Book Cheap Hotels in The Berkshires
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Most frequently booked The Berkshires hotels

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free cancellation
Reserve now, pay when you stay
45.77 km from city centre
The price is CA $104 per night
CA $104
CA $132 total
Nov 29 - Nov 30
includes taxes & fees
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Parking included

Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Free cancellation
59.28 km from city centre
The price is CA $151 per night
CA $151
CA $169 total
Dec 20 - Dec 21
includes taxes & fees
Book a stay at this business-friendly hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MCLA Gallery 51 and North Adams Center are located nearby.
Pool
Hot tub

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free cancellation
Reserve now, pay when you stay
28.87 km from city centre
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Guido's Marketplace and Herman Melville's Arrowhead are located nearby.
Pool
Hot tub

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Free cancellation
32.47 km from city centre
The price is CA $126 per night
CA $126
CA $141 total
Nov 29 - Nov 30
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.
Pool
Pet-friendly

The Williams Inn
101 Spring Street Williamstown MA
Free cancellation
Reserve now, pay when you stay
60.53 km from city centre
The price is CA $278 per night
CA $278
CA $310 total
Nov 30 - Dec 1
includes taxes & fees
Book a stay at this business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Williams College Schow Science Library and Denison Park are located nearby.
Pet-friendly
Parking included

Berkshires Untold
194 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
26.43 km from city centre
The price is CA $131 per night
CA $131
CA $146 total
Nov 30 - Dec 1
includes taxes & fees
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kennedy Park and Pleasant Valley Wilderness Sanctuary are located nearby.
Pet-friendly
Parking included

The Red Lion Inn
30 Main Street Stockbridge MA
Free cancellation
Reserve now, pay when you stay
18.53 km from city centre
The price is CA $214 per night
CA $214
CA $303 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Schantz Galleries and Mission House are located nearby.
Pool
Spa

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Free cancellation
15.68 km from city centre
The price is CA $150 per night
CA $150
CA $187 total
Nov 30 - Dec 1
includes taxes & fees
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Berkshire Theatre Festival and Schantz Galleries are located nearby.
Pool
Air conditioning

Quality Inn
372 Main Street Great Barrington MA
Free cancellation
Reserve now, pay when you stay
17.96 km from city centre
The price is CA $119 per night
CA $119
CA $133 total
Dec 8 - Dec 9
includes taxes & fees
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mahaiwe Performing Arts Center and Housatonic River Walk are located nearby.
Breakfast included
Parking included
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.
Hotels in The Berkshires with star rating
Check The Berkshires hotel room prices by star rating

4 Star Hotels
12 properties

3 Star Hotels
108 properties
Top family friendly The Berkshires hotel deals

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is CA $104 per night from Nov 29 to Nov 30
CA $104
CA $132 total
Nov 29 - Nov 30
includes taxes & fees
8.6/10 Excellent! (2,137 reviews)
Top cheap The Berkshires hotel deals

Pleasant Valley Motel West Stockbridge
42 Stockbridge Rd West Stockbridge MA
The price is CA $86 per night from Nov 29 to Nov 30
CA $86
CA $94 total
Nov 29 - Nov 30
includes taxes & fees
6.6/10 (1,001 reviews)
Top hotels in The Berkshires for Extended Stay

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Hancock MA
10/10 Exceptional! (4 reviews)
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.
The Berkshires hotels essential information
Accommodation | 1,095 hotels |
|---|---|
Lowest Price | CA $92 |
Highest Price | CA $310 |
Popular hotels | Vacation Village in the Berkshires, Hotel Downstreet, an Ascend Collection Hotel, Berkshire Mountain Lodge, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Williams Inn, Berkshires Untold, The Red Lion Inn, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Quality Inn |
Recent The Berkshires hotel reviews by fellow wanderers

Hotel On North
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Wonderful stay, as usual. I have business in the Pittsfield area, 3 or 4 times a year and wouldn’t think of staying anywhere else. Quiet, comfortable….staff is always helpful and friendly….restaurant in the building is just another plus."
A verified traveller from Westmoreland stayed at Hotel On North
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