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

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Check availability on Lenox Winery Hotels

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Lenox hotels with winery

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
A dining area with large windows, wooden furniture, and a view of a lake.
A lodge with a large building and a dock by a lake, surrounded by forest.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
AED 400
AED 446 total
includes taxes & fees
22 Nov - 23 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.
A dining table set with a vase of flowers, a book, and cutlery.
A cozy living room with a fireplace, a blue sofa, a red armchair, and a coffee table with books and a teapot.
A bed with a white lace bedspread, a tray with cookies and a bottle, and two glasses of red wine.

2. Brook Farm Inn

Brook Farm Inn
Lenox
United States
Carrie
AED 679
AED 787 total
includes taxes & fees
26 Oct - 27 Oct
Brook Farm Inn
An outdoor patio area with tables and chairs, surrounded by greenery and trees.
A large, two-story building with a symmetrical facade, multiple windows, and a well-maintained lawn.
A bedroom with a bed, nightstands, lamps, and a window with curtains.
A long dining table set for a meal with chairs, a cushioned bench, and artwork on the walls.

3. Gateways Inn & Restaurant

Gateways Inn & Restaurant
Lenox
United States
Robin
AED 847
AED 989 total
includes taxes & fees
26 Oct - 27 Oct
Gateways Inn & Restaurant
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a round table and chairs.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A grassy outdoor area with four blue Adirondack chairs arranged in a circle.

4. East Rock Inn

East Rock Inn
Great Barrington
United States
Sharon
AED 490
AED 547 total
includes taxes & fees
25 Nov - 26 Nov
East Rock Inn
A cozy attic bedroom with a sloped ceiling, wooden beams, a large window with a view of trees, a bed, a desk, and a kitchenette.
A cabin in a forest with a dirt path leading to it, surrounded by trees.
A cozy interior with a loft bed, a small kitchenette, and a welcoming 'Welcome' mat.
A cozy living room with a grey sofa, a patterned throw blanket, and a wooden ceiling.

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
United States
Sharon K.
AED 536
AED 1,382 total
includes taxes & fees
26 Oct - 27 Oct
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
A bedroom with a brick fireplace, wooden beams, a bed with white bedding, and a wall-mounted picture.
A fireplace with a clock above it, wooden beams, and a sofa in a living room.
A dining room with a brick fireplace, white chairs, a wooden table, and a fruit basket.
A modern kitchen with granite countertops, stainless steel appliances, and a blue island.

6. Cozy. Clean. Free bagel shop. 3 Fireplaces.

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
United States
Mark M.
AED 1,469
AED 2,581 total
includes taxes & fees
16 Nov - 17 Nov
Cozy. Clean. Free bagel shop. 3 Fireplaces.
A wooden cabin with a porch, a grill, and a flower planter.
A cozy living room with a grey sofa, a wooden coffee table, a fireplace, and a television mounted above it.
A kitchen with wooden cabinets, a built-in oven, a sink, and a refrigerator.
A red cabin with a screened porch, a small deck, and a barbecue grill in a wooded area.

7. Ideal location for summer and winter activities with plenty of outdoor space.

Ideal location for summer and winter activities with plenty of outdoor space.
Hillsdale
United States
Richard M.
AED 771
AED 1,485 total
includes taxes & fees
26 Oct - 27 Oct
Ideal location for summer and winter activities with plenty of outdoor space.
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Top Lenox Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"Nice Property clean rooms walked the new footpath out back always enjoy the saltwater pool."
Dan 2-night trip
Posted 10 hours ago
The Yankee Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"The hotel was clean and pleasant. Staff members were courteous and helpful! Very satisfied with our stay and will consider a future stay here!"
Anne Marie 2-night trip
Posted 12 hours ago
Quality Inn Great Barrington
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"Wonderful staff , great location ! Fresh brownies offered at check in , specialty cocktails in the evening , lovely breakfast in the morning:)"
Sandra 1-night trip
Posted 1 day ago
The Cornell Inn, Lenox & The Berkshires
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

8/10 Good
"We enjoyed our stay, staff was very friendly."
Michael 1-night trip
Posted 6 days ago
Howard Johnson by Wyndham Lenox

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