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
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

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 lodge with a large building and a dock by a lake, surrounded by forest.
A dining area with large windows, wooden furniture, and a view of a lake.
A lakeside lodge with a dock, fishing rods, and outdoor seating.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Bob
AED 425
AED 474 total
includes taxes & fees
1 Nov - 2 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 bed with a white lace bedspread, a tray with cookies and a bottle, and two glasses of red wine.
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.

2. Brook Farm Inn

Brook Farm Inn
Lenox
United States
Carrie
AED 714
AED 827 total
includes taxes & fees
2 Nov - 3 Nov
Brook Farm Inn
A large, two-story building with a symmetrical facade, multiple windows, and a well-maintained lawn.
A sign for Gateways Inn advertising mat and mimosa services, with a garden area in the background.
A grand staircase with a wooden handrail and patterned carpet, leading to an upper floor.
A two-story building with a covered entrance and a large 'G' sign.

3. Gateways Inn & Restaurant

Gateways Inn & Restaurant
Lenox
United States
Louise
AED 912
AED 1,065 total
includes taxes & fees
2 Nov - 3 Nov
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 sign for East Rock Inn with a mountainous logo, surrounded by lush greenery and a gravel path leading to a building.
A grassy outdoor area with four blue Adirondack chairs arranged in a circle.

4. East Rock Inn

East Rock Inn
Great Barrington
United States
ERIK
AED 480
AED 536 total
includes taxes & fees
4 Nov - 5 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 triangular-shaped building with a balcony and a wooden picnic table in front.

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 542
AED 1,385 total
includes taxes & fees
7 Oct - 8 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 modern kitchen with granite countertops, stainless steel appliances, and a blue island.
A dining room with a brick fireplace, white chairs, a wooden table, and a fruit basket.
A fireplace with a clock above it, wooden beams, and a sofa in a living room.

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

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
United States
Mark M.
AED 1,491
AED 2,605 total
includes taxes & fees
19 Oct - 20 Oct
Cozy. Clean. Free bagel shop. 3 Fireplaces.
A wooden cabin with a porch, a grill, and a flower planter.
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.
A cozy living room with a grey sofa, a wooden coffee table, a fireplace, and a television mounted above it.

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
Kenny
AED 735
AED 1,395 total
includes taxes & fees
5 Oct - 6 Oct
Ideal location for summer and winter activities with plenty of outdoor space.
A two-story house with a balcony, a deck, and a view of the surrounding forest.
A kitchen with wooden floors, a central island, a stainless steel refrigerator, and pendant lighting.
A spacious living room with a high ceiling, a fireplace, and a staircase leading to an upper level.
A modern kitchen with white cabinets and a built-in knife block.

8. Gorgeous Mountain Views Retreat: Family & Nature

Gorgeous Mountain Views Retreat: Family & Nature
Hillsdale
United States
Anne S.
AED 1,124
AED 2,300 total
includes taxes & fees
18 Oct - 19 Oct
Gorgeous Mountain Views Retreat: Family & Nature
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Top Lenox Hotel Reviews

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