Accommodations and places to stay in The Berkshires

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1-100 out of 189
  • The hotel has
    • On-site car park
  • The hotel has
    • 24-hour reception
    • 24-hour security
  • The hotel has
    • Bar/ Lounge area
    • Outdoor dining area
    • A la carte restaurant
    • Picnic area/ Tables
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A casual restaurant and 108 rooms are available during the stay in charming hotel, boasting location next to Chesterwood Museum.
8.2
Great53 reviews
From   US$ 278 /nightSelect
Not available
  • The hotel has
    • On-site car park
  • The hotel has
    • 24-hour reception
    • 24-hour security
View on map
Offering convenient proximity to The Funky Phoenix, the hotel is also close to Herman Melville's Arrowhead.
8.2
Great4 reviews
From   US$ 187 /nightSelect
Not available
Boasting location close to Massachusetts Museum of Contemporary Art, the venue features a heated outdoor pool and a library, as well as has to offer 47 rooms.
8.2
Great12 reviews
From   US$ 267 /nightSelect
Not available
There are rooms facing the garden and the hotel is set close to Tanglewood Musical Center.
7.8
Very good9 reviews
From   US$ 154 /nightSelect
Not available
The hotel has to offer a spa centre and sauna rooms onsite along with 80 rooms, boasting setting in a resort area.
8.6
Great27 reviews
From   US$ 513 /nightSelect
Not available
Featuring 334 rooms, a nightclub, a private swimming pool and a picnic area, this venue is 130 minutes' drive from Living Museum in Lee.
8.4
Great
From   US$ 347 /nightSelect
Not available
The hotel has an award-winning restaurant plus 114 rooms and is located in a historic area.
7.6
Very good10 reviews
From   US$ 129 /nightSelect
Not available
4 adults
1 bedroom
2 beds
Situated 7 km from Lenox Mountain in Pittsfield, this property features an indoor pool and a golf course.
From   US$ 149 /nightSelect
Not available
Situated in a shopping area of Pittsfield, this hotel features a tennis court and a golf course.
7.4
Very good42 reviews
From   US$ 142 /nightSelect
Not available
This hotel with 92 rooms and a lobby bar is centrally located 30 minutes' walk from the city center.
7.6
Very good4 reviews
From   US$ 201 /nightSelect
Not available
Hotel
At this venue, boasting a location in a ski area, guests can enjoy a shared lounge, a tennis court and a golf course, or explore Pittsfield Municipal Airport nearby.
8.4
Great63 reviews
From   US$ 111 /nightSelect
Not available
Featuring a private swimming pool and views of the sea, the property offers guests to enjoy contemporary meals and take advantage of its location in Williamstown.
8.4
Great17 reviews
From   US$ 238 /nightSelect
Not available
Located 3 km from the center of Hancock, the hotel offers a café bar plus a playroom, a playground and board games for children.
7.6
Very good8 reviews
From   US$ 429 /nightSelect
Not available
Offering 52 rooms as well as a gym area and a fitness centre, this venue overlooks Laurel Lake and is based in a recreational area.
7.8
Very good29 reviews
From   US$ 136 /nightSelect
Not available
Situated 13 km from Mount Greylock in a ski district, this resort property features an indoor pool and an own patio with a great view.
7.8
Very good208 reviews
From   US$ 210 /nightSelect
Not available
Bed & Breakfast
Offering convenient proximity to Hats & Jewels, the hotel is also close to Congregational Church.
9.0
Perfect25 reviews
From   US$ 230 /nightSelect
Not available
Featuring a swimming pool, this impressive venue is situated within 20 minutes' walk of the city center.
7.4
Very good22 reviews
From   US$ 269 /nightSelect
Not available
The property features a library and tennis courts, guests can also savor their meals at the gourmet restaurant.
9.4
Perfect30 reviews
From   US$ 219 /nightSelect
Not available
Centrally located close to Pleasant Valley Sanctuary, this hotel in Lenox features a seasonal outdoor pool and a golf course.
7.6
Very good64 reviews
From   US$ 80 /nightSelect
Not available
Featuring a seasonal outdoor pool and a library, this hotel is adjacent to Williams College Museum of Art and 1 km from the city center.
7.4
Very good87 reviews
From   US$ 116 /nightSelect
Not available
Bed & Breakfast
The business hotel is a good starting point to Lenox' sights including Tanglewood Musical Center and Berkshire Horseback Adventures.
8.8
Great14 reviews
From   US$ 195 /nightSelect
Not available
Located next to Williams College, the venue comprises 17 rooms with garden views.
8.6
Great33 reviews
From   US$ 108 /nightSelect
Not available
The venue features a private pool and a local menu, while guests can take advantage of an ideal location in a busy area.
