B&B in Lenox

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B&B in Lenox

A snow-covered outdoor area with a patio, seating, and a covered dining area.

A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

A modern living room with a fireplace, comfortable seating, and a large window with curtains.

1. The Cornell Inn, Lenox & The Berkshires

Lenox

$206

$236 total

includes taxes & fees

Sep 28 - Sep 29

A garden with a white gazebo, a brick pathway, and various plants and flowers.

A breakfast buffet with various dishes and beverages.

A spacious living room with a grand piano, a red armchair, and a chandelier.

A house surrounded by trees with autumn foliage.

2. Whistler's Inn Bed & Breakfast

Lenox

$159

$178 total

includes taxes & fees

Oct 1 - Oct 2

A two-story building with a sign reading "Chambéry Inn".

A large, historic building labeled "Chambéry Inn" with a vintage turquoise truck parked in front.

A cozy room with a fireplace, a sofa, a table with a bottle and glasses, and a patterned pillow.

A hotel room with a large bed, a TV mounted above a fireplace, a desk, and a seating area with chairs.

3. Chambery Inn

Lee

$300

$335 total

includes taxes & fees

Sep 27 - Sep 28

A large, two-story house with a well-maintained lawn and a fence.

A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.

A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.

4. Devonfield Inn B&B

Lee

$409

$457 total

includes taxes & fees

Oct 25 - Oct 26

A living room with a fireplace, leather sofas, and a dog.

A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

5. The Inn at Stockbridge

Stockbridge

$438

$514 total

includes taxes & fees

Sep 27 - Sep 28

A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

A loft bedroom with a sloped ceiling, a ceiling fan, a floor lamp, a bed with a patterned bedspread, a chair, and a small table.

A cozy living room with a fireplace, a blue sofa, a red armchair, and a coffee table with books and a teapot.

A dining table set with a vase of flowers, a book, and cutlery.

6. Brook Farm Inn

Lenox

$209

$242 total

includes taxes & fees

Sep 27 - Sep 28

A red building with a sign reading "Shaker Mill Inn."

A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

7. Shaker Mill Inn

West Stockbridge

$184

$202 total

includes taxes & fees

Oct 1 - Oct 2

An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

A wooden interior with a table, chair, and a view of a red barn through an open door.

A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.

8. Inn at Silver Maple Farm

East Chatham

$214

$240 total

includes taxes & fees

Sep 28 - Sep 29

A dining table with pastries, a coffee pot, and a vase of sunflowers.

A pool table in a room with a patterned rug, a shelf with decorative items, and a window with a view of greenery.

A large, two-story white building with a symmetrical facade, columns, and a central entrance.

A bedroom with a wooden bed, bedside tables, a desk, and a chair.

9. Granville House

Housatonic

$224

$250 total

includes taxes & fees

Sep 27 - Sep 28

A bedroom with a large bed, a dresser, a chair, and a mirror.

A room with a wooden floor, two red armchairs, a small table, and a window with a view of trees.

10. Wilder House Berkshires

Sheffield

$195

$218 total

includes taxes & fees

Sep 27 - Sep 28

A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

A gazebo in a garden with a house in the background.

A gazebo in a lush garden with flowering plants and a large tree.

A room with a large sliding glass door leading to a garden. Inside, there is a table with chairs and a small table with a vase.

11. Harbour House Inn

Cheshire

$254

$268 total

includes taxes & fees

Sep 28 - Sep 29

A wooden cabin interior with a dining area featuring two white chairs, a table with a coffee pot and a cup, and a view into the kitchen through an open doorway.

A hallway with a wooden door, a bench, and a staircase.

A room with a hanging bed, a white wall, a window, and a door.

A garden with a wooden house, a tree, and a person tending to plants.

12. The Trail in Adams - Berkshires’ Art Hotel

Adams

$181

$202 total

includes taxes & fees

Sep 28 - Sep 29

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

A cozy living room with floral wallpaper, a sofa, a coffee table, and two lamps.

A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.

A grand hallway with a chandelier, a staircase, and a table with flowers.

