Name: Vacation Village in the Berkshires
Price range: $162 total
Rating: 8.8

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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

$819

per person

Aug 10 - Aug 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Hudson (HCC)

7.6/10 Good! (29 reviews)

I stayed in the mirror cabin everything was great just prepare to have no microwave and or a burner. So you cannot cook or heat anything up. I was able to make it work by just getting stuff that can be eaten cold and then going out to dinner which was fine. Also because the cabin is mirror please note birds constantly fly into it on purpose. It was one bird that every day i was there from morning to night was hitting the glass and it did get very annoying.

Reviewed on Apr 20, 2026

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

Save 100% on your flight

$10,582

per person

Aug 10 - Aug 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Hudson (HCC)

No reviews

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

Save 100% on your flight

$10,594

per person

Aug 10 - Aug 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Hudson (HCC)

No reviews

Scenic Catskills Retreat Pool, Hot Tub, Game Room, Lake & Views Mountainview Estate by Avantstay

Save 100% on your flight

$6,166

per person

Aug 10 - Aug 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Hudson (HCC)

No reviews

Wylder Hotel Windham

$1,074

per person

Aug 10 - Aug 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Hudson (HCC)

8.8/10 Excellent! (98 reviews)

Family Weekend Getaway. This is our 4th time at this property. Our first time was a year ago during Memorial Day Weekend. Although it was a very droopy weekend, Wylder made it an unforgettable moment . Enough to come back several times. May 16 weekend was one if the best, the weather was perfect, the food as always delicious and the staff amazing. Wylder will always be a perfect location with or without kids/furry babies . I am all ready looking for our next weekend getaway.

Reviewed on May 18, 2026

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Ashuwillticook Rail Trail Hotel Deals

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Fully refundableReserve now, pay when you stay

$155 nightly

$173 total

Jun 1 - Jun 2

Total with taxes and fees

9/10 Wonderful! (960 reviews)

"Hot tub doesn’t go above 95 which is colder than you think, didn’t have any luggage carts available after asking 3 different people, but it’s a charming place to end on a positive note"

Reviewed on May 28, 2026

Berkshires Untold

194 Pittsfield Rd Lenox MA

Fully refundableReserve now, pay when you stay

$119 nightly

$133 total

Jun 1 - Jun 2

Total with taxes and fees

9/10 Wonderful! (964 reviews)

"The converted motel has several appealing features — it was clean, the Le Labo products smelled wonderful, and the lobby bar is beautifully designed. Unfortunately, the level of service fell well below expectations. Two days before our arrival, I received a survey asking whether we’d like any additional ..."

Reviewed on May 27, 2026

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

Fully refundableReserve now, pay when you stay

$145 nightly

$162 total

Jun 1 - Jun 2

Total with taxes and fees

8.8/10 Excellent! (2,381 reviews)

"The place was nice quiet and peaceful. There is a few activities to do on site. Restaurants are not on the property or associated with them. My only issue was during check in. The lady kept sitting my cards on the counter instead of back in my hand like I handed them to here."

Reviewed on May 30, 2026

See all 1,096 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.