9.0
Perfect25 reviews
From   US$ 129 /nightSelect
Not available
The hotel is based in a historical-style building located in the old part of Greenfield, offering 68 rooms.
7.8
Very good25 reviews
From   US$ 166 /nightSelect
Not available
This budget hotel with city views lies close to the sights of Great Barrington including Lake Mansfield.
7.6
Very good27 reviews
From   US$ 129 /nightSelect
Not available
This historic-style hotel is set at a short distance to Tanglewood.
6.8
Nice21 reviews
From   US$ 138 /nightSelect
Not available
Located in a ski area, the hotel has 58 rooms, and it features a motorway nearby.
5.0
Guest rating10 reviews
From   US$ 71 /nightSelect
Not available
The luxury hotel boasts 15 rooms along with canoeing, hiking and fisheries, offering direct access to AniMagic.
7.8
Very good4 reviews
From   US$ 178 /nightSelect
Not available
Offering hills views, the venue is placed close to Lake Mansfield, and boasts an outdoor pool.
8.2
Great20 reviews
From   US$ 246 /nightSelect
Not available
Bed & Breakfast
Located 2 km away from Lee city center, this hotel features 10 rooms and an outdoor pool.
9.0
Perfect13 reviews
From   US$ 289 /nightSelect
Not available
Based in the colonial-style building in the heart of Williamstown, this hotel boasts the Colonial décor in 124 rooms along with an indoor pool onsite.
7.8
Very good90 reviews
From   US$ 182 /nightSelect
Not available
The hotel has a lobby restaurant as well as an indoor pool, available in the heart of Lenox.
7.6
Very good1 review
From   US$ 137 /nightSelect
Not available
The hotel is located in the ski area of Great Barrington, not far away from Monument Mountain, overlooking the mountain.
9.4
Perfect45 reviews
From   US$ 198 /nightSelect
Not available
Bed & Breakfast
There are rooms facing the mountain and the hotel is set close to Lake Mansfield.
8.2
Great2 reviews
From   US$ 288 /nightSelect
Not available
Located near Bousquet Ski Area, the hotel offers sea views and an indoor pool.
7.6
Very good2 reviews
From   US$ 203 /nightSelect
Not available
Located a few steps from Holley-Williams House, the hotel features 16 rooms with views over the city.
8.0
Great
From   US$ 258 /nightSelect
Not available
This venue welcomes guests in the heart of Greenfield, offering 59 rooms, cross-country skiing, rock climbing and snowshoeing.
6.2
Nice17 reviews
From   US$ 81 /nightSelect
Not available
The budget hotel is located in a mountain area with quick access to The Clark Art Institute.
8.0
Great8 reviews
From   US$ 95 /nightSelect
Not available
Just off Lake Mansfield, this hotel offers a convenient location and includes a fast food restaurant.
7.4
Very good16 reviews
From   US$ 94 /nightSelect
Not available
Featuring convenient access to Western Gateway Heritage State Park right in a ski area, this pleasant hotel provides a casino and a golf course.
7.4
Very good21 reviews
From   US$ 149 /nightSelect
Not available
This hotel offers the lobby bar and 35 rooms together with major location close to The Clark Art Institute.
6.8
Nice92 reviews
From   US$ 83 /nightSelect
Not available
The hotel offers 13 comfortable rooms and guests will be amazed at panoramic views of the city.
8.8
Great35 reviews
From   US$ 146 /nightSelect
Not available
Bed & Breakfast
Within easy reach of The Foundry, this hotel comprises 9 rooms with private bathrooms.
From   US$ 178 /nightSelect
Not available
The hotel is located in the ski area of Lenox, not far away from Pleasant Valley Sanctuary, overlooking the city.
7.0
Very good34 reviews
From   US$ 63 /nightSelect
Not available
Bed & Breakfast
Within easy reach of Norman Rockwell Museum, this hotel comprises 15 rooms with en suite bathrooms.
8.6
Great6 reviews
From   US$ 346 /nightSelect
Not available
Offering hiking and lawn tennis in the area, this accommodation lies next to Lake Mansfield, and within a 40-minute drive of Tanglewood.
8.0
Great11 reviews
From   US$ 193 /nightSelect
Not available
Featuring an indoor swimming pool and a picnic area as well as a heated pool, the hotel is situated in the centre of Great Barrington.
8.0
Great46 reviews
From   US$ 232 /nightSelect
Not available
Located next to Lions Head, the venue comprises 28 rooms with city views.
From   US$ 159 /nightSelect
Not available
The accomodation is conveniently placed near Sheep Hill, offering 64 rooms along with a full service restaurant.
