A person snowboarding down a snowy slope.

Search Hotels with Parking in The Berkshires

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires Hotels with Parking

Tonight
7 Sept - 8 Sept
Tomorrow
8 Sept - 9 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for The Berkshires hotels with parking

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 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.

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
₹10,961
₹12,244 total
includes taxes & fees
22 Sept - 23 Sept
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 dining area with large windows, wooden furniture, and a view of a lake.
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
Susan
₹12,048
₹13,458 total
includes taxes & fees
27 Sept - 28 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A garden with wooden Adirondack chairs and a stone pathway.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Robert
₹7,522
₹10,513 total
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge
A large house with a covered patio area featuring outdoor seating and a fire pit.
A sunlit room with large windows, a stone floor, and two rocking chairs.
A corner dining area with a wooden table set for four, surrounded by upholstered chairs.
A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.

4. The Whitlock

The Whitlock
Lenox
United States
Maeve
₹13,574
₹15,162 total
includes taxes & fees
8 Sept - 9 Sept
The Whitlock
A modern hotel lobby with seating areas, tables, and a reception desk.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A breakfast area with a counter, coffee machine, and a display of pastries.

5. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
BJORN
₹12,473
₹13,932 total
includes taxes & fees
15 Sept - 16 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.
A hotel room with a bed, a desk, a television, a microwave, and a sofa.
A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

6. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
₹9,558
₹10,676 total
includes taxes & fees
28 Sept - 29 Sept
Quality Inn Lee - Lenox South
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.

7. Berkshires Untold

Berkshires Untold
Lenox
United States
David
₹12,440
₹13,896 total
includes taxes & fees
8 Sept - 9 Sept
Berkshires Untold
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.
A Quality Inn sign, a brick building, and a parking lot with cars.
A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.
A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

8. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Sisile
₹9,785
₹10,929 total
includes taxes & fees
9 Sept - 10 Sept
Quality Inn Great Barrington
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
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.
A backyard with a swimming pool, lounge chairs, and a hot tub.

9. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
James
₹14,913
₹21,352 total
includes taxes & fees
23 Sept - 24 Sept
The Red Lion Inn
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 seating areas, a coffee station, and large windows offering a view of greenery.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Steve
₹12,001
₹13,405 total
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
View all properties

Top The Berkshires Hotel Reviews

Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"Very warm staff and delicious breakfast w healthy fresh fruit"
Benjamin 1-night trip
Posted 5 hours ago
Willows Motel Williamstown
Hotel On North

Hotel On North

10/10 Excellent
"This is a hidden gem in the Berkshires. The hotel is clean, rooms are gorgeous and the staff was really helpful."
Brian 1-night trip
Posted 9 hours ago
Hotel On North
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"The room was spotless and very comfortable. The bed was super comfortable and the shower was nice. The whole property was well kept and the country store is worth a look. We would definitely stay there again!"
Desiree 1-night trip
Posted 13 hours ago
Jiminy Peak Mountain Resort
FairBridge Inn Express

FairBridge Inn Express

8/10 Good
"great value"
Horace 1-night trip
Posted 23 hours ago
FairBridge Inn Express
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"X"
Jonah 1-night trip
Posted 1 day ago
Vacation Village in the Berkshires

Explore a world of travel with Expedia