Name: Hotel Downstreet, Ascend Hotel Collection
Price range: $170 total
Rating: 8.6

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.

The Hidden Inn

$321

per person

Oct 3 - Oct 5

found 1 day ago

Roundtrip flight included

Orlando (ORL) to Hudson (HCC)

9.4/10 Exceptional! (37 reviews)

Great restaurant right downstairs. Quiet little town. Will be going back.

Reviewed on Aug 13, 2025

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

Save 100% on your flight

$3,050

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Orlando (ORL) to Hudson (HCC)

No reviews

Woodstock Way Hotel

Save 100% on your flight

$972

per person

Oct 3 - Oct 5

found 1 day ago

Roundtrip flight included

Orlando (ORL) to Hudson (HCC)

9.4/10 Exceptional! (164 reviews)

Loved everything about it, especially large deck with view of waterfall. Interiors were beautiful and contemporary in a very convenient and comfortable way. No negatives.

Reviewed on Aug 18, 2025

Hotel Vienna

Save 100% on your flight

$418

per person

Oct 4 - Oct 8

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Hudson (HCC)

9.4/10 Exceptional! (605 reviews)

Friendly staff , direct access to states trails.very nice !

Reviewed on Aug 16, 2025

Coldbrook Bed and Breakfast

Save 100% on your flight

$392

per person

Oct 3 - Oct 5

found 1 day ago

Roundtrip flight included

Orlando (ORL) to Hudson (HCC)

10/10 Exceptional! (7 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

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

$130 nightly

$145 total

Aug 27 - Aug 28

Total includes taxes and fees

8.6/10 Excellent! (1,950 reviews)

Love Vacation Village!

"Love everything about this place. If you want a true home away from home this is the place. The only miss is streaming abilities for at night, but an extra hdmi to type C cable,and we were all set!"

Reviewed on Aug 16, 2025

Berkshire Mountain Lodge

8 Dan Fox Dr, Pittsfield, MA

Fully refundableReserve now, pay when you stay

$108 nightly

$120 total

Sep 7 - Sep 8

Total includes taxes and fees

8.8/10 Excellent! (571 reviews)

"Shower/tub side in accessible room was extremely high fyi."

Reviewed on Aug 17, 2025

Hotel Downstreet, Ascend Hotel Collection

40 Main St, North Adams, MA

Fully refundableReserve now, pay when you stay

$152 nightly

$170 total

Aug 24 - Aug 25

Total includes taxes and fees

8.6/10 Excellent! (1,004 reviews)

"Walking distance to MassMOCA and several good restaurants and coffee shops."

Reviewed on Aug 15, 2025

See all 1,089 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.