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

Pittsfield, Massachusetts, United States of America

Family Hotels in Pittsfield

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Dates

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

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August 2025

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ChildrenAges 0 to 17

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Family Hotels in Pittsfield

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

Enjoy al fresco dining and relaxation on this outdoor patio, featuring a grill and comfortable seating.

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

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

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property

Pittsfield

8.6 out of 10, Excellent, (1012)

8.6/10

Excellent

(1012)

The price is 3.306.705 ₫

3.306.705 ₫

3.693.589 ₫ total

includes taxes & fees

27 Jul - 28 Jul

Best Western Plus Berkshire Hills Inn & Suites

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.

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

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

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property

Pittsfield

8.0 out of 10, Very good, (821)

8.0/10

Very good

(821)

The price is 3.002.535 ₫

3.002.535 ₫

3.353.832 ₫ total

includes taxes & fees

30 Jul - 31 Jul

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Enjoy a delicious spread of options at our buffet, featuring turkey sausage, bacon, and sweet treats.

Two beds with white linens and wooden headboards, a desk, and a chair.

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

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 price is 3.972.484 ₫

3.972.484 ₫

4.437.264 ₫ total

includes taxes & fees

17 Jul - 18 Jul

Holiday Inn Express & Suites Pittsfield - Berkshires

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

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

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

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, (608)

6.2/10

(608)

The price is 1.664.449 ₫

1.664.449 ₫

1.859.190 ₫ total

includes taxes & fees

3 Aug - 4 Aug

Econo Lodge Lee - Great Barrington

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.

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

Two double beds with matching headboards and footboards, each with a brown bed skirt and white linens, are arranged in the room.

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property

Lee

9.0 out of 10, Wonderful, (1003)

9.0/10

Wonderful

(1003)

The price is 4.673.511 ₫

4.673.511 ₫

5.220.312 ₫ total

includes taxes & fees

15 Jul - 16 Jul

The Black Swan Lee - Lenox, Ascend Hotel Collection

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

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

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

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property

Great Barrington

9.4 out of 10, Exceptional, (714)

9.4/10

Exceptional

(714)

The price is 5.404.563 ₫

5.404.563 ₫

6.036.897 ₫ total

includes taxes & fees

16 Jul - 17 Jul

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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 by the serene pool surrounded by lush greenery and mature trees.

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

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property

Great Barrington

7.6 out of 10, Good, (532)

7.6/10

Good

(532)

The price is 2.584.791 ₫

2.584.791 ₫

2.887.133 ₫ total

includes taxes & fees

17 Jul - 18 Jul

Travelodge by Wyndham Great Barrington Berkshires

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

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.

Guests can enjoy a spacious outdoor patio with tables and chairs, and access to a swimming pool.

Jiminy Peak Mountain Resort

3.0 star property

Hancock

8.2 out of 10, Very good, (947)

8.2/10

Very good

(947)

The price is 4.673.511 ₫

4.673.511 ₫

5.220.312 ₫ total

includes taxes & fees

15 Jul - 16 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 studying the exhibits at Berkshire Museum in 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 story of its own, during your travels to Pittsfield. Wander the lakeside in this quaint area.

See propertiesSee properties in Hancock Shaker Village

Hancock Shaker Village