13. Blackberry River Inn

Norfolk

$150

$173 total

includes taxes & fees

Oct 25 - Oct 26

A two-story house with a brick entrance and a white facade.

A neatly arranged bedroom with a bed, bedside table, and a dresser.

A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

14. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

$516

$625 total

includes taxes & fees

Oct 12 - Oct 13

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

A two-story building with a flat roof, solar panels, and a small patio area.

A dining room with a wooden table, chairs, a vase with flowers, and red curtains.

A covered porch with white railings and rocking chairs.

15. Locust Tree Bed and Breakfast LLC

East Canaan

$105

$121 total

includes taxes & fees

Sep 27 - Sep 28

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Top landmarks in Lenox

A wooden pergola structure with a pathway covered in fallen leaves, surrounded by trees and grass.

Tanglewood Music Center

9.6/10 (457 reviews)

Tanglewood Music Center is 1.3 mi (2 km) from central Lenox, why not stop by during your stay. If you enjoy the show and want to see another, Shakespeare and Company and Berkshire Theatre Festival are both not far.

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A large white mansion surrounded by dense green trees and a clear blue sky with clouds.

The Mount

9.4/10 (174 reviews)

If museums are on your list of things to see in Lenox, then you might want to head to The Mount. If you want to see more of the museums in Lenox, Ventfort Hall Mansion and Gilded Age Museum isn't far either.

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A grassy field with a prominent tree and a small house in the distance.

Wyndhurst Golf & Club

8.4/10 (46 reviews)

You might want to practice your swing at Wyndhurst Golf & Club, a golf course located 1.3 mi (2.1 km) from central Lenox. If Wyndhurst Golf & Club doesn't quite scratch your golfing itch, Greenock Country Club is also nearby.

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Shakespeare and Company

9.2/10 (76 reviews)

Shakespeare and Company is 0.6 mi (0.9 km) from central Lenox, why not stop by during your stay. If you enjoy the show and want to see another, Tanglewood Music Center and Berkshire Theatre Festival are both not far.

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Ventfort Hall Mansion and Gilded Age Museum

9.2/10 (65 reviews)

If visiting museums in Lenox are on your list, you might want to check out the upcoming exhibitions at Ventfort Hall Mansion and Gilded Age Museum. If you want to see more of the museums in Lenox, Berkshire Scenic Railway Museum isn't far either.

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Lenox Library

9.0/10 (45 reviews)

Lenox Library is worth a visit when in central Lenox.

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Lenox Mountain

10.0/10 (2 reviews)

If you want to stretch your legs and breathe in some fresh mountain air, head out to Lenox Mountain for a bird's-eye view of Richmond.

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Kennedy Park

9.2/10 (86 reviews)

Travelers who enjoy the great outdoors might want to go to Kennedy Park, located 1.6 mi (2.6 km) from central Lenox. Want to stretch your legs some more? Head to The Mount and Pleasant Valley Wilderness Sanctuary, both nearby.

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Learn more about Lenox

Tucked into the Berkshires, this cultural haven revolves around Tanglewood, where the Boston Symphony Orchestra performs summer concerts under the stars. The Mount offers a glimpse into Edith Wharton's creative world, with gardens as meticulously crafted as her prose. Shakespeare & Company brings the Bard to life in intimate performances that make complex soliloquies feel like overheard conversations. Pleasant Valley Wildlife Sanctuary's hiking trails reveal why creative souls found inspiration here. Kennedy Park's trails accommodate both casual walkers and serious hikers. Ventfort Hall Mansion provides a window into Gilded Age excess, when industrial barons built 'cottages' with dozens of rooms and European craftsmanship.

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A street lamp with a sign reading "VENTFORT HALL" and "LENOX 1767" against a backdrop of autumn-colored trees.

Find out more about Lenox

Spend time appreciating the museums, the live music and the entertainment choices in Lenox. Activities like hiking give you a chance to enjoy the outdoors while you're in town. Take in the local culture of Lenox at Ventfort Hall Mansion and Gilded Age Museum and Shakespeare and Company. Check out other sights like Lenox Library and Tanglewood Music Center.

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