Name: Berkshire Mountain Lodge
Price range: $164 total
Rating: 8.8

Plan, book, travel with confidence

Better together

Save up to $1,045 when you book a flight and hotel together*

Find the right fit

With over 300,000 hotels worldwide, it's easy to create a perfect package

Rest easy

Plan, book, and manage your trip all in one place

The Latest Ashuwillticook Rail Trail vacation packages

Price found within the past 48 hours. Click for updated prices.

Coldbrook Bed and Breakfast

Save 100% on your flight

per person

Oct 2 - Oct 5

found 5 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Hudson (HCC)

10/10 Exceptional! (6 reviews)

Superbly designed B&B where comfort is found in every detail - from the beds to the fire pit with s'mores kits to the breakfast choices. Amazing experience - the modern, fresh and inviting design of this B&B is nestled in the woods with views of the mountains. We spent a long weekend here, exploring the local towns and trails by day, happy to come home to this lovely B&B every evening. We'll be back!

Reviewed on Aug 4, 2025

Game Farm Villa by Avantstay 10bdr, Private Pond, Spa, Pool Family-friendly

Save 100% on your flight

per person

Oct 15 - Oct 19

found 23 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Hudson (HCC)

No reviews

AutoCamp Catskills

Save 100% on your flight

per person

Oct 15 - Oct 19

found 23 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) 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

Woodstock Way Hotel

Save 100% on your flight

per person

Oct 2 - Oct 5

found 5 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Hudson (HCC)

9.6/10 Exceptional! (161 reviews)

Improve the service

Reviewed on Jul 31, 2025

Family Fun Oasis Hot Tub Steam Room Pool Stream Firepit Games

Save 100% on your flight

per person

Oct 15 - Oct 19

found 23 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Hudson (HCC)

No reviews

Don't see what you're looking for?

See all available trips from Columbus to Ashuwillticook Rail Trail

View all trips

Ashuwillticook Rail Trail Hotel Deals

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Williamstown, MA

Fully refundableReserve now, pay when you stay

$102 nightly

$114 total

Aug 27 - Aug 28

Total includes taxes and fees

8.6/10 Excellent! (1,928 reviews)

"Nice and quiet also clean."

Reviewed on Aug 4, 2025

Berkshire Mountain Lodge

8 Dan Fox Dr, Pittsfield, MA

Fully refundableReserve now, pay when you stay

$146 nightly

$164 total

Aug 24 - Aug 25

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

$78 total

Aug 10 - Aug 11

Total includes taxes and fees

5.2/10 (761 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

See all 1,091 properties in Ashuwillticook Rail Trail

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.