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

Find Romantic Hotels in Lenox, MA from CA $150

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Check availability on Lenox Romantic Hotels

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

Our top choices for Lenox romantic hotels

Two Adirondack chairs facing a river with a forested hill in the background.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
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.

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
CA $134
CA $150 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
Dining
Living area
Interior
Interior

2. Garden Gables

Garden Gables
Lenox
CA $169
CA $290 total
includes taxes & fees
Nov 4 - Nov 5
Garden Gables
A lodge with a large building and a dock by a lake, surrounded by forest.
A lakeside dock with kayaks and a covered boat ramp.
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.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
CA $152
CA $170 total
includes taxes & fees
Nov 22 - Nov 23
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 two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

4. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
Sandra
CA $215
CA $246 total
includes taxes & fees
Oct 27 - Oct 28
The Cornell Inn, Lenox & The Berkshires
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 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.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

5. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
CA $182
CA $204 total
includes taxes & fees
Nov 1 - Nov 2
Berkshires Untold
A two-story building with a sign reading "Chambéry Inn".
A cozy room with a fireplace, a sofa, a table with a bottle and glasses, and a patterned pillow.
A large, historic building labeled "Chambéry Inn" with a vintage turquoise truck parked in front.
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 $314
CA $351 total
includes taxes & fees
Nov 17 - Nov 18
Chambery Inn
A bedroom with a large bed, a nightstand with a lamp, a chair, and a door.
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 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.

7. Devonfield Inn B&B

Devonfield Inn B&B
Lee
United States
Sebastien
CA $517
CA $577 total
includes taxes & fees
Nov 2 - Nov 3
Devonfield Inn B&B
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.

8. Brook Farm Inn

Brook Farm Inn
Lenox
United States
Carrie
CA $259
CA $300 total
includes taxes & fees
Oct 25 - Oct 26
Brook Farm Inn
A large, two-story building with a symmetrical facade, multiple windows, and a well-maintained lawn.
A grand staircase with a wooden handrail and patterned carpet, leading to an upper floor.
A grand piano in a living room with a sofa, a chandelier, and a fireplace.
A two-story building with a covered entrance and a large 'G' sign.

9. Gateways Inn & Restaurant

Gateways Inn & Restaurant
Lenox
United States
Robin
CA $310
CA $362 total
includes taxes & fees
Oct 25 - Oct 26
Gateways Inn & Restaurant
A red building with a sign reading "Shaker Mill Inn."
A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.
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.

10. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mahadeva
CA $165
CA $181 total
includes taxes & fees
Nov 2 - Nov 3
Shaker Mill Inn
View all properties

Top Lenox Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"The parking lot was being resurfaced and we could not find a handicap spot near the door. It was inconvenient, and one handicap spot was filled by a car without a handicap placard."
Marcia 1-night trip
Posted 20 hours ago
Hampton Inn & Suites Berkshires-Lenox
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 22 hours ago
The Cornell Inn, Lenox & The Berkshires
The Ponds at Foxhollow

The Ponds at Foxhollow

8/10 Good
"We were amazed of the space of the villa and plenty of parking, staff handled our check-in with professionalism and how the property was well maintained beautifully."
albert 2-night trip
Posted 5 days ago
The Ponds at Foxhollow

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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