Hotels with Entertainment in The Berkshires, Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires Hotels with Entertainment

Tonight
Mar 28 - Mar 29
Tomorrow
Mar 29 - Mar 30
Next weekend
Apr 3 - Apr 5
In two weeks
Apr 10 - Apr 12

Our top choices for The Berkshires hotels with entertainment

Hypo-allergenic bedding, desk, laptop workspace, blackout drapes

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,001 reviews)
"Bathroom could use remodeling but otherwise a nice hotel. Staff are very friendly and helpful."
United States
Kara
The price is P8,444
P9,432 total
includes taxes & fees
Mar 31 - Apr 1
Hotel Downstreet, an Ascend Collection Hotel
Individually decorated, individually furnished, desk, laptop workspace

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (97 reviews)
"Everything about Granville House is delightful. The owners have paid attention to every detail, from the decor and the way the rooms are appointed to the comfortable bed and the delicious hot breakfast."
United States
Ann
The price is P10,537
P11,770 total
includes taxes & fees
Mar 30 - Mar 31
Granville House
Indoor spa tub

Simsbury Inn

Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (290 reviews)
"It was a lovely stay. Beautiful room, ideal location, great food, wonderful staff, and festively decorated."
United States
Mary M
The price is P14,262
P17,719 total
includes taxes & fees
Mar 31 - Apr 1
Simsbury Inn
Porch

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (290 reviews)
"Overall great amenities and great price"
United States
Stacie
The price is P10,846
P12,472 total
includes taxes & fees
Mar 29 - Mar 30
Interlaken Inn & Resort
Restaurant

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (303 reviews)
"Beautiful Hotel with great sraff"
United States
Richard
The price is P8,938
P9,832 total
includes taxes & fees
Apr 2 - Apr 3
The White House Inn
Porch

Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very Good, (215 reviews)
"Great place for a one night stay to ski near by. Clean room and great pizza in the brewery. "
United States
Laura
The price is P8,333
P9,166 total
includes taxes & fees
Mar 31 - Apr 1
Valley Craft Ales
Exterior

Troutbeck

Troutbeck
5.0 star property
Amenia
The price is P30,097
P36,458 total
includes taxes & fees
Apr 1 - Apr 2
Troutbeck
Exterior

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (72 reviews)
"Property was just as described, it was great staying there, outdoors was beautiful."
United States
Tami
The price is P11,808
P12,989 total
includes taxes & fees
Apr 13 - Apr 14
The Inn At Quail Run
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.
View all properties

Top The Berkshires Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Nice property. Breakfast buffet was good. Parking lot was under construction, but complimentary valet parking was offered. Friendly staff, comfortable beds.resturanton 2 nd floor was good "
D 4-night trip
Posted 22 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG