
Ashuwillticook Rail Trail Vacations from $670
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The Latest Ashuwillticook Rail Trail vacation packages
Price found within the past 48 hours. Click for updated prices.

AutoCamp Catskills
Save 100% on your flight
per person
Sep 11 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
9/10 Wonderful! (408 reviews)
Fun stay at this well designed property- enjoyed the spacious clubhouse for a leisurely breakfast, a comfortable stay in our well equipped airstream. It was quieter than expected despite many other lodgers. Great spot for exploring Saugerties and Woodstock.
Reviewed on Jul 30, 2025

Coldbrook Bed and Breakfast
Save 100% on your flight
per person
Sep 11 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
10/10 Exceptional! (6 reviews)
This property is gorgeous and the owners did an amazing job at creating a tranquil environment for their guests to enjoy. The check-in process is seamless, the food is delicious, and the rooms are clean and comfortable. We would highly recommend and absolutely come back ourselves.
Reviewed on Apr 23, 2025



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View all tripsAshuwillticook Rail Trail Hotel Deals

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $132 total per night from Aug 10 to Aug 11
$132 total
Aug 10 - Aug 11
Total includes taxes and fees
8.6/10 Excellent! (1,921 reviews)
"Excellent"
Reviewed on Aug 2, 2025

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $120 total per night from Sep 1 to Sep 2
$120 total
Sep 1 - Sep 2
Total includes taxes and fees
8.8/10 Excellent! (538 reviews)
"Great price for area with clean and spacious suites. Would be perfect if offered on site breakfast."
Reviewed on Aug 3, 2025

FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $78 total per night from Sep 2 to Sep 3
$78 total
Sep 2 - Sep 3
Total includes taxes and fees
5.2/10 (760 reviews)
"This family is professional and kind. I left a $100 tip because I watched attend to her guests and her two Autistic sons as well as her elderly parent. Amazing"
Reviewed on Aug 2, 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.