Name: Berkshire Mountain Lodge
Price range: $120 total
Rating: 9

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.

Eastwind Windham

$393

per person

Jun 18 - Jun 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Hudson (HCC)

9.2/10 Wonderful! (96 reviews)

Great ty, sauna was not working unfortunately

Reviewed on Feb 24, 2026

Hotel Vienna

$426

per person

Jun 18 - Jun 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Hudson (HCC)

9.4/10 Exceptional! (788 reviews)

The breakfast was my favorite! Everything was fresh out of the oven! Checking in was great and the front staff is amazing. I loved everything about our stay and would definitely book again!

Reviewed on Apr 11, 2026

Wylder Hotel Windham

$497

per person

Jun 18 - Jun 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Hudson (HCC)

8.8/10 Excellent! (96 reviews)

Beautiful scenery and great staff

Reviewed on Mar 22, 2026

The Haüs Windham

$545

per person

Jun 18 - Jun 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Hudson (HCC)

7.6/10 Good! (25 reviews)

I stayed in the mirror cabin everything was great just prepare to have no microwave and or a burner. So you cannot cook or heat anything up. I was able to make it work by just getting stuff that can be eaten cold and then going out to dinner which was fine. Also because the cabin is mirror please note birds constantly fly into it on purpose. It was one bird that every day i was there from morning to night was hitting the glass and it did get very annoying.

Reviewed on Apr 20, 2026

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

Berkshires Untold

194 Pittsfield Rd Lenox MA

Fully refundableReserve now, pay when you stay

$87 nightly

$97 total

Apr 22 - Apr 23

Total with taxes and fees

9/10 Wonderful! (906 reviews)

Room was as described. Great cost in the offseason.

Reviewed on Apr 20, 2026

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

Fully refundableReserve now, pay when you stay

$108 nightly

$120 total

May 3 - May 4

Total with taxes and fees

8.8/10 Excellent! (2,335 reviews)

While this is a good value for the money for a one bedroom with separate kitchenette and living area, this is basically 2nd or 3rd rate for a timeshare unit. Couch is uncomfortable to sit on and bed isn't the best. Didn't provide some very basics, such as dish soap to wash dishes and pans which are ...

Reviewed on Apr 18, 2026

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Fully refundableReserve now, pay when you stay

$108 nightly

$120 total

May 20 - May 21

Total with taxes and fees

9/10 Wonderful! (909 reviews)

Large suite. Very clean. Close to everything.

Reviewed on Apr 19, 2026

See all 1,107 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.