Photo by Photo courtesy of Berkshire Visitors Bureau
Find hotels in The Berkshires, MA from ￥13,193
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in The Berkshires
Family friendly
Check prices for these dates
Our top choices for The Berkshires hotels
9.2 out of 10, Wonderful, (1006)
Immerse yourself in mountain vistas at this Lenox hotel, where peaceful accommodations include refrigerators and microwaves. Unwind in the hot tub, swim in the indoor or seasonal outdoor pool, and enjoy complimentary breakfast before exploring nearby attractions.
"Friendly staff, very clean room and super comfy bed"
Linda
The price is ￥14,537
￥16,239 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (997)
Conveniently located a 6-minute walk from Pittsfield Intermodal Transportation Center, this hotel offers peaceful accommodations with an indoor pool. Enjoy the fitness center, bar, and coffee shop after exploring nearby Berkshire Museum and Colonial Theater.
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is ￥15,376
￥17,176 total
includes taxes & fees
Jan 2 - Jan 3, 2026
8.8 out of 10, Excellent, (2182)
"Awesome for ski"
Lazar
The price is ￥16,233
￥19,846 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1000)
Enjoy panoramic lake vistas at this peaceful Lenox hotel, just 10 minutes from Tanglewood Music Center. After working out in the 24-hour fitness center, savor Indian cuisine at Mint restaurant while watching spectacular sunsets over the water.
"Room was clean and the staff was super friendly and helpful!"
Ethan
The price is ￥15,737
￥17,578 total
includes taxes & fees
Jan 13 - Jan 14, 2026
9.0 out of 10, Wonderful, (820)
This Lenox lodge combines comfort with convenience, just a short drive from Tanglewood Music Center. The Club Room serves delicious American cuisine, while a welcoming bar and outdoor terrace enhance your stay. Kennedy Park and Pleasant Valley Wilderness Sanctuary await nearby.
"Easiest check in and out. Great food in dining room. "
William
The price is ￥19,772
￥22,085 total
includes taxes & fees
Jan 7 - Jan 8, 2026
9.0 out of 10, Wonderful, (795)
Set in Pittsfield near Guido's Marketplace and Herman Melville's Arrowhead, this lodge offers an indoor pool and hot tub for relaxation. Enjoy free WiFi and parking while staying in clean rooms. The helpful staff ensures a pleasant mountain getaway.
"Spacious room and loved pool and hot tub!"
Deanna
The price is ￥15,407
￥20,697 total
includes taxes & fees
Jan 11 - Jan 12, 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.
Great weekend hotel deals in The Berkshires, MA
Showing deals for:Jan 2 - Jan 4
Image gallery for Prospect Berkshires
Prospect Berkshires
Egremont
9.6/10Exceptional (15 reviews)
30% off
Price is ￥48,085
￥117,885 total
includes taxes & fees
Save an average of 15% on thousands of hotels when you're signed in
Learn more about The Berkshires
Tucked in western Massachusetts, this region blends culture and nature with world-class museums and lush hiking trails. Catch a summer concert at Tanglewood, explore Norman Rockwell's art in Stockbridge, or ski the slopes at Jiminy Peak in nearby Hancock.
Photo by Photo courtesy of Berkshire Visitors Bureau
Open Photo by Photo courtesy of Berkshire Visitors Bureau
Top The Berkshires Hotel Reviews
The Yankee, Trademark Collection by Wyndham
10/10 Excellent
More cheap stays in The Berkshires
Quality Inn
372 Main Street Great Barrington MA
The price is ￥11,810 per night from Jan 7 to Jan 8
￥11,810
￥13,193 total
Jan 7 - Jan 8, 2026
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Hotels in The Berkshires with star-rating
4 Star Hotels
12 properties
Explore a world of travel with Expedia
- Pet-Friendly Hotels in Holyoke
- Pet-Friendly Hotels in Pittsfield
- Villas in Otis
- B&B in Lenox
- Mount Washington Hotels
- Cheap Hotels in Mount Washington
- B&B in Florence
- Hotels near Springfield Union Station
- Hatfield Hotels
- Resorts in Peru
- Hotels near Ski Butternut
- Inns in Lenox
- Hadley Hotels
- B&B in The Berkshires
- Resorts in Williamsburg
- Springfield Hotels
- Boutique Hotels in Cummington
- Business Hotels in Lenox
- Resorts in Goshen
- Cheap Hotels in Lenox
- Monterey Hotels
- Apartments in Florence
- Family Hotels in Monterey
- Stockbridge Hotels
- B&B in Berkshire County
- Otis Hotels
- Apartments in Sheffield
- Guest Houses in Stockbridge
- Cabin Rentals in Plainfield
- Pittsfield Hotels
- B&B in Northampton
- Resorts in Stockbridge
- Hotels near Smith College
- Condo Rentals in Sheffield
- B&B in Sheffield
- Ashley Falls Hotels
- Hotels near Tanglewood Music Center
- Resorts in Mount Washington
- Motels in Otis
- Hinsdale Hotels
- Inns in Williamsburg
- Lodges in Windsor
- Luxury Hotels in Lenox
- Holyoke Hotels
- Resorts in Becket
- Resorts in Monterey
- Cheap Hotels in South Lee
- Resorts in Granville
- Motels in Southfield
- Hotels near Mount Holyoke College
- Rv Parks in Monterey
- South Egremont Hotels
- Aparthotels in Otis
- B&B in Westfield
- Guest Houses in Monterey
- Peru Hotels
- Green Hotels in Sheffield
- B&B in Peru
- Richmond Hotels
- Plainfield Hotels
- Luxury Hotels in The Berkshires
- Hotels near Mount Greylock State Reservation Visitor Center
- Resorts in The Berkshires
- Lenox Hotels
- Inns in Sandisfield
- Hotels near Jiminy Peak Mountain Resort
- Motels in Westfield
- Cheap Hotels in Peru
- Luxury Hotels in Peru
- Hotels near Colonial Theater
- All-Inclusive Hotel Hotels in Becket
- Luxury Hotels in Chester
- Boutique Hotels in The Berkshires
- Aparthotels in Sheffield
- Cottages in Washington
- Housatonic Hotels
- Cheap Hotels in Westfield
- Inns in The Berkshires
- Cheap Hotels in Stockbridge
- Resorts in Worthington
- Hotels near MGM Springfield
- Aparthotels in Chester
- Resorts in Otis
- Farmstay in The Berkshires
- Chicopee Hotels
- Rv Parks in Lee
- Hotels near Holyoke Mall
- Resorts in Savoy
- Northampton Hotels
- Cheap Hotels in Southfield
- Sheffield Hotels
- Farmstay in Windsor
- Luxury Hotels in Monterey
- Castles in Berkshire County
- Motels in Monterey
- Resorts in Washington
- Aparthotels in Lee
