TOP Shopping Hotels in The Berkshires, MA for 2026

A person snowboarding down a snowy slope.

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check availability on The Berkshires Shopping Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for The Berkshires hotels with shopping nearby

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

A modern hotel building with the name "Hotel Downtown" on the facade.

A reception area with a large landscape painting, a dark reception desk, and a potted plant.

A modern cafe with a wooden accent wall, a coffee machine, and black chairs.

1. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Alexandra

£100

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

A hotel room with a sofa, a wooden table, a lamp, a telephone, and a painting on the wall.

A living room with a patterned carpet, two sofas, a dining table, and chairs.

2. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Kevin

£67

includes taxes & fees

18 Oct - 19 Oct

A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.

A blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.

A kitchen with a fireplace, dining area, and a large window with curtains.

A living room with a sofa, chairs, a coffee table, and a rug. There is a kitchen area with a refrigerator and a water dispenser.

3. Williamstown Motel

Williamstown

Ahmet

£63

includes taxes & fees

2 Nov - 3 Nov

A resort with multiple buildings, a parking area, and a mountainous backdrop.

A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.

A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

A wooden cabin with a porch and steps leading to a door, surrounded by snow.

4. Jiminy Peak Mountain Resort

Hancock

Karen

£126

includes taxes & fees

18 Oct - 19 Oct

A wooden cabin interior with a dining area featuring two white chairs, a table with a coffee pot and a cup, and a view into the kitchen through an open doorway.

A room with a hanging bed, a white wall, a window, and a door.

A garden with a wooden house, a tree, and a person tending to plants.

A hallway with a wooden door, a bench, and a staircase.

5. The Trail in Adams - Berkshires’ Art Hotel

Adams

Susan

£137

includes taxes & fees

2 Nov - 3 Nov

A building with a covered parking area and a grassy front yard.

A rectangular swimming pool with a wooden deck surrounding it.

A dining area with wooden chairs and tables, a kitchen counter with appliances, and framed pictures on the wall.

A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.

6. Howard Johnson by Wyndham Williamstown

Williamstown

Donna

£93

includes taxes & fees

4 Oct - 5 Oct

A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

A two-story house with a front porch, a garage, and a driveway.

A porch with a wicker chair and a small table.

A room with a wooden dresser, a table with a metal base, a yellow sofa, and a door with arched windows.

7. Cozy 1-bedroom studio in serene Great Barrington with AC

Great Barrington

Deborah S.

£108

includes taxes & fees

11 Oct - 12 Oct

A cozy attic bedroom with a sloped ceiling, wooden beams, a large window with a view of trees, a bed, a desk, and a kitchenette.

A triangular-shaped building with a balcony and a wooden picnic table in front.

A cozy living room with a grey sofa, a patterned throw blanket, and a wooden ceiling.

A cabin in a forest with a dirt path leading to it, surrounded by trees.

8. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Sherwood Forest

Sharon K.

£292

includes taxes & fees

7 Oct - 8 Oct

View all properties

Top The Berkshires Hotel Reviews

Vacation Village in the Berkshires

8/10 Good

"Very pleased with our stay -great place for the family we will G-d willing return"

Hotel On North

10/10 Excellent

"Delightful place with charm and warmth and character. I would love to come back."

The Yankee Inn

8/10 Good

"Room was nice but did not have the view I was hoping for. Another hotel property is mostly blocking views from Yankee Inn looking West; the direction rooms with balcony’s face. The location near"

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"Staff very pleasant and helpful. On site restaurant was good and reasonably priced. Room was large with a nice view. Breakfast, which is continental, seemed a bit skimpy. Plenty of parking and in a great central area with many restaurants."

Room 1

Change your mind

Treat yourself

Be picky

Check availability on The Berkshires Shopping Hotels

Our top choices for The Berkshires hotels with shopping nearby

1. Hotel Downstreet, an Ascend Collection Hotel