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Check prices on hotels in The Berkshires

Tonight May 26 - May 27
This weekend May 31 - Jun 2
Next weekend Jun 7 - Jun 9

Top 10 Hotels in The Berkshires

See all 306 Properties in The Berkshires

Estimated price for 1 night/2 adults

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St, Pittsfield, MA
Best Western Plus Berkshire Hills Inn & Suites
  • Free Cancellation
  • Reserve now, pay when you stay
2.5 out of 5.0
 
 

Located in the heart of Pittsfield, this hotel is 1.7 mi (2.7 km) from Hancock Shaker Village and within 6 mi (10 km) of Colonial Theater and Berkshire Museum. ...

$88 per night for 2 guests

May 27 - May 28
Days Inn by Wyndham Great Barrington

Days Inn by Wyndham Great Barrington

372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Days Inn by Wyndham Great Barrington
  • Free Cancellation
  • Reserve now, pay when you stay
2.0 out of 5.0
 
 

Situated in Great Barrington, this motel is within 1 mi (2 km) of Mahaiwe Performing Arts Center and Lake Mansfield Park. W.E.B. Du Bois Boyhood Homesite is ...

$57 per night for 2 guests

Jun 2 - Jun 3
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd, Lenox, MA
Courtyard by Marriott Lenox Berkshires
  • Free Cancellation
  • Reserve now, pay when you stay
3.0 out of 5.0
 
 

Situated in Lenox, this hotel is 0.1 mi (0.2 km) from Kennedy Park and 2.9 mi (4.6 km) from Tanglewood Music Center. Lenox Library and Pleasant Valley Wilderness ...

$127 per night for 2 guests

Jun 9 - Jun 10
Berkshire Hills Country Inn

Berkshire Hills Country Inn

1146 Cold Spring Road, Williamstown, MA
Berkshire Hills Country Inn
  • Free Cancellation
  • Reserve now, pay when you stay
2.5 out of 5.0
 
 

Situated in Williamstown, this hotel is 2.2 mi (3.6 km) from Williamstown Historical Museum and 2.7 mi (4.3 km) from Williams College. Waubeeka Golf Links and ...

$79 per night for 2 guests

May 28 - May 29
Yankee Inn

Yankee Inn

461 Pittsfield Rd, Lenox, MA
Yankee Inn
  • Free Cancellation
  • Reserve now, pay when you stay
2.5 out of 5.0
 
 

Located in the heart of Lenox, this hotel is 0.7 mi (1.1 km) from Kennedy Park and within 3 mi (5 km) of Pleasant Valley Wilderness Sanctuary and Arrowhead Museum. ...

$85 per night for 2 guests

Jun 9 - Jun 10
The Red Lion Inn

The Red Lion Inn

30 Main Street, Stockbridge, MA
The Red Lion Inn
  • Free Cancellation
  • Reserve now, pay when you stay
3.5 out of 5.0
 
 

Situated in the historical district, this historic hotel is within a 15-minute walk of Mission House, Berkshire Theatre Festival, and Naumkeag. National Shrine ...

$110 per night for 2 guests

May 27 - May 28
The Williams Inn

The Williams Inn

1090 Main Street, Williamstown, MA
The Williams Inn
  • Free Cancellation
  • Reserve now, pay when you stay
3.0 out of 5.0
 
 

Situated in Williamstown, this hotel is within a 10-minute walk of Williamstown Historical Museum and Williams College. 62 Center for Theater and Dance and Chapin ...

$115 per night for 2 guests

May 27 - May 28
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

249 Stockbridge Rd, Great Barrington, MA
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
  • Free Cancellation
  • Reserve now, pay when you stay
2.5 out of 5.0
 
 

This family-friendly Great Barrington hotel is located in the mountains, within 2 mi (3 km) of Mahaiwe Performing Arts Center and Lake Mansfield Park. Ski Butternut ...

$144 per night for 2 guests

Jun 3 - Jun 4
The Orchards Hotel

The Orchards Hotel

222 Adams Rd, Williamstown, MA
The Orchards Hotel
  • Free Cancellation
  • Reserve now, pay when you stay
3.5 out of 5.0
 
 

Situated in a rural location, this hotel is within 1 mi (2 km) of Hopkins Observatory and Williams College. Williams College Museum of Art and Chapin Library ...

$179 per night for 2 guests

May 27 - May 28
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

37 Corey Rd, Hancock, MA
Jiminy Peak Mountain Resort
    3.0 out of 5.0
     
     

    Located in the mountains, this Hancock condo resort offers ski-in/ski-out access within 12 mi (20 km) of Mount Greylock State Reservation Visitor Center, Waubeeka ...

    $115 per night for 2 guests

    Jun 2 - Jun 3
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