Ashuwillticook Rail Trail Vacation Packages 2026 from $603

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The Latest Ashuwillticook Rail Trail vacation packages

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

Hotel Vienna

$603

per person

Nov 20 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Hudson (HCC)

9.4/10 Exceptional! (878 reviews)

Wylder Hotel Windham

$650

per person

Nov 20 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Hudson (HCC)

8.8/10 Excellent! (128 reviews)

Clean and comfortable, but No heater , it was so cold. No free wifi .

Reviewed on Oct 19, 2026

The Haüs Windham

$844

per person

Nov 20 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Hudson (HCC)

7.8/10 Good! (35 reviews)

Definitely see this place its great

Reviewed on Oct 16, 2026

Eastwind Windham

$668

per person

Nov 20 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Hudson (HCC)

9.2/10 Wonderful! (120 reviews)

Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay.

Reviewed on Oct 20, 2026

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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

$302 nightly

$352 total

Oct 31 - Nov 1

Total with taxes and fees

9.2/10 Wonderful! (4,924 reviews)

"Though the room was smaller than I had expected, it was very comfortable and the view was great."

Reviewed on Oct 20, 2026

The Revolution Hotel

40 Berkeley Street Boston MA

Fully refundableReserve now, pay when you stay

$175 nightly

$204 total

Nov 8 - Nov 9

Total with taxes and fees

Seaport Hotel Boston

1 Seaport Lane Boston MA

Fully refundableReserve now, pay when you stay

$219 nightly

$254 total

Nov 1 - Nov 2

Total with taxes and fees

See all 17,930 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.