
The Berkshires Holidays
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Photo by Photo courtesy of Berkshire Visitors Bureau
Top hotels in The Berkshires

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is 2.731.553 ₫ per night from 19 Jan to 20 Jan
2.731.553 ₫
3.339.349 ₫ total
19 Jan - 20 Jan
includes taxes & fees
8.6/10 Excellent! (2,205 reviews)
The amount of space and super comfortable bed was such a pleasure!
Reviewed on 13 Jan 2026

The Williams Inn
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
The price is 4.890.533 ₫ per night from 25 Jan to 26 Jan
4.890.533 ₫
5.462.726 ₫ total
25 Jan - 26 Jan
includes taxes & fees
9.6/10 Exceptional! (560 reviews)
General ambience is lovely.
Reviewed on 8 Jan 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is 2.574.656 ₫ per night from 23 Jan to 24 Jan
2.574.656 ₫
2.875.996 ₫ total
23 Jan - 24 Jan
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Staff was very courteous and rooms clean.
Reviewed on 12 Jan 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.
Popular places to visit

Jiminy Peak Mountain Resort
4/5(1 review)
Hit the slopes in Hancock with a visit to Jiminy Peak Mountain Resort. Discover the mountain views in this quaint area.

Bousquet Ski Area
Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area.

Mount Greylock
4.5/5(3 reviews)
Explore the great outdoors at Mount Greylock and enjoy the mountain views during your trip to Adams. You can seek out the ski slopes while in the area.
