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Our top choices for The Berkshires hotels with winery
1. Berkshire Lake Lodge
Berkshire Lake LodgeLee
9.8 out of 10, Exceptional, (27 reviews)
"excellent lakeside view"
mike
The price is £90
includes taxes & fees
6 Nov - 7 Nov
2. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
9.0 out of 10, Wonderful, (940 reviews)
"Super clean and cozy and safe"
Andrea
The price is £50
includes taxes & fees
8 Nov - 9 Nov
3. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.2 out of 10, Wonderful, (1,000 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 £90
includes taxes & fees
15 Nov - 16 Nov
4. 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, (820 reviews)
"Nice view and location for fall color."
Md
The price is £133
includes taxes & fees
10 Nov - 11 Nov
5. 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 £75
includes taxes & fees
30 Nov - 1 Dec
6. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
8.6 out of 10, Excellent, (1,000 reviews)
"Perfect for a travel stop-over."
James
The price is £70
includes taxes & fees
2 Dec - 3 Dec
7. The Yankee Inn
The Yankee InnLenox
9.2 out of 10, Wonderful, (1,000 reviews)
"The location was good for our trip."
Basil
The price is £94
includes taxes & fees
6 Dec - 7 Dec
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 £103
includes taxes & fees
6 Dec - 7 Dec
9. 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, (1,001 reviews)
"Nice place to stay"
Michael
The price is £111
includes taxes & fees
8 Nov - 9 Nov
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 £260
includes taxes & fees
6 Nov - 7 Nov
11. Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox BerkshiresLenox
9.2 out of 10, Wonderful, (687 reviews)
"Great stay!"
Vandhana
The price is £104
includes taxes & fees
15 Nov - 16 Nov
12. Berkshires Untold
Berkshires UntoldLenox
9.0 out of 10, Wonderful, (1,066 reviews)
"Very nice place beautiful view"
Brian
The price is £87
includes taxes & fees
17 Nov - 18 Nov
13. The Little Lion
The Little LionGreat Barrington
8.6 out of 10, Excellent, (638 reviews)
"A fine place for a quick overnight trip to the Berkshires."
David
The price is £69
includes taxes & fees
9 Nov - 10 Nov
14. Hotel On North
Hotel On NorthPittsfield
9.6 out of 10, Exceptional, (979 reviews)
"Very nice hotel"
Philip
The price is £96
includes taxes & fees
29 Nov - 30 Nov
15. 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 £136
includes taxes & fees
10 Nov - 11 Nov
16. Quality Inn Great Barrington
Quality Inn Great BarringtonDowntown Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
Lynne
The price is £63
includes taxes & fees
29 Nov - 30 Nov
17. 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 £112
includes taxes & fees
11 Nov - 12 Nov
18. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (1,256 reviews)
"Comfortable stay, well stocked kitchen and room."
Charline
The price is £80
includes taxes & fees
6 Dec - 7 Dec
19. The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The BerkshiresLenox
9.4 out of 10, Exceptional, (1,002 reviews)
"Lovely room, comfortable bed and a nice breakfast."
judith
The price is £145
includes taxes & fees
9 Nov - 10 Nov
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 £98
includes taxes & fees
15 Nov - 16 Nov
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
The Cornell Inn, Lenox & The Berkshires
10/10 Excellent
Quality Inn Great Barrington
8/10 Good
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