Hotels with Entertainment in The Berkshires, Massachusetts

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on The Berkshires Hotels with Entertainment

This weekend
Next weekend

Top The Berkshires Hotels with Entertainment

Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2123)
"Good location; reasonable price; very clean and quiet - would definitely return"
United States
Steven
The price is P5,393
P6,669 total
includes taxes & fees
Nov 12 - Nov 13
Vacation Village in the Berkshires
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
9.0 out of 10, Wonderful, (777)
"Lovely spot, great accommodations, friendly staff, and great location."
United States
Joanne
The price is P6,879
P8,504 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
8.8 out of 10, Excellent, (1006)
"Very clean and inviting Hotel located in downtown area. Very walkable area. Parking was free. Front desk very friendly and helpful. Would stay again."
United States
Tammy
The price is P8,408
P9,392 total
includes taxes & fees
Nov 25 - Nov 26
Hotel Downstreet, an Ascend Collection Hotel
Maple Terrace Motel
2.5 star property
9.6 out of 10, Exceptional, (582)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is P5,821
P6,501 total
includes taxes & fees
Nov 9 - Nov 10
Maple Terrace Motel
Element Lenox Berkshires
3.0 star property
9.6 out of 10, Exceptional, (9)
"Very friendly with dog. No complaints with accommodations "
United States
Lilian
The price is P7,901
P8,826 total
includes taxes & fees
Nov 16 - Nov 17
Element Lenox Berkshires
Granville House
3.0 star property
10.0 out of 10, Exceptional, (86)
"Wonderful! Will stay again!"
Canada
Rebecca
The price is P13,228
P14,776 total
includes taxes & fees
Nov 10 - Nov 11
Granville House
The Ponds at Foxhollow
3.0 star property
8.6 out of 10, Excellent, (132)
"Perfect location "
United States
krystle
The price is P8,334
P9,309 total
includes taxes & fees
Dec 5 - Dec 6
The Ponds at Foxhollow
Valley Craft Ales
2.0 star property
8.4 out of 10, Very Good, (172)
"Fun place to stay!!"
United States
Brian
Valley Craft Ales
Simsbury Inn
3.5 star property
9.2 out of 10, Wonderful, (273)
"I loved my stay there. Beautiful rooms, the hot tub was great! Breakfast was decent but there are plenty of food options around town if you want something better!"
United States
Caitlin
The price is P16,991
P20,824 total
includes taxes & fees
Nov 6 - Nov 7
Simsbury Inn
The White House Inn
3.5 star property
9.2 out of 10, Wonderful, (251)
"Welcoming staff and wonderful atmosphere!"
United States
Mary Elizabeth
The price is P10,001
P11,001 total
includes taxes & fees
Nov 6 - Nov 7
The White House 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