8.4
Great1 review
From   US$ 320 /nightSelect
Not available
The hotel offers a business accommodation with 49 rooms in the mountain area of Lee.
8.2
Great9 reviews
From   US$ 105 /nightSelect
Not available
Providing access to Taconic Trail State Park, this hotel is a 30-minute walk from Williams College and offers a garden restaurant.
6.8
Nice15 reviews
From   US$ 72 /nightSelect
Not available
Situated next to The Mission House in Stockbridge, this hotel features an outdoor swimming pool and offers guests to admire a sweeping view.
9.0
Perfect19 reviews
From   US$ 314 /nightSelect
Not available
This central hotel is nestled in the heart of Great Barrington, not far from Lake Mansfield.
9.2
Perfect41 reviews
From   US$ 98 /nightSelect
Not available
Bed & Breakfast
The hotel offers easy access to Tanglewood Musical Center, boasting 11 rooms in the heart of Lenox.
8.0
Great3 reviews
From   US$ 252 /nightSelect
Not available
Bed & Breakfast
Offering spectacular views of the garden, the hotel welcomes guests to the 24-hour restaurant that serves specialities of Japanese cuisine.
8.8
Great10 reviews
From   US$ 361 /nightSelect
Not available
Bed & Breakfast
Located next to The Guthrie Center & Foundation, the venue comprises 9 rooms with garden views.
9.0
Perfect2 reviews
From   US$ 187 /nightSelect
Not available
Located a few steps from The Clark Art Institute, the hotel features 13 rooms with views over the garden.
7.8
Very good21 reviews
From   US$ 86 /nightSelect
Not available
Constructed in 1982 year, the hotel's building is a reminder of a colonial style, located just off Canoe Meadows Wildlife Sanctuary.
7.6
Very good9 reviews
From   US$ 188 /nightSelect
Not available
Boasting a library, a tennis court and a golf course, the venue with breathtaking views offers 65 rooms in proximity to Ventfort Hall Mansion and Gilded Age Museum.
7.6
Very good4 reviews
From   US$ 444 /nightSelect
Not available
Bed & Breakfast
This hotel features a shared lounge and a library, together with rooms overlooking the garden, and is located in a busy area.
7.8
Very good11 reviews
From   US$ 188 /nightSelect
Not available
Bed & Breakfast
Located next to Lee Premium Outlets, the venue comprises 9 rooms with garden views.
8.0
Great11 reviews
From   US$ 336 /nightSelect
Not available
Hotel
Located a few steps from The Clark Art Institute, the hotel features 48 rooms with views over the mountain.
From   US$ 280 /nightSelect
Not available
Bed & Breakfast
From   US$ 206 /nightSelect
Not available
Just 2 km from Haystack Mountain State Park, the hotel boasts a playroom and board games for children and includes 9 rooms.
8.6
Great1 review
From   US$ 230 /nightSelect
Not available
The hotel is based in a historic-style building located in the old part of Sheffield, offering 7 rooms.
From   US$ 165 /nightSelect
Not available
This hotel features rooms with pool views, while a central location provides easy access to Bousquet Ski Area.
7.0
Very good47 reviews
From   US$ 90 /nightSelect
Not available
There are rooms facing the garden and the hotel is set close to Frelinghuysen Morris House & Studio.
Select
Not available
Bed & Breakfast
Located in a historic area, the hotel has 9 rooms, and it features a ferry port nearby.
8.4
Great2 reviews
From   US$ 209 /nightSelect
Not available
Bed & Breakfast
Offering a seasonal outdoor swimming pool, the hotel is placed in the ski area of Great Barrington, just off Vault Gallery.
8.4
Great
From   US$ 198 /nightSelect
Not available
Bed & Breakfast
Located a few steps from The Bookstore, the hotel features 15 rooms with views over the city.
8.2
Great
From   US$ 225 /nightSelect
Not available
Motel
An outdoor pool area and a picnic area are offered to guests of the central hotel located in the heart of Lee.
8.0
Great8 reviews
From   US$ 113 /nightSelect
Not available
There are rooms facing the courtyard and the hotel is set close to Bousquet Ski Area.
8.0
Great45 reviews
From   US$ 158 /nightSelect
Not available
Located near Kripalu Center for Yoga and Health, the hotel offers mountain views and an outdoor pool.
6.4
Nice3 reviews
From   US$ 142 /nightSelect
Not available
Bed & Breakfast
Boasting location close to Land of Nod Vineyard and Winery, the venue includes 17 rooms and a seasonal outdoor pool.
8.8
Great13 reviews
From   US$ 253 /nightSelect
Not available
In the vicinity of this contemporary there is October Mountain State Forest and guests can also discover the natural area.
