Search Chalets in The Berkshires

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select The Berkshires Chalets

View from property
Little Longbow Lakefront Chalet
10.0 out of 10, Exceptional, (4)
"House is well kept and very clean. Pretty view. Quiet and calm area to relax in, wish we had more days here. Very good WIFI and flat screens also."
Little Longbow Lakefront Chalet
3 bedrooms, desk, iron/ironing board, free WiFi
Private Berkshires Hilltop Retreat w Magic View, 1mi to Lake Garfield Beach
9.8 out of 10, Exceptional, (21)
"Beautiful well kept house in the Berkshires, great view and layout. Close to amazing nature and Great Barrington if you need anything. Wonderful trip!"
Private Berkshires Hilltop Retreat w Magic View, 1mi to Lake Garfield Beach
Exterior
Lenox Chalet: Walk to Town, Mobility friendly, Amazing Views. Dog Friendly!
Lenox Chalet: Walk to Town, Mobility friendly, Amazing Views. Dog Friendly!
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Property grounds
Nature retreat by Brook
Nature retreat by Brook
Don't see what you're looking for?
See all available properties in The Berkshires
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.

Other property types in The Berkshires

Exterior
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, (857)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is £136
includes taxes & fees
4 Jun - 5 Jun
Jiminy Peak Mountain Resort
7 bedrooms, iron/ironing board, cots/infant beds, Internet
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Interior
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
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.

The Berkshires Chalets information

Number of reviews
25
Accommodation
2 Chalets
Lowest Price
Highest Price

The Berkshires Hotel Reviews
Expedia verified reviews

The Lenox Collection

The Lenox Collection

5/5 Excellent
"😊"
A verified traveller stayed at The Lenox Collection
Posted 3 days ago
The Lenox Collection