TOP The Berkshires Hotels near Shopping Areas for 2026 - 𝗙𝗿𝗲𝗲 𝗖𝗮𝗻𝗰𝗲𝗹𝗹𝗮𝘁𝗶𝗼𝗻 on Select Hotels

A person snowboarding down a snowy slope.

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 near Shopping Areas

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

A modern interior with a large window, a wooden table, and bar stools.

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

1. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Alexandra

S$171

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

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

A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.

2. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Kevin

S$113

includes taxes & fees

18 Oct - 19 Oct

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

A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.

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

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

3. Jiminy Peak Mountain Resort

Hancock

Karen

S$213

includes taxes & fees

26 Oct - 27 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.

4. Williamstown Motel

Williamstown

Ahmet

S$104

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

5. Howard Johnson by Wyndham Williamstown

Williamstown

Donna

S$157

includes taxes & fees

4 Oct - 5 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 modern living room with a sofa, armchair, coffee table, and ottoman. There is a large abstract painting on the wall, a dining table with chairs, and a staircase leading to an upper level.

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

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

6. The Trail in Adams - Berkshires’ Art Hotel

Adams

Susan

S$231

includes taxes & fees

2 Nov - 3 Nov

A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

An indoor swimming pool with clear pool rules signage, multiple seating areas, and a view of the outdoors through large windows.

A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

7. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Debra

S$154

includes taxes & fees

1 Nov - 2 Nov

View all properties

Top The Berkshires Hotel Reviews

Hotel On North

10/10 Excellent

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

Vacation Village in the Berkshires

10/10 Excellent

"Great place great price!"

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."

Quality Inn Great Barrington

10/10 Excellent

"I typically do not reserve in motel with parking in front of each space due to security, I was mistaken at this facility. Pleasant neighborhood and the building was situated well off the main street."

Explore a world of travel with Expedia

Blandford Holiday Rentals

Find Hotels near The Berkshires Shopping Areas from S$104

Change your mind

Treat yourself

Be picky

Check availability on The Berkshires Hotels near Shopping Areas

Our top choices for The Berkshires hotels with shopping nearby

1. Hotel Downstreet, an Ascend Collection Hotel

2. Travelodge by Wyndham Great Barrington Berkshires

3. Jiminy Peak Mountain Resort

4. Williamstown Motel

5. Howard Johnson by Wyndham Williamstown

6. The Trail in Adams - Berkshires’ Art Hotel

7. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Top The Berkshires Hotel Reviews

Hotel On North

Vacation Village in the Berkshires

The Yankee Inn

Hotel Downstreet, an Ascend Collection Hotel

Quality Inn Great Barrington

Explore a world of travel with Expedia