A town hall with a central dome and columns, surrounded by trees and people.

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Check availability on Lenox Winery Hotels

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

Our top choices for Lenox hotels with winery

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

1. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
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"
United States
Francis
The price is AED 496
AED 554 total
includes taxes & fees
15 Nov - 16 Nov
Element by Marriott Lenox Berkshires
A snow-covered outdoor area with a patio, seating, and a covered dining area.

2. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,003 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is AED 624
AED 716 total
includes taxes & fees
10 Nov - 11 Nov
The Cornell Inn, Lenox & The Berkshires
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

3. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (689 reviews)
"Great stay!"
United States
Vandhana
The price is AED 461
AED 515 total
includes taxes & fees
15 Nov - 16 Nov
Courtyard by Marriott Lenox Berkshires
A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.

4. Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (45 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is AED 844
AED 943 total
includes taxes & fees
11 Nov - 12 Nov
Hampton Terrace Inn
A large house with a covered patio area featuring outdoor seating and a fire pit.

5. The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very good, (417 reviews)
"Nice location."
United States
Beverly
The price is AED 403
AED 450 total
includes taxes & fees
12 Nov - 13 Nov
The Whitlock
A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

6. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very good, (70 reviews)
"Although the property was vintage, the rooms were clean and staff were very helpful and fun to be around. Parking and breakfast were included and the location was excellent."
United States
Barbara
The price is AED 395
AED 441 total
includes taxes & fees
17 Nov - 18 Nov
Hideaway Inn Lenox
A hotel room with a bed, a television, a wardrobe, and a bathroom visible through an open door.

7. Garden Gables

Garden Gables
4.0 star property
Lenox
10.0 out of 10, Exceptional, (2 reviews)
"Lovely place!"
United States
Eyee
The price is AED 474
AED 797 total
includes taxes & fees
12 Nov - 13 Nov
Garden Gables
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

8. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.6 out of 10, Exceptional, (178 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is AED 588
AED 686 total
includes taxes & fees
11 Nov - 12 Nov
Brook Farm Inn
A large, two-story building with a symmetrical facade, multiple windows, and a well-maintained lawn.

9. Gateways Inn & Restaurant

Gateways Inn & Restaurant
3.0 star property
Lenox
8.4 out of 10, Very good, (205 reviews)
"What a great inn! Loved it so much! Wonderful room, wonderful staff and fantastic breakfast. Picturesque setting too! We will definitely be back! Thank you for a lovely stay!"
United States
Robin
The price is AED 739
AED 862 total
includes taxes & fees
10 Nov - 11 Nov
Gateways Inn & Restaurant
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

10. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
The price is AED 1,355
AED 1,514 total
includes taxes & fees
13 Nov - 14 Nov
Devonfield Inn B&B
An indoor swimming pool with clear water, tiled floors, and a blue wall.

11. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (258 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is AED 404
AED 451 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Two Adirondack chairs facing a river with a forested hill in the background.

12. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"The location was good for our trip."
United States
Basil
The price is AED 415
AED 464 total
includes taxes & fees
20 Nov - 21 Nov
The Yankee Inn
A two-story building with a sign reading "Chambéry Inn".

13. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (390 reviews)
"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."
United States
Alexandra
The price is AED 681
AED 760 total
includes taxes & fees
10 Nov - 11 Nov
Chambery Inn
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

14. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
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 !"
United States
Gustavo
The price is AED 387
AED 432 total
includes taxes & fees
3 Dec - 4 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Front of property

15. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (110 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is AED 892
AED 1,046 total
includes taxes & fees
15 Nov - 16 Nov
The Inn at Stockbridge
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

16. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,005 reviews)
"Nice place to stay"
United States
Michael
The price is AED 430
AED 552 total
includes taxes & fees
11 Nov - 12 Nov
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

17. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (716 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is AED 436
AED 487 total
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Lenox Pittsfield
A spacious hotel lobby with multiple seating areas, large windows, and a television.

18. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,003 reviews)
"Breakfast was great"
United States
Thomas
The price is AED 403
AED 450 total
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn & Suites Berkshires-Lenox
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

19. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,068 reviews)
"Very nice place beautiful view"
United States
Brian
The price is AED 386
AED 431 total
includes taxes & fees
17 Nov - 18 Nov
Berkshires Untold
Exterior

20. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,263 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is AED 282
AED 397 total
includes taxes & fees
6 Dec - 7 Dec
Berkshire Mountain Lodge
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 Inn

The Yankee Inn

10/10 Excellent
"What a beautiful stay. Room was so clean ! Great food selection for breakfast."
Stephanie 1-night trip
Posted 6 hours ago
The Yankee Inn

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