Hotels with Internet in The Berkshires
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Hotels with Internet
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A large white building with multiple chimneys, surrounded by lush gardens with various flowers.

Hotels with Internet in The Berkshires

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your current months are November, 2026 and December, 2026.

November 2026

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Our top choices for The Berkshires hotels with free wifi

Two Adirondack chairs facing a river with a forested hill in the background.

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 hotel room with a fireplace, a desk, a television, and a poster of a lake scene.

1. The Yankee Inn

The Yankee Inn

2.5 star property

Lenox

9.2 out of 10, Wonderful, (1,002 reviews)

9.2/10

Wonderful

(1,002 reviews)

"The location was good for our trip."

Basil

The price is S$156

S$156

includes taxes & fees

20 Nov - 21 Nov

The Yankee Inn

A multi-story hotel with a classic facade, large windows, and a prominent entrance.

A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

A library with bookshelves, a television, and two armchairs.

A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

2. Hotel On North

Hotel On North

3.5 star property

Pittsfield

9.6 out of 10, Exceptional, (981 reviews)

9.6/10

Exceptional

(981 reviews)

"Very nice hotel"

Philip

The price is S$166

S$166

includes taxes & fees

29 Nov - 30 Nov

Hotel On North

A hotel room with a bed, a television, a wardrobe, and a bathroom visible through an open door.

3. Garden Gables

Garden Gables

4.0 star property

Lenox

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Lovely place!"

Eyee

The price is S$266

S$266

includes taxes & fees

30 Nov - 1 Dec

Garden Gables

A lodge with a large building and a dock by a lake, surrounded by forest.

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 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

3.0 star property

Lee

9.2 out of 10, Wonderful, (1,001 reviews)

9.2/10

Wonderful

(1,001 reviews)

"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"

Gustavo

The price is S$153

S$153

includes taxes & fees

3 Dec - 4 Dec

The Black Swan Lee - Lenox, an Ascend Collection Hotel

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 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".

5. Berkshires Untold

Berkshires Untold

3.5 star property

Lenox

9.0 out of 10, Wonderful, (1,067 reviews)

9.0/10

Wonderful

(1,067 reviews)

"Very nice place beautiful view"

Brian

The price is S$151

S$151

includes taxes & fees

17 Nov - 18 Nov

Berkshires Untold

A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

A buffet with various food items, including omelets and other dishes, displayed in metal serving trays.

A modern hotel lobby with seating areas, tables, and a reception desk.

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property

Great Barrington

8.8 out of 10, Excellent, (854 reviews)

8.8/10

Excellent

(854 reviews)

"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."

Cynthia

The price is S$119

S$119

includes taxes & fees

7 Dec - 8 Dec

Holiday Inn Express Hotel & Suites Great Barrington by IHG

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A hotel room with a bathroom, a bed, a desk, and a nightstand.

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.

7. Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 star property

Downtown Great Barrington

8.6 out of 10, Excellent, (1,003 reviews)

8.6/10

Excellent

(1,003 reviews)

"Our room was spotless and the staff was helpful and welcoming!"

Lynne

The price is S$108

S$108

includes taxes & fees

7 Dec - 8 Dec

Quality Inn Great Barrington

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

A spacious lobby with a fireplace, seating area, and a bar.

A garden with wooden Adirondack chairs and a stone pathway.

8. Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property

Pittsfield

9.0 out of 10, Wonderful, (1,258 reviews)

9.0/10

Wonderful

(1,258 reviews)

"Comfortable stay, well stocked kitchen and room."

Charline

The price is S$139

S$139

includes taxes & fees

6 Dec - 7 Dec

Berkshire Mountain Lodge

A snow-covered outdoor area with a patio, seating, and a covered dining area.

A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

A modern living room with a fireplace, comfortable seating, and a large window with curtains.

9. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property

Lenox

9.4 out of 10, Exceptional, (1,002 reviews)

9.4/10

Exceptional

(1,002 reviews)

"Lovely room, comfortable bed and a nice breakfast."

judith

The price is S$250

S$250

includes taxes & fees

9 Nov - 10 Nov

The Cornell Inn, Lenox & The Berkshires

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A row of white plastic chairs on a covered outdoor area with a white building in the background.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

10. Monument Mountain Motel

Monument Mountain Motel

2.5 star property

Great Barrington

9.0 out of 10, Wonderful, (942 reviews)

9.0/10

Wonderful

(942 reviews)

"Easy access to everywhere we went. Clean"

Phillip

The price is S$86

S$86

includes taxes & fees

8 Nov - 9 Nov

Monument Mountain Motel

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Hotels with Internet in The Berkshires

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for The Berkshires hotels with free wifi

1. The Yankee Inn

2. Hotel On North

3. Garden Gables

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

5. Berkshires Untold

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

7. Quality Inn Great Barrington

8. Berkshire Mountain Lodge

9. The Cornell Inn, Lenox & The Berkshires

10. Monument Mountain Motel

Explore a world of travel with Expedia