Find Winery Hotels in Lenox, MA

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Top Lenox Winery Hotels

Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1009)
"Great Indian restaurant in the hotel!"
Chris
$106 nightly
The price is $119
Nov 2 - Nov 3
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Room (King Room) | Iron/ironing board, free WiFi, bed sheets
Gateways Inn & Restaurant
Gateways Inn & Restaurant
3.0 star property
8.0 out of 10, Very Good, (191)
"Very well kept property, nice restaurant and is in a great area"
Josephine
$254 nightly
The price is $282
Nov 5 - Nov 6
Total with taxes and fees
Gateways Inn & Restaurant
Premium Apartment | Private kitchen | Microwave, electric kettle
East Rock Inn
East Rock Inn
2.0 star property
9.4 out of 10, Exceptional, (35)
"Quiet and peaceful location set off the road, with woodsy area in the back. Very close to Main Street shops and restaurants. "
Amanda
$138 nightly
The price is $155
Nov 3 - Nov 4
Total with taxes and fees
East Rock Inn
Outdoor dining
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
Sharon K.
$357 nightly
The price is $399
Oct 28 - Oct 29
Total with taxes and fees
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Fridge, microwave, oven, stovetop
Near Tanglewood: Historic Summer Retreat
Near Tanglewood: Historic Summer Retreat
9.6 out of 10, Exceptional, (22)
"Very cozy and comfortable with everything we needed to make our stay enjoyable. The kitchen was well stocked, the bedrooms a good size with comfortable mattresses. The deck and the yard were lovely. This location is gem!"
Patty W.
$371 nightly
The price is $416
Oct 19 - Oct 20
Total with taxes and fees
Near Tanglewood: Historic Summer Retreat
Terrace/patio
Historic Berkshires Home Near Tanglewood, Trails & Wineries
Historic Berkshires Home Near Tanglewood, Trails & Wineries
9.0 out of 10, Wonderful, (19)
"It was great - just what we were looking for. "
Kaye S.
$431 nightly
The price is $483
Oct 19 - Oct 20
Total with taxes and fees
Historic Berkshires Home Near Tanglewood, Trails & Wineries
Smart TV, fireplace, books
Cozy. Clean. Free bagel shop.
Cozy. Clean. Free bagel shop.
10.0 out of 10, Exceptional, (10)
"The perfect location for a stay in Great Barrington. The house is so well done and very comfortable!"
Carly F.
$594 nightly
The price is $664
Nov 4 - Nov 5
Total with taxes and fees
Cozy. Clean. Free bagel shop.
Outdoor spa tub
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
10.0 out of 10, Exceptional, (54)
"Great spot on the lake. Super quiet and relaxing."
vincent m.
$480 nightly
The price is $538
Oct 26 - Oct 27
Total with taxes and fees
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
Microwave, oven, stovetop, dishwasher
Cozy. Clean. Free bagel shop. 3 Fireplaces.
Cozy. Clean. Free bagel shop. 3 Fireplaces.
$594 nightly
The price is $664
Nov 4 - Nov 5
Total with taxes and fees
Cozy. Clean. Free bagel shop. 3 Fireplaces.
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 Lenox Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Great stay-- would stay here again-- safe, nice welcome from Cameron at front desk, room was clean and cozy. Bed was very comfortable. Didn't have breakfast. I usually stay in Pittsfield at a hotel that has given me a discount since March when my mother was put into a nursing home. I normally try to come down twice a month from CNY--needless to say it is expensive for me.. Random question-- do you offer discounts?"
Ann 2-night trip
Posted 1 day ago
The Yankee, Trademark Collection by Wyndham

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