Hotels with Entertainment in The Berkshires

    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 Hotels with Entertainment

Tonight
30 Jul - 31 Jul
Tomorrow
31 Jul - 1 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Hotels with Entertainment in The Berkshires

We don't have any properties that match your exact search

Recommended hotels in The Berkshires

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, (476)
"The property was spacious but still had a cozy feel. "
The price is S$317
includes taxes & fees
11 Aug - 12 Aug
The Williams Inn
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, (746)
"Staff were excellent and welcoming."
The price is S$272
includes taxes & fees
4 Aug - 5 Aug
Hotel On North
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, (1915)
"Great stay with all plenty of things to do…"
The price is S$139
includes taxes & fees
25 Aug - 26 Aug
Vacation Village in the Berkshires
Fairfield Inn & Suites by Marriott Williamstown
Experience the Fairfield Inn & Suites' modern design, featuring a prominent brick facade and flat roof.

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (359)
"Great location and breakfast."
The price is S$300
includes taxes & fees
6 Aug - 7 Aug
Fairfield Inn & Suites by Marriott Williamstown
Hampton Inn & Suites Berkshires-Lenox
Hotel features a two-story design with a flat roof and a mix of brick and siding.

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Good lodgings in a great area to visit."
The price is S$244
includes taxes & fees
25 Aug - 26 Aug
Hampton Inn & Suites Berkshires-Lenox
The Porches Inn at Mass MoCA
Traditional buildings with welcoming front porches and easy street access.

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (399)
"I especially like the free EV charging for customers!"
The price is S$351
includes taxes & fees
7 Aug - 8 Aug
The Porches Inn at Mass MoCA
The Whitlock
Exterior

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (260)
"Lovely hotel in the heart of Lenox. The rooms and property were very nice. The staff was great. We would definitely stay here again!"
The price is S$275
includes taxes & fees
25 Aug - 26 Aug
The Whitlock
Maple Terrace Motel
Welcome to this charming two-story home, featuring a cozy front porch with a small American flag and festive wreath.

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (567)
"The staff, room and property was wonderful! "
The price is S$162
includes taxes & fees
17 Aug - 18 Aug
Maple Terrace Motel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Relax in a welcoming space with comfortable seating and a stunning chandelier.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (721)
"No complaints at all. Great place to stay!"
The price is S$217
includes taxes & fees
14 Aug - 15 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (316)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is S$269
includes taxes & fees
25 Aug - 26 Aug
The Dewey
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Everything was lovely."
Home 1-night trip
Posted 3 days ago
Vacation Village in the Berkshires