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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your current months are August, 2025 and September, 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.

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

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

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

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property

Pittsfield

8.6 out of 10, Excellent, (1002)

8.6/10

Excellent

(1002)

The price is ฿3,847

฿3,847

฿4,297 total

includes taxes & fees

1 Sept - 2 Sept

Best Western Plus Berkshire Hills Inn & Suites

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

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.

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

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property

Great Barrington

7.4 out of 10, Good, (536)

7.4/10

Good

(536)

The price is ฿2,425

฿2,425

฿2,708 total

includes taxes & fees

1 Sept - 2 Sept

Travelodge by Wyndham Great Barrington Berkshires

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

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

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

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

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)

The price is ฿4,094

฿4,094

฿4,573 total

includes taxes & fees

1 Sept - 2 Sept

The Black Swan Lee - Lenox, Ascend Hotel Collection

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, (847)

8.0/10

Very good

(847)

The price is ฿3,718

฿3,718

฿4,153 total

includes taxes & fees

1 Sept - 2 Sept

Holiday Inn & Suites Pittsfield-Berkshires by IHG

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

Check-in at our welcoming reception area, featuring a reception desk, a selection of refreshments, and a warm atmosphere.

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.

Econo Lodge Lee - Great Barrington

2.0 star property

Lee

6.4 out of 10, (619)

6.4/10

(619)

The price is ฿2,061

฿2,061

฿2,302 total

includes taxes & fees

19 Aug - 20 Aug

Econo Lodge Lee - Great Barrington

Enjoy a diverse selection of hot and cold dishes at our buffet.

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.

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

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property

Pittsfield

9.4 out of 10, Exceptional, (10)

9.4/10

Exceptional

(10)

The price is ฿5,193

฿5,193

฿5,801 total

includes taxes & fees

1 Sept - 2 Sept

Holiday Inn Express & Suites Pittsfield - Berkshires

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

Relax by the pool, surrounded by lounge chairs and a tranquil atmosphere.

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, (723)

9.4/10

Exceptional

(723)

The price is ฿5,169

฿5,169

฿5,773 total

includes taxes & fees

24 Aug - 25 Aug

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.

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

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

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, (958)

8.2/10

Very good

(958)

The price is ฿5,140

฿5,140

฿5,742 total

includes taxes & fees

1 Sept - 2 Sept

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

Why not give yourself a treat with a trip to Bousquet Ski Area, one of the family attractions located 2.6 mi (4.3 km) from central Pittsfield? If you master the slopes, Jiminy Peak Mountain Resort is just a short drive away.

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Berkshire Museum

The centre of Pittsfield is home to cultural attractions such as Berkshire Museum, so you might want to stop by during your stay. If you want to experience more of the culture Pittsfield has to offer, head to Colonial Theater, Bousquet Ski Area, and Pleasant Valley Wilderness Sanctuary.

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Hancock Shaker Village

If seeing the sights is on your list of things to do, head to Hancock Shaker Village – just one of the landmarks located 4.7 mi (7.6 km) from central Pittsfield. You could also start your cultural experience by heading over to the museums in the area.

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Colonial Theater

You can make plans for a show at Colonial Theater on your trip to Pittsfield. Wander the lakeside in this quaint area.

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Barrington Stage Company

You can enjoy a show at Barrington Stage Company during your stay in Pittsfield. Wander the lakeside in this quaint area.

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Herman Melville's Arrowhead

You can learn about the history of Pittsfield with a trip to Herman Melville's Arrowhead. Wander the lakeside in this quaint area.

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