6.8
Nice15 reviews
From   US$ 93 /nightSelect
Not available
Featuring convenient access to Williams College right in a mountain area, this designer hotel provides a sun deck, an outdoor pool area and a shared lounge.
6.8
Nice7 reviews
From   US$ 144 /nightSelect
Not available
Located next to Skyline Country Club, the venue comprises 13 rooms with garden views.
From   US$ 50 /nightSelect
Not available
Offering snow skiing and hiking in the area, this accommodation lies next to Williams College Museum of Art, and within a 40-minute drive of Jiminy Peak Mountain Resort.
7.8
Very good37 reviews
From   US$ 89 /nightSelect
Not available
Hotel
Located 3 km from Lenox's city centre, this hotel boasts non-smoking rooms and a seasonal outdoor pool.
8.6
Great13 reviews
From   US$ 874 /nightSelect
Not available
Boasting setting next to October Mountain State Forest, this central property offers a heated pool onsite as well as child care and a mini club for children.
7.0
Very good15 reviews
From   US$ 56 /nightSelect
Not available
Placed close to Mount Greylock State Reservation in the heart of Lanesborough, this hotel offers 9 rooms.
7.6
Very good2 reviews
From   US$ 119 /nightSelect
Not available
Located a few steps from Ramblewild Adventure Park, the hotel features 16 rooms with views over the mountain.
8.2
Great12 reviews
From   US$ 154 /nightSelect
Not available
A short walk from Energy Park, the property welcomes guests to the air-conditioned restaurant on site.
5.8
Guest rating8 reviews
From   US$ 131 /nightSelect
Not available
Located adjacent to Williams College in Williamstown, this hotel offers 17 rooms and a scenic view of the mountain.
8.0
Great1 review
From   US$ 99 /nightSelect
Not available
In the vicinity of this pet-friendly there is Chesterwood Museum and guests can also discover the business area.
7.6
Very good8 reviews
From   US$ 63 /nightSelect
Not available
This hotel features rooms with pool views, while a great location provides easy access to Campbell Falls.
8.2
Great2 reviews
From   US$ 365 /nightSelect
Not available
Bed & Breakfast
Situated close to Norman Rockwell Museum, this hotel in Stockbridge features tennis courts and a golf course.
8.0
Great1 review
From   US$ 219 /nightSelect
Not available
Close to AniMagic in Lee, the pet-friendly hotel is lodged in a historic-style building and consists of 28 rooms.
7.6
Very good25 reviews
From   US$ 67 /nightSelect
Not available
The hotel is lodged in an organic-style building close to Mount Greylock, boasting 7 rooms, snow skiing, hiking and cycling.
8.0
Great1 review
From   US$ 342 /nightSelect
Not available
The hotel was built in 1972 in a ski area of Lenox, and nowadays has 16.
6.0
Guest rating14 reviews
From   US$ 86 /nightSelect
Not available
A few meters away you can enjoy Chapin Library of Rare Books and Manuscripts.
Select
Not available
Bed & Breakfast
There are rooms facing the terrace and the hotel is set close to Furnace Brook Winery at Hilltop Orchards.
9.0
Perfect12 reviews
From   US$ 269 /nightSelect
Not available
Boasting location close to The Clark Art Institute, the venue includes 30 rooms and a heated pool.
8.0
Great10 reviews
From   US$ 122 /nightSelect
Not available
There are rooms facing the garden and the hotel is set close to Pyramid Lake.
Select
Not available
Within easy reach of Real Eyes Gallery, this hotel comprises 16 rooms with private bathrooms.
8.0
Great1 review
From   US$ 144 /nightSelect
Not available
Inn
The luxury hotel is a good starting point to Lenox' sights including Tanglewood and WAM Theatre.
7.6
Very good4 reviews
From   US$ 346 /nightSelect
Not available
8 adults
1 bedroom
3 beds
Situated a 30-minute drive to Chesterfield Gorge, this villa features balcony and a terrace.
From   US$ 215 /nightSelect
Not available
Bringing you close to Berkshire Museum, the hotel offers to try mountain biking, hiking and skiing and is nestled in a colonial-style building.
9.2
Perfect9 reviews
From   US$ 267 /nightSelect
Not available
5 adults
2 bedrooms
3 beds
This property is 15 km from High Ledges Wildlife Sanctuary and welcomes its guests to enjoy canoeing, hiking and skiing.
From   US$ 63 /nightSelect
Not available
Motel
Placed close to Canoe Meadows Wildlife Sanctuary in the centre of Lenox, this hotel offers 20 rooms.
7.6
Very good21 reviews
From   US$ 56 /nightSelect
Not available
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