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Hotels with Entertainment in The Berkshires, Massachusetts
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Our top choices for The Berkshires hotels with entertainment
1. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
9.4 out of 10, Exceptional, (821 reviews)
"Nice view and location for fall color."
Md
The price is P10,129
P11,314 total
includes taxes & fees
Nov 12 - Nov 13
2. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (854 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
Cynthia
The price is P5,233
P5,845 total
includes taxes & fees
Dec 7 - Dec 8
3. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
9.0 out of 10, Wonderful, (942 reviews)
"Easy access to everywhere we went. Clean"
Phillip
The price is P3,773
P4,215 total
includes taxes & fees
Nov 9 - Nov 10
4. Berkshire Lake Lodge
Berkshire Lake LodgeLee
9.8 out of 10, Exceptional, (27 reviews)
"excellent lakeside view"
mike
The price is P6,877
P7,682 total
includes taxes & fees
Nov 9 - Nov 10
5. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
8.6 out of 10, Excellent, (1,002 reviews)
"Just perfect lodging place for short time travelers"
Bernardo Jr
The price is P5,348
P5,974 total
includes taxes & fees
Dec 2 - Dec 3
6. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.2 out of 10, Wonderful, (1,001 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
Gustavo
The price is P6,752
P7,542 total
includes taxes & fees
Dec 3 - Dec 4
7. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
Holiday Inn Club Vacations Oak n' Spruce Resort in the BerkshiresSouth Lee
9.2 out of 10, Wonderful, (1,002 reviews)
"Nice place to stay"
Michael
The price is P7,377
P9,472 total
includes taxes & fees
Nov 10 - Nov 11
8. East Rock Inn
East Rock InnGreat Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
Sharon
The price is P7,667
P8,564 total
includes taxes & fees
Dec 8 - Dec 9
9. Wilder House Berkshires
Wilder House BerkshiresSheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
Liliana
The price is P10,939
P12,219 total
includes taxes & fees
Nov 10 - Nov 11
10. The Old Inn On The Green
The Old Inn On The GreenGreat Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
mary ellen
The price is P18,284
P22,063 total
includes taxes & fees
Nov 9 - Nov 10
11. Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox BerkshiresLenox
9.2 out of 10, Wonderful, (688 reviews)
"Great stay!"
Vandhana
The price is P7,919
P8,846 total
includes taxes & fees
Nov 15 - Nov 16
12. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
9.2 out of 10, Wonderful, (257 reviews)
"The room was clean and well kept, breakfast was amazing!"
Ruth
The price is P6,494
P7,254 total
includes taxes & fees
Dec 6 - Dec 7
13. Element by Marriott Lenox Berkshires
Element by Marriott Lenox BerkshiresLenox
9.6 out of 10, Exceptional, (51 reviews)
"Clean, spacious room
Accommodating staff especially Shawn and Jennifer at the front desk.
Very nice pool and gym
Definitely coming back"
Francis
The price is P8,511
P9,507 total
includes taxes & fees
Nov 15 - Nov 16
14. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (1,258 reviews)
"Comfortable stay, well stocked kitchen and room."
Charline
The price is P4,839
P6,814 total
includes taxes & fees
Dec 6 - Dec 7
15. Quality Inn Great Barrington
Quality Inn Great BarringtonDowntown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
Lynne
The price is P4,770
P5,328 total
includes taxes & fees
Nov 29 - Nov 30
16. The Yankee Inn
The Yankee InnLenox
9.2 out of 10, Wonderful, (1,002 reviews)
"The location was good for our trip."
Basil
The price is P8,007
P8,944 total
includes taxes & fees
Nov 20 - Nov 21
17. Hotel On North
Hotel On NorthPittsfield
9.6 out of 10, Exceptional, (981 reviews)
"Very nice hotel"
Philip
The price is P7,320
P8,176 total
includes taxes & fees
Nov 29 - Nov 30
18. Berkshires Untold
Berkshires UntoldLenox
9.0 out of 10, Wonderful, (1,067 reviews)
"Very nice place beautiful view"
Brian
The price is P6,630
P7,405 total
includes taxes & fees
Nov 17 - Nov 18
19. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
9.0 out of 10, Wonderful, (1,001 reviews)
"Breakfast was great"
Thomas
The price is P6,913
P7,722 total
includes taxes & fees
Nov 15 - Nov 16
20. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
9.2 out of 10, Wonderful, (716 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
James
The price is P7,483
P8,358 total
includes taxes & fees
Nov 15 - Nov 16
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
10/10 Excellent
The Red Lion Inn
8/10 Good