A red barn with a metal roof, surrounded by a snow-covered landscape and a wooden fence.

Chalets in Hampshire County

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Top Cities in Hampshire County

A town with a prominent red building, a green-roofed building, and a hill in the background.
ChaletsChalets

Easthampton

Easthampton

Our top choices for Hampshire County chalets

A wooden deck with a metal table and chairs, surrounded by a black railing, overlooking a lake and forest.

1. Little Longbow Lakefront Chalet

Little Longbow Lakefront Chalet
Becket
9.8 out of 10, Exceptional, (38 reviews)
"Great property! Super communicative and responsive owner - such a nice place to stay!"
United States
J P.
Little Longbow Lakefront Chalet
Property grounds

2. Sunny Chalet Nestled in the Woods of Ashfield

Sunny Chalet Nestled in the Woods of Ashfield
Ashfield
9.6 out of 10, Exceptional, (25 reviews)
"A magical property and very responsive and pleasant host, All 10s. We stayed for a week with our daughter and granddaughter."
United States
Howard V.
Sunny Chalet Nestled in the Woods of Ashfield
A wooden cabin with a balcony, a red door, and a staircase leading to the entrance.

3. Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut

Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut
Monterey
9.8 out of 10, Exceptional, (30 reviews)
"Beautiful house my friends and I loved it there perfect cozy cabin vibes :) "
United States
Kamille N.
Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut
A view of a forested area with a bench in the foreground.

4. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Charlemont
10.0 out of 10, Exceptional, (2 reviews)
"Our stay at the chalet was exactly what we hoped it would be! The space is in a beautiful location that is perfect for dogs. The host was very helpful and responsive and check in was a breeze. We'll be back for sure!"
United States
Georgia P.
The price is AED 1,238
AED 4,603 total
includes taxes & fees
17 Nov - 18 Nov
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
A small, single-story wooden cabin with a green roof and white trim, surrounded by trees with autumn foliage.

5. Rustic Chalet at Camp Coldbrook!

Rustic Chalet at Camp Coldbrook!
Barre
Rustic Chalet at Camp Coldbrook!
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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Top Hampshire County Hotel Reviews

The Ellery

The Ellery

10/10 Excellent
"Great location, very clean, wonderful staff and beautiful property! Love the lounge area with the cozy fireplace!"
Shannon 1-night trip
Posted 2 hours ago
The Ellery

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