
Ashuwillticook Rail Trail Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Chris Addams
Top hotels in Ashuwillticook Rail Trail

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is Rp1.521.311 per night from 12 Nov to 13 Nov
Rp1.521.311
Rp1.881.241 total
12 Nov - 13 Nov
includes taxes & fees
8.6/10 Excellent! (2,079 reviews)
Front desk was friendly and helpful. Plenty of parking near our specific unit. Our room was clean, spacious, and very comfortable. The pool and hot tub area were clean and had plenty of towels to use. This was our first time here and we will definitely come back.
Reviewed on 19 Oct 2025

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is Rp1.545.763 per night from 4 Nov to 5 Nov
Rp1.545.763
Rp2.097.127 total
4 Nov - 5 Nov
includes taxes & fees
8.8/10 Excellent! (721 reviews)
Room was very spacious with separate bedroom and full kitchen. Pool/hot tub area was great. Conveniently located to local attractions and restaurants.
Reviewed on 20 Oct 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Fully refundable
The price is Rp1.708.255 per night from 19 Nov to 20 Nov
Rp1.708.255
Rp1.908.121 total
19 Nov - 20 Nov
includes taxes & fees
7.8/10 Good! (908 reviews)
Enjoyed dinner and drinks
Reviewed on 18 Oct 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.