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Most frequently booked The Berkshires hotels

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Williamstown, MA

45.77 km from city centre

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Stay at this 3-star 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

Quality Inn

372 Main Street, Rte 7 and Main Street, Great Barrington, MA

17.96 km from city centre

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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

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St, Pittsfield, MA

Free cancellation

Reserve now, pay when you stay

32.58 km from city centre

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Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Tracy Brook Wildlife Sanctuary are located nearby.

Breakfast included

Pet-friendly

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

190 Meadow Street, South Lee, MA

15.68 km from city centre

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Stay at this 3.5-star 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 Tanglewood Music Center and Berkshire Theatre Festival are located nearby.

Pool

Air conditioning

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd, Lenox, MA

28.03 km from city centre

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Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.

Pool

Hot tub

Hotel Downstreet, Ascend Hotel Collection

40 Main St, North Adams, MA

Free cancellation

Reserve now, pay when you stay

59.28 km from city centre

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Stay at this 3-star 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

The Constance by the Lenox Collection

11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA

23.83 km from city centre

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Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.

Breakfast included

Pet-friendly

The Red Lion Inn

30 Main Street, Stockbridge, MA

18.53 km from city centre

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Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.

Pool

Spa

Berkshires Untold

194 Pittsfield Rd, Lenox, MA

26.43 km from city centre

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Stay at this 3.5-star 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 Tanglewood Music Center and Kennedy Park are located nearby.

Pet-friendly

Parking included

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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

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Top family friendly The Berkshires hotel deals

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Williamstown, MA

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8.6/10 Excellent! (1,828 reviews)

Top cheap The Berkshires hotel deals

Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd, West Stockbridge, MA

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6.8/10 (970 reviews)

Top hotels in The Berkshires for Extended Stay

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

Hancock

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	1,099 hotels
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Popular hotels	Vacation Village in the Berkshires, Quality Inn, Best Western Plus Berkshire Hills Inn & Suites, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Yankee, Trademark Collection by Wyndham, Hotel Downstreet, Ascend Hotel Collection, The Constance by the Lenox Collection, The Red Lion Inn, Berkshires Untold