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

Find Romantic Hotels in Lenox, MA from CA $152

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Check availability on Lenox Romantic Hotels

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Lenox romantic hotels

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

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
CA $136
CA $152 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lakeside dock with kayaks and a covered boat ramp.
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.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
CA $164
CA $183 total
includes taxes & fees
Nov 8 - Nov 9
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A modern living room with a fireplace, comfortable seating, and a large window with curtains.
A dining area with a glass table, red walls, and framed artwork.
A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

3. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United Kingdom
judith
CA $219
CA $251 total
includes taxes & fees
Oct 28 - Oct 29
The Cornell Inn, Lenox & The Berkshires
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

4. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
CA $186
CA $207 total
includes taxes & fees
Nov 1 - Nov 2
Berkshires Untold
A large, two-story house with a well-maintained lawn and a fence.
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.
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.

5. Devonfield Inn B&B

Devonfield Inn B&B
Lee
United States
Sebastien
CA $526
CA $588 total
includes taxes & fees
Nov 2 - Nov 3
Devonfield Inn B&B
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 TV displaying 'World of Dance', a fireplace, a bed, and a seating area with a remote control.

6. Chambery Inn

Chambery Inn
Lee
United States
Alexandra
CA $347
CA $388 total
includes taxes & fees
Nov 12 - Nov 13
Chambery Inn
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 dining table set with a vase of flowers, a book, and cutlery.
A bed with a white lace bedspread, a tray with cookies and a bottle, and two glasses of red wine.

7. Brook Farm Inn

Brook Farm Inn
Lenox
United States
Carrie
CA $277
CA $321 total
includes taxes & fees
Nov 2 - Nov 3
Brook Farm Inn
A bar area with wooden bar counters and red chairs.
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.

8. Gateways Inn & Restaurant

Gateways Inn & Restaurant
Lenox
United States
Robin
CA $329
CA $384 total
includes taxes & fees
Nov 8 - Nov 9
Gateways Inn & Restaurant
A red building with a sign reading "Shaker Mill Inn."
A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.
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 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.

9. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Steven
CA $188
CA $206 total
includes taxes & fees
Nov 9 - Nov 10
Shaker Mill Inn
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.
A bar with wooden floors and shelves filled with bottles.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

10. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Stephan
CA $225
CA $322 total
includes taxes & fees
Nov 3 - Nov 4
The Red Lion Inn
View all properties

Top Lenox Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Amazing pool and great full kitchens in rooms."
robin 1-night trip
Posted 10 hours ago
Vacation Village in the Berkshires
The Ponds at Foxhollow

The Ponds at Foxhollow

8/10 Good
"0"
Ilya 2-night trip
Posted 11 hours ago
The Ponds at Foxhollow
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"It's a perfect stop on our little Berkshires trip. The Inn had everything we needed and more. The property was beautiful, and the staff was beyond helpful. We will certainly be back."
Alexandra 1-night trip
Posted 19 hours ago
The Cornell Inn, Lenox & The Berkshires
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"It was good"
Vishva 1-night trip
Posted 2 days ago
Hampton Inn & Suites Berkshires-Lenox

Frequently asked questions

Searching for romantic hotels in Lenox?
Are you and your partner in need of a romantic vacation? Our guests also enjoy Lenox for its museums, live music, and gardens. If you want to explore the area, you might head to Ventfort Hall Mansion and Gilded Age Museum, Shakespeare and Company, or Tanglewood Music Center. If you're interested in staying near a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Lenox?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Lenox: The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Lenox are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Lenox?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Lenox has to offer. Couples looking for a little of everything will enjoy Lenox for its museums, live music, and gardens. You might think about visiting Ventfort Hall Mansion and Gilded Age Museum, Shakespeare and Company, or Tanglewood Music Center.
What's the best way to get to Lenox and around town during my romantic getaway?
This information about transportation options in Lenox might help your romantic getaway go off without a hitch: Make your way to Lenox with a flight to Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest major airport located 4.7 mi (7.6 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.

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