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Find Romantic Hotels in The Berkshires, MA

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Check availability on The Berkshires Romantic Hotels

Tonight
Oct 3 - Oct 4
Tomorrow
Oct 4 - Oct 5
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

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 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 hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

1. The Yankee Inn

The Yankee Inn
Lenox
United States
William
NT$3,377
NT$3,772 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 lodge with a dock, fishing rods, and outdoor seating.
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.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Bob
NT$3,683
NT$4,114 total
includes taxes & fees
Nov 1 - Nov 2
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.

3. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
Rosann
NT$4,889
NT$5,608 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 cozy library with bookshelves, a fireplace, and comfortable seating.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

4. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
NT$4,195
NT$4,685 total
includes taxes & fees
Nov 1 - Nov 2
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
NT$5,019
NT$7,189 total
includes taxes & fees
Nov 3 - Nov 4
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
NT$4,429
NT$4,858 total
includes taxes & fees
Nov 1 - Nov 2
Shaker Mill Inn
Interior detail
A cozy living room with a fireplace, a bookshelf, a coffee table with a book, and a plaid sofa.
A room with a wooden floor, two red armchairs, a small table, and a window with a view of trees.
A sign for 'Wilder House' with a maple leaf logo, established in 2023, and a date of 2023.

7. Wilder House Berkshires

Wilder House Berkshires
Sheffield
United States
Mark
NT$6,576
NT$7,345 total
includes taxes & fees
Oct 29 - Oct 30
Wilder House Berkshires
A dining table with pastries, a coffee pot, and a vase of sunflowers.
A large, two-story white building with a symmetrical facade, columns, and a central entrance.
A pool table in a room with a patterned rug, a shelf with decorative items, and a window with a view of greenery.
A small cabin with two Adirondack chairs in a grassy field, surrounded by trees and a mountain in the background.

8. Granville House

Granville House
Housatonic
United States
Nicole
NT$7,137
NT$7,972 total
includes taxes & fees
Oct 12 - Oct 13
Granville House
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a round table and chairs.
A grassy outdoor area with four blue Adirondack chairs arranged in a circle.

9. East Rock Inn

East Rock Inn
Great Barrington
United States
ERIK
NT$4,185
NT$4,674 total
includes taxes & fees
Nov 3 - Nov 4
East Rock Inn
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 large, historic building labeled "Chambéry Inn" with a vintage turquoise truck parked in front.
A hotel room with a large bed, a TV mounted above a fireplace, a desk, and a seating area with chairs.

10. Chambery Inn

Chambery Inn
Lee
United States
Alexandra
NT$8,602
NT$9,609 total
includes taxes & fees
Nov 2 - Nov 3
Chambery Inn
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Top The Berkshires Hotel Reviews

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