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Our top choices for The Berkshires hotels with winery
1. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1,003 reviews)
"enjoyable stay"
James
The price is £172
includes taxes & fees
6 Aug - 7 Aug
9.6 out of 10, Exceptional, (52 reviews)
"great place!"
ERIK
The price is £143
includes taxes & fees
31 Aug - 1 Sept
The price is £226
includes taxes & fees
16 Aug - 17 Aug
9.2 out of 10, Wonderful, (576 reviews)
"🌟🌟🌟🌟🌟Expedition Berkshires was a HUGE success! A huge contributor to this fantastic experience was this place: @berkshirevalleyinn! 💗I cannot rave about this place enough! PET-FRIENDLY doesn’t even begin to describe it! 🐾 From the thoughtful touches with treats, blankets, and a dog bowl to the huge fenced in dog park, Plum and Bullet had a blast! 🐶The boho-chic aesthetic and the peaceful idyllic setting just made for such an enjoyable stay. This place was clean, cute, and comfy!! The...
Angela
The price is £138
includes taxes & fees
17 Aug - 18 Aug
5. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!Sherwood Forest
10.0 out of 10, Exceptional, (5 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
Sharon K.
The price is £338
includes taxes & fees
17 Aug - 18 Aug
6. Hummingbird Haven is a woodland retreat surrounded by Nature and Local Charm.
Hummingbird Haven is a woodland retreat surrounded by Nature and Local Charm.Hinsdale
10.0 out of 10, Exceptional, (8 reviews)
"Kendra was an excellent host! Very nice and welcoming and answered questions promptly. The house was beautiful and the country setting and lake was picturesque. "
Joseph L.
The price is £436
includes taxes & fees
10 Aug - 11 Aug
7. Cozy. Clean. Free bagel shop. 3 Fireplaces.
Cozy. Clean. Free bagel shop. 3 Fireplaces.Great Barrington
10.0 out of 10, Exceptional, (2 reviews)
"The host was very responsive and friendly. The house was well equipped and very comfortable. We did get breakfast at the Great Barrington Bagel Company and had a great breakfast. Highly recommend!"
Mary R.
The price is £516
includes taxes & fees
1 Sept - 2 Sept
8. Ski's The Day: Winsome 3-bedroom mountain townhome with AC in Jiminy Peak
Ski's The Day: Winsome 3-bedroom mountain townhome with AC in Jiminy PeakHancock
10.0 out of 10, Exceptional, (2 reviews)
"good"
Ismael
The price is £557
includes taxes & fees
17 Aug - 18 Aug
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
Howard Johnson by Wyndham Lenox
10/10 Excellent
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