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The Berkshires Hotels with Entertainment

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Check availability on The Berkshires Hotels with Entertainment

Our top choices for The Berkshires hotels with entertainment

Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2168)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is RM428
RM523 total
includes taxes & fees
11 Dec - 12 Dec
Vacation Village in the Berkshires
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
South Lee
9.0 out of 10, Wonderful, (797)
"Place was great!"
United States
Benjamin
The price is RM468
RM604 total
includes taxes & fees
11 Dec - 12 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1003)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is RM440
RM492 total
includes taxes & fees
20 Dec - 21 Dec
Hotel Downstreet, an Ascend Collection Hotel
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

3.0 star property
Lenox
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
The price is RM539
RM602 total
includes taxes & fees
16 Dec - 17 Dec
Element Lenox Berkshires
Individually decorated, individually furnished, desk, laptop workspace
Granville House

Granville House

3.0 star property
Housatonic
10.0 out of 10, Exceptional, (89)
"Outstanding all around!"
United States
Jonathan
The price is RM823
RM920 total
includes taxes & fees
1 Jan - 2 Jan 2026
Granville House
Exterior detail
Maple Terrace Motel

Maple Terrace Motel

2.5 star property
Williamstown
9.6 out of 10, Exceptional, (588)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is RM407
RM455 total
includes taxes & fees
21 Dec - 22 Dec
Maple Terrace Motel
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.
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Top The Berkshires Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"The best of the best A definite destination and accommodations"
Seth 1-night trip
Posted 23 hours ago
The Red Lion Inn
Hotel On North

Hotel On North

10/10 Excellent
"Spacious rooms. Attentive staff. Free parking behind the hotel."
Debra 4-night trip
Posted 4 days ago
Hotel On North

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