Ashuwillticook Rail Trail Vacations from $950

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The Latest Ashuwillticook Rail Trail vacation packages

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

The Haüs Windham

$950
per person
Oct 17 - Oct 21
just found
Roundtrip flight included
St. George's (BDA) to Hudson (HCC)
7.8/10 Good! (34 reviews)
Firstly I would like to say communication with the staff is extremely difficult. Constantly having to call multiple times to get to someone. For example, the code given for room wasn’t correct and communication took forever. There was no toiletries whatsoever and since communication was so hard it forced us to buy our own paper towels, towels, rags, etc. The property was nice but it was clear no housekeeping had been in there before we came. The nature was probably the only thing that made up for all the inconveniences.

Reviewed on Aug 13, 2026

Wylder Hotel Windham

Wylder Hotel Windham

$1,013
per person
Oct 17 - Oct 21
found 2 hours ago
Roundtrip flight included
St. George's (BDA) to Hudson (HCC)
8.8/10 Excellent! (120 reviews)
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

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

$2,289
per person
Oct 17 - Oct 21
found 2 hours ago
Roundtrip flight included
St. George's (BDA) to Hudson (HCC)
No reviews
Windham NY Escape

Windham NY Escape

$1,108
per person
Oct 17 - Oct 21
just found
Roundtrip flight included
St. George's (BDA) to Hudson (HCC)
10/10 Exceptional! (1 review)
The best

Reviewed on Oct 6, 2025

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Ashuwillticook Rail Trail Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
$219 nightly
$254 total
Sep 20 - Sep 21
Total with taxes and fees
Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$151 nightly
$176 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (2,887 reviews)
"Amazing design and comfortable space. This hotel is very clean and helpful."

Reviewed on Sep 4, 2026

The Revolution Hotel
Encore Boston Harbor

Encore Boston Harbor

1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
$328 nightly
$367 total
Oct 4 - Oct 5
Total with taxes and fees
Encore Boston Harbor
See all 18,214 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.

Find the Best Ashuwillticook Rail Trail Vacation Packages

Ashuwillticook Rail Trail Essential Information

Language
English
Currency
U.S dollars

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