The Berkshires Hotel Guide - Ski Hotels in The Berkshires, Massachusetts

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires Ski Hotels

Top The Berkshires Ski Hotels

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1976)
"Beautiful location!"
Vacation Village in the Berkshires
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1008)
"Wonderful place to stay"
The price is €114
includes taxes & fees
1 Sept - 2 Sept
The Yankee, Trademark Collection by Wyndham
Berkshire Valley Inn
Exterior

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (560)
"Super "
The price is €159
includes taxes & fees
10 Sept - 11 Sept
Berkshire Valley Inn
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (969)
"Quiet, clean, accessible. "
The price is €152
includes taxes & fees
2 Sept - 3 Sept
Jiminy Peak Mountain Resort
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Great staff! Comfortable bed! "
The price is €137
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Berkshires-Lenox
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (744)
"A great mom & pop motel. Clean and friendly "
Monument Mountain Motel
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (422)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is €154
includes taxes & fees
4 Sept - 5 Sept
Shaker Mill Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (732)
"We had a nice stay at the Fairfield Inn in Great Barrington. It’s conveniently located not far from downtown and just a short drive to Stockbridge. The front desk staff was welcoming, the room spacious and clean, and plenty of breakfast items to choose from. Definitely recommend!"
The price is €144
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (868)
"Consistently a clean room with welcoming staff."
The price is €104
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1005)
"Great location and close enough to walk to shops and restaurants. "
The price is €89
includes taxes & fees
23 Sept - 24 Sept
Quality Inn
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.

Top The Berkshires Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia