Ashuwillticook Rail Trail Vacation Packages 2026 from $679

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The Latest Ashuwillticook Rail Trail vacation packages

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

Hotel Vienna

$679

per person

Oct 28 - Nov 1

found 1 day ago

Roundtrip flight included

Las Vegas (LAS) to Hudson (HCC)

9.4/10 Exceptional! (859 reviews)

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

Save 100% on your flight

$4,568

per person

Oct 28 - Nov 1

found 1 day ago

Roundtrip flight included

Las Vegas (LAS) to Hudson (HCC)

No reviews

Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

Save 100% on your flight

$4,556

per person

Oct 28 - Nov 1

found 1 day ago

Roundtrip flight included

Las Vegas (LAS) to Hudson (HCC)

No reviews

Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

Save 100% on your flight

$2,187

per person

Oct 28 - Nov 1

found 1 day ago

Roundtrip flight included

Las Vegas (LAS) to Hudson (HCC)

No reviews

The Haüs Windham

$1,049

per person

Oct 28 - Nov 1

found 1 day ago

Roundtrip flight included

Las Vegas (LAS) to Hudson (HCC)

7.8/10 Good! (34 reviews)

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Ashuwillticook Rail Trail Hotel Deals

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Fully refundableReserve now, pay when you stay

$447 nightly

$520 total

Oct 4 - Oct 5

Total with taxes and fees

9.2/10 Wonderful! (4,826 reviews)

"x"

Reviewed on Sep 21, 2026

Seaport Hotel Boston

1 Seaport Lane Boston MA

Fully refundableReserve now, pay when you stay

$276 nightly

$320 total

Oct 4 - Oct 5

Total with taxes and fees

9.6/10 Exceptional! (5,014 reviews)

"The location is great, but the hotel rooms are little outdated."

Reviewed on Sep 22, 2026

The Revolution Hotel

40 Berkeley Street Boston MA

Fully refundableReserve now, pay when you stay

$252 nightly

$293 total

Sep 27 - Sep 28

Total with taxes and fees

See all 17,902 properties in Massachusetts

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.