Hotels with Parking in Pittsfield
Pittsfield Hotels
Hotels in Massachusetts
Hotels in United States of America
Hotels

Pittsfield, Massachusetts, United States of America

Hotels with Parking in Pittsfield

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

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Hotels with Parking in Pittsfield

Enjoy a spacious room with a modern kitchen, dining area, and comfortable seating space.

Welcome to Quality Inn, situated in a serene grassy area with a large tree providing shade.

Two single beds with white linens and green accents, flanked by dark headboards, offer a comfortable retreat.

Relax in a clean and functional room with a desk, flat-screen TV, and coffee maker.

Quality Inn

2.5 star property

Great Barrington

8.2 out of 10, Very Good, (1001)

8.2/10

Very Good

(1001)

The price is CNY665

CNY665

CNY743 total

includes taxes & fees

Sep 2 - Sep 3

Quality Inn

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.

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

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

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property

Pittsfield

8.6 out of 10, Excellent, (1004)

8.6/10

Excellent

(1004)

The price is CNY855

CNY855

CNY955 total

includes taxes & fees

Sep 1 - Sep 2

Best Western Plus Berkshire Hills Inn & Suites

La Perla Italian Restaurant offers Italian cuisine and wood-fired pizzas.

Traditional home with a charming front porch and inviting atmosphere.

Relax with a drink at the cabin's rustic bar, featuring a selection of spirits and comfortable seating.

Relax in this inviting living room with a leather sofa, coffee table