Family Hotels in Pittsfield
Pittsfield Hotels
Hotels in Massachusetts
Hotels in United States of America
Hotels

Pittsfield, Massachusetts, United States of America

Pittsfield Family Hotels

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Dates

your current months are July, 2025 and August, 2025.

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ChildrenAges 0 to 17

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Pittsfield Family Hotels

Welcome to our reception area, featuring a comfortable seating area, a reception desk, and a beautiful abstract art piece.

Relax in comfort with a large bed, flat-screen TV, and cozy fireplace.

Stunning two-story building with a flat roof and symmetrical facade, featuring a central entrance and well-manicured grounds.

Welcome to our reception area, featuring a convenient coffee station, digital display, and water dispenser for your comfort.

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property

Pittsfield

8.6 out of 10, Excellent, (1013)

8.6/10

Excellent

(1013)

"We have a dog traveling with us. It is really pet friendly. Love it!"

Yan

The price is ₹10,885

₹10,885

₹12,158 total

includes taxes & fees

27 Jul - 28 Jul

Best Western Plus Berkshire Hills Inn & Suites

Relax in this inviting room with a large bed, flat-screen TV, and comfortable chair.

Relax in a stylish space with a comfortable sofa, wooden side table, and large window.

Relax in comfort with a reception area featuring a reception desk, armchair, and window with a view.

Relax in this inviting living space with a sofa set, armchairs, and a dining table.

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property

Great Barrington

7.4 out of 10, Good, (533)

7.4/10

Good

(533)

"Really nice little

"Really nice little family

business. Ty! "

Raymond

The price is ₹7,638

₹7,638

₹8,531 total

includes taxes & fees

24 Jul - 25 Jul

Travelodge by Wyndham Great Barrington Berkshires

Dine in style with a long table set for a memorable meal, surrounded by cushioned chairs and large windows offering a view of the outdoors.

Conference room with carpeted floor, tables, chairs, and city views.

Located at 1 West Street, this hotel features a modern design with a brick facade and multiple windows.

Kitchen features a stainless steel sink, microwave, and refrigerator, adjacent to a cozy bedroom area with a bed and nightstand.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property

Pittsfield

8.0 out of 10, Very good, (822)

8.0/10

Very good

(822)

"Stayed here for the weekend with my

"Stayed here for the weekend with my family

it was clean , pool was fun breakfast was good . Only thing was the no parking. We had to park a block down and that walk back to the hotel in the cold was not fun . "

Bryant

The price is ₹11,070

₹11,070

₹12,365 total

includes taxes & fees

27 Jul - 28 Jul

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Relax in comfort with a large bed, two bedside tables, and a balcony with a view.

Guests can enjoy a balcony with a view from the upper floor of this two-story motel.

Enjoy a convenient kitchenette with a refrigerator, coffee machine, toaster, and bread display.

Bathroom features a vanity with sink, toilet, and bathtub, along with a hairdryer and towel rack.

Econo Lodge Lee - Great Barrington

2.0 star property

Lee

6.2 out of 10, (609)

6.2/10

(609)

"While the gentleman at the front desk can be a bit cold, the women that work at the property are very pleasant. They were super accommodating and did a nice job cleaning the room during our stay. The room was a good value and provided a nice place for our

of 5 plus a small dog to lay our heads at night."

Danny

The price is ₹5,479

₹5,479

₹6,120 total

includes taxes & fees

3 Aug - 4 Aug

Econo Lodge Lee - Great Barrington

Relax in our stylish lobby with a seating area, desk, and comfortable sofa.

Welcome to the hotel's reception area, featuring a reception desk and geometric patterned wall.

Stylish corridor with geometric patterned walls, leading to a glass door and outdoor area.

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property

Pittsfield

10.0 out of 10, Exceptional, (3)

10.0/10

Exceptional

(3)

"The staff were all so friendly and helpful and the room and the hotel itself were very nice. Great location. Nice and clean, lovely pool, awesome coffee and a good breakfast. We will absolutely be back again next year to stay here. "

Jeannette

The price is ₹15,975

₹15,975

₹17,844 total

includes taxes & fees

21 Jul - 22 Jul

Holiday Inn Express & Suites Pittsfield - Berkshires

Relax in a serene lakeside setting with Adirondack chairs and a tranquil atmosphere.

Black Swan Inn features a charming two-story building with a sloped roof and a welcoming entrance.

Relax in a serene lakeside setting with Adirondack chairs and a boat available for use.

Enjoy a meal in our breakfast bar area, featuring a selection of fresh bread, pastries, and a coffee station.

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property

Lee

9.0 out of 10, Wonderful, (1001)

9.0/10

Wonderful

(1001)

"Great stay, relaxing with lake views"

Nicholas

The price is ₹16,704

₹16,704

₹18,659 total

includes taxes & fees

30 Jul - 31 Jul

The Black Swan Lee - Lenox, Ascend Hotel Collection

Relax in a welcoming space with comfortable seating and a stunning chandelier.

Enter through a covered porch with white columns, leading to a main entrance with glass doors.

Enjoy a fun gaming experience with arcade games like American Idol and Super Star, plus a flat-screen TV for entertainment.

Welcome to the hotel reception area, featuring a sleek reception desk and a decorative wall with a wavy pattern.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property

Great Barrington

9.4 out of 10, Exceptional, (715)

9.4/10

Exceptional

(715)

"Staff are so friendly "

Mary Cay

The price is ₹17,764

₹17,764

₹19,842 total

includes taxes & fees

21 Jul - 22 Jul

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Set amidst lush greenery, this hotel complex offers a serene escape with pathways connecting its various buildings.

Kitchen features a central island, microwave, stove, and dishwasher, along with a dining table and window.

Stunning two-story house with a central entrance and covered porch, surrounded by lush gardens and a scenic hillside backdrop.

Cozy living area with a fireplace, comfortable seating, and a television.

Jiminy Peak Mountain Resort

3.0 star property

Hancock

8.2 out of 10, Very good, (947)

8.2/10

Very good

(947)

"Great place for families"

Stanley

The price is ₹13,825

₹13,825

₹15,443 total

includes taxes & fees

30 Jul - 31 Jul

Jiminy Peak Mountain Resort

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.

Top landmarks in Pittsfield

Bousquet Ski Area

Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this quaint area.

See propertiesSee properties in Bousquet Ski Area

Bousquet Ski Area

Berkshire Museum

You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area.

See propertiesSee properties in Berkshire Museum

Berkshire Museum

Hancock Shaker Village

You can browse the exhibits at Hancock Shaker Village, a museum with a storied past, during your trip to Pittsfield. Wander the lakeside in this quaint area.

See propertiesSee properties in Hancock Shaker Village

Hancock Shaker Village