Independent 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 prices for these dates

Tonight
9 Aug - 10 Aug
Tomorrow
10 Aug - 11 Aug
Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug

Top The Berkshires Independent Hotels

Vacation Village in the Berkshires
Relax in a stylish living area with a large carpet, comfortable sofas, and a wooden coffee table.

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1938)
"Very relaxing, clean and convenient for a family vacation. Pool area and grills are well kept and also convenient "
The price is €113
includes taxes & fees
27 Aug - 28 Aug
Vacation Village in the Berkshires
Berkshire Mountain Lodge
Enjoy cooking in this well-equipped kitchen with a double sink, oven, and gas range.

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (548)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge
FairBridge Inn Express
Relax in a spacious room with a large bed, two bedside tables, and a separate bathtub area.

FairBridge Inn Express

2.5 star property
5.4 out of 10, (764)
"Close to our target event a plus"
The price is €68
includes taxes & fees
24 Aug - 25 Aug
FairBridge Inn Express
The Williams Inn
Stunning hotel with a blend of traditional and modern architecture, surrounded by beautifully maintained gardens and a serene water feature.

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (483)
"The property was spacious but still had a cozy feel. "
The price is €224
includes taxes & fees
7 Sept - 8 Sept
The Williams Inn
Berkshires Untold
Relax in a stylish space with a bar area, seating area, and large windows offering views of the outdoors.

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (666)
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
The price is €154
includes taxes & fees
1 Sept - 2 Sept
Berkshires Untold
The Red Lion Inn
Relax by the serene pool surrounded by lounge chairs and umbrellas.

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1002)
"Loved our visit"
The price is €221
includes taxes & fees
13 Aug - 14 Aug
The Red Lion Inn
Jiminy Peak Mountain Resort
Set amidst lush greenery, this hotel complex offers a serene escape with pathways connecting its various buildings.

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (959)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
The price is €153
includes taxes & fees
1 Sept - 2 Sept
Jiminy Peak Mountain Resort
Hotel On North
Enjoy a diverse menu at this restaurant, featuring a selection of drinks and a modern design.

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (752)
"Staff were excellent and welcoming."
The price is €172
includes taxes & fees
8 Sept - 9 Sept
Hotel On North
Berkshire Inn
Relax in comfort with a large bed and stylish seating area.

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (791)
"good location....easy access to highlight destinations and downtown"
The price is €96
includes taxes & fees
12 Aug - 13 Aug
Berkshire Inn
The Constance by the Lenox Collection
Situated in a tranquil setting, The Whittock offers a traditional home with a covered front porch and mature trees surrounding the property.

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (510)
"Property was excellent "
The price is €146
includes taxes & fees
3 Sept - 4 Sept
The Constance by the Lenox Collection
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top The Berkshires Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Reallt liked the property. Great location. Would suggest more comfortable chairs outside."
Susan 6-night trip
Posted 14 hours ago
Berkshire Mountain Lodge