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Hotels with free wifi in The Berkshires, Massachusetts

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Check availability on The Berkshires Hotels with free wifi

Tonight
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for The Berkshires hotels with free wifi

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
William
P6,747
P7,537 total
includes taxes & fees
Oct 27 - Oct 28
The Yankee Inn
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A spacious lobby with a fireplace, seating area, and a bar.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
A garden with wooden Adirondack chairs and a stone pathway.

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Robert
P4,973
P6,950 total
includes taxes & fees
Oct 18 - Oct 19
Berkshire Mountain Lodge
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A snack bar with shelves of snacks and a refrigerated display.
A modern cafe with a counter, seating area, and large windows.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Susan
P7,622
P8,513 total
includes taxes & fees
Oct 20 - Oct 21
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
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 dining area with large windows, wooden furniture, and a view of a lake.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Ann M
P8,606
P9,613 total
includes taxes & fees
Sep 28 - Sep 29
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.
A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.
A row of white plastic chairs on a covered outdoor area with a white building in the background.
A hotel room with a wooden dresser, a television, a microwave, and a mirror.

5. Monument Mountain Motel

Monument Mountain Motel
Great Barrington
United States
Victor
P4,273
P4,773 total
includes taxes & fees
Oct 25 - Oct 26
Monument Mountain Motel
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
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.
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.

6. Berkshires Untold

Berkshires Untold
Lenox
United States
Drue
P8,780
P9,807 total
includes taxes & fees
Sep 28 - Sep 29
Berkshires Untold
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.
A spacious living room with large windows, a fireplace, and a variety of seating options.

7. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Jacob
P5,970
P7,356 total
includes taxes & fees
Sep 27 - Sep 28
Vacation Village in the Berkshires
A building entrance with a large planter with purple flowers and a small tree.
A library with bookshelves, a television, and two armchairs.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

8. Hotel On North

Hotel On North
Pittsfield
United States
Drew
P8,387
P9,369 total
includes taxes & fees
Oct 5 - Oct 6
Hotel On North
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.
A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.
A Quality Inn sign, a brick building, and a parking lot with cars.
A hotel room with a bathroom, a bed, a desk, and a nightstand.

9. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Kimberly
P6,319
P7,059 total
includes taxes & fees
Oct 18 - Oct 19
Quality Inn Great Barrington
A building with a porch and multiple windows, surrounded by purple flowers.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.
A café with a display case, a frozen food section, and a marketplace sign.
A living room with a sofa, armchair, coffee table, and a patterned rug.

10. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Jared
P7,310
P9,386 total
includes taxes & fees
Sep 28 - Sep 29
Holiday Inn Club Vacations Oak 'n Spruce Resort
View all properties

Top The Berkshires Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"A most amazing place to stay! Has everything a hotel should have - we had a very large room! Great porch! We have stayed there several times."
Roger 1-night trip
Posted 10 hours ago
The Red Lion Inn
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

8/10 Good
"Toilet was faulty but they gave us another room. Not much variety on the breakfast"
Ron 3-night trip
Posted 1 day ago
Hampton Inn & Suites Berkshires-Lenox
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great location; walkable to restaurants. Spacious 7th floor room had a nice town and mountain view. All staff friendly and helpful. Bed was comfortable; room very clean. Breakfast was minimal and uninspiring."
Karl 1-night trip
Posted 3 days ago
Hotel Downstreet, an Ascend Collection Hotel
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Even in the off season it was beautiful."
Karen 1-night trip
Posted 5 days ago
Jiminy Peak Mountain Resort
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Good"
Kauan 1-night trip
Posted 6 days ago
Howard Johnson by Wyndham Lenox

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