
Ashley Falls Vacations from $206
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The Latest Ashley Falls vacation packages
Price found within the past 48 hours. Click for updated prices.





Woodstock Way Hotel
Save 100% on your flight
Price was $607, price is now $490 per person
$490
per person
Jan 18 - Jan 21
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
9.6/10 Exceptional! (205 reviews)
There was a small, brown stain on the white sheets on the bed. The bathroom hook was broken as was the bottom of the mirror. We were on the ground floor and you can also hear EVERYTHING from the room above and next door. It was hard to sleep because of the noise. I will say that the decor of the room was super cute, the location was great and I would go back.
Reviewed on Nov 24, 2025
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The Blue Elm - A Historic Berkshire Cottage
Sheffield MA
10/10 Exceptional! (14 reviews)
Nick and Tiffany were very welcoming and made check-in, check-out and everything in between very easy and seamless. The Blue Elm is a very comfortable cottage and we loved the historic elements that were used. we completely enjoyed our stay there and will stay again when we return to the area to ...
Reviewed on Nov 23, 2025

The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $206 total per night from Dec 21 to Dec 22
$206 total
Dec 21 - Dec 22
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Quaint Inn located in the Berkshire. Dinner in the tavern was delish. The main inn lobby has plenty of seating to lounge around and people watch. We enjoyed our stay.
Reviewed on Nov 20, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Fully refundable
$119 nightly
The price is $133 total per night from Dec 1 to Dec 2
$133 total
Dec 1 - Dec 2
Total with taxes and fees
9/10 Wonderful! (789 reviews)
We loved the room!! Very comfy bed !
Reviewed on Nov 22, 2025
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.
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