
14 Aug - 16 AugNext weekend
21 Aug - 23 AugOur top choices for The Berkshires hotels with entertainment
1. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
Kimberly
S$178
includes taxes & fees
8 Sept - 9 Sept
S$152
includes taxes & fees
2 Sept - 3 Sept
3. Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection HotelNorth Adams
William
S$199
includes taxes & fees
10 Sept - 11 Sept
S$303
includes taxes & fees
23 Aug - 24 Aug
S$179
includes taxes & fees
8 Sept - 9 Sept
S$393
includes taxes & fees
8 Sept - 9 Sept
S$379
includes taxes & fees
23 Aug - 24 Aug
S$162
includes taxes & fees
19 Aug - 20 Aug
View all properties
Top The Berkshires Hotel Reviews
Vacation Village in the Berkshires
8/10 Good
"Beautiful location and pricey, but less expensive than most places in the area. It is spacious with a kitchen that we did not use, the rooms are very dated. You can hear through the walls very well. Didn’t use pool because it was so crowded."
The Red Lion Inn
10/10 Excellent
"This is an old inn. It’s elegant, fun and very comfortable. Lots of dark, antique furniture and communal card games. The staff is friendly and some have been there many years. Many of the guests return year after year. If that’s what you’re looking for, you will love it. I do. If you are looking for sleek and spotless, you are best suited elsewhere."
Jiminy Peak Mountain Resort
10/10 Excellent
"Quiet and serene. Great weekend escape!"
Holiday Inn & Suites Pittsfield-Berkshires by IHG
10/10 Excellent
"Hotel is currently under renovation which impacted parking and only 1 elevator available. Hotel staff, cleanliness and location excellent."
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Parking"
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
- B&B in Wilbraham
- Windsor Hotels