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Romantic Hotels & Resorts in The Berkshires from NZ$211

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Check availability on The Berkshires Romantic Hotels

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for The Berkshires romantic hotels

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

1. The Yankee Inn

The Yankee Inn
Lenox
United States
William
NZ$211
includes taxes & fees
1 Nov - 2 Nov
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 lakeside lodge with a dock, fishing rods, and outdoor seating.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Bob
NZ$230
includes taxes & fees
1 Nov - 2 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A snow-covered outdoor area with a patio, seating, and a covered dining area.
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.
A modern living room with a fireplace, comfortable seating, and a large window with curtains.

3. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
Rosann
NZ$314
includes taxes & fees
27 Oct - 28 Oct
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.
A cozy library with bookshelves, a fireplace, and comfortable seating.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

4. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
NZ$262
includes taxes & fees
4 Nov - 5 Nov
Berkshires Untold
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A covered porch with wicker furniture and hanging flower baskets.
A bar with wooden floors and shelves filled with bottles.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

5. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Stephan
NZ$402
includes taxes & fees
3 Nov - 4 Nov
The Red Lion Inn
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 covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

6. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mervin
NZ$270
includes taxes & fees
1 Nov - 2 Nov
Shaker Mill Inn
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.

7. Granville House

Granville House
Housatonic
United States
Nicole
NZ$507
includes taxes & fees
7 Oct - 8 Oct
Granville House
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A white two-story house with a front door, windows, and a chimney.
A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.
A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

8. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
NZ$625
includes taxes & fees
1 Nov - 2 Nov
The Old Inn On The Green
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."
A hallway with a collection of plates on the walls, leading to a staircase.
Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.

9. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
United States
Ram
NZ$369
includes taxes & fees
4 Nov - 5 Nov
The Porches Inn at Mass MoCA
Interior detail
A sign for 'Wilder House' with a maple leaf logo, established in 2023, and a date of 2023.
A bedroom with a large bed, a dresser, a chair, and a mirror.
A cozy living room with a fireplace, a bookshelf, a coffee table with a book, and a plaid sofa.

10. Wilder House Berkshires

Wilder House Berkshires
Sheffield
United States
Mark
NZ$412
includes taxes & fees
29 Oct - 30 Oct
Wilder House Berkshires
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Top The Berkshires Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Love the fireplace in our room! The amenities always make this place worth the money, and the views to top it all off!!"
Jennifer 1-night trip
Posted 6 hours ago
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Beautiful location plenty of activities and very convenient having the country store on site! Also the onsite restaurant was amazing!"
Jeffrey 1-night trip
Posted 11 hours ago
Jiminy Peak Mountain Resort
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Great staff, heated bathroom floors."
Ellen 3-night trip
Posted 19 hours ago
The Red Lion Inn

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