Boutique Hotels in Lenox

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Boutique Hotels in Lenox

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Lenox on Hotels.com. These Lenox Boutique Hotels consistently deliver on quality, location and traveler experience. Last updated on October 9, 2026.

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

1. The Yankee Inn

Lenox

CNY711

CNY794 total

includes taxes & fees

Nov 1 - Nov 2

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

A modern restaurant with wooden flooring, bar area, and seating arrangements.

A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

A covered outdoor area with stone pillars and a view of a road and green hills.

2. Courtyard by Marriott Lenox Berkshires

Lenox

CNY841

CNY939 total

includes taxes & fees

Nov 1 - Nov 2

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.

3. The Cornell Inn, Lenox & The Berkshires

Lenox

CNY1,029

CNY1,180 total

includes taxes & fees

Oct 27 - Oct 28

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

An outdoor seating area with Adirondack chairs and a fire feature.

A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

4. Element by Marriott Lenox Berkshires

Lenox

CNY957

CNY1,069 total

includes taxes & fees

Nov 8 - Nov 9

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.

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

Lee

CNY785

CNY877 total

includes taxes & fees

Nov 10 - Nov 11

A spacious hotel lobby with multiple seating areas, large windows, and a television.

A conference room with multiple tables and chairs, a flat-screen TV mounted on the wall, and a carpeted floor.

A room with a blue armchair, an orange armchair, a round table, a floor lamp, and a wardrobe.

A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

6. Hampton Inn & Suites Berkshires-Lenox

Lenox

CNY762

CNY851 total

includes taxes & fees

Nov 7 - Nov 8

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

A hotel patio with outdoor seating and a fire pit.

A spacious living room with a large sofa, a coffee table, and a fireplace.

7. Hilton Garden Inn Lenox Pittsfield

Pittsfield

CNY856

CNY956 total

includes taxes & fees

Nov 8 - Nov 9

A large house with a covered patio area featuring outdoor seating and a fire pit.

A cozy lounge area with plush seating, a fireplace, and large windows offering a view of the outdoors.

A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.

A corner dining area with a wooden table set for four, surrounded by upholstered chairs.

8. The Whitlock

Lenox

CNY979

CNY1,093 total

includes taxes & fees

Nov 2 - Nov 3

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

A cozy library with bookshelves, a fireplace, and comfortable seating.

9. Berkshires Untold

Lenox

CNY871

CNY973 total

includes taxes & fees

Nov 3 - Nov 4

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

A snack bar with shelves of snacks and a refrigerated display.

A modern cafe with a counter, seating area, and large windows.

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

Pittsfield

CNY663

CNY740 total

includes taxes & fees

Nov 9 - Nov 10

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

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

A courtyard with stone steps, potted plants, and a small wooden structure.

A breakfast buffet with various dishes and beverages.

11. Whistler's Inn Bed & Breakfast

Lenox

CNY1,590

CNY1,776 total

includes taxes & fees

Oct 20 - Oct 21

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

A garden with wooden Adirondack chairs and a stone pathway.

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

12. Berkshire Mountain Lodge

Pittsfield

CNY574

CNY790 total

includes taxes & fees

Nov 9 - Nov 10

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.

13. Brook Farm Inn

Lenox

CNY1,302

CNY1,508 total

includes taxes & fees

Nov 2 - Nov 3

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

14. Quality Inn Lee - Lenox South

Lee

CNY620

CNY693 total

includes taxes & fees

Nov 8 - Nov 9

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

15. Howard Johnson by Wyndham Lenox

Lenox

CNY529

CNY591 total

includes taxes & fees

Oct 20 - Oct 21

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.

A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.

A dining room with a large table set for a meal, surrounded by ornate chairs.

A traditional living room with a fireplace, a grand piano, plush seating, and a bookshelf.

16. Hampton Terrace Inn

Lenox

CNY1,686

CNY1,883 total

includes taxes & fees

Nov 2 - Nov 3

A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

A sign for 'Hide Away Inn' with 'Hotel Entrance' below it, set against a snowy landscape with bare trees.

A bedroom with a bed, a fireplace, a staircase, and a TV mounted on the wall.

A room with a foosball table, a ping pong table, a bar area with stools, a fireplace, and a bookshelf.

17. Hideaway Inn Lenox

Lenox

CNY863

CNY964 total

includes taxes & fees

Nov 5 - Nov 6

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

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

18. Devonfield Inn B&B

Lee

CNY2,470

CNY2,759 total

includes taxes & fees

Nov 8 - Nov 9

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

A hotel room with a TV displaying 'World of Dance', a fireplace, a bed, and a seating area with a remote control.

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

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

19. Chambery Inn

Lee

CNY1,807

CNY2,018 total

includes taxes & fees

Nov 10 - Nov 11

A building with a porch and multiple windows, surrounded by purple flowers.

A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

A café with a display case, a frozen food section, and a marketplace sign.

A living room with a sofa, armchair, coffee table, and a patterned rug.

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

South Lee

CNY783

CNY1,006 total

includes taxes & fees

Nov 1 - Nov 2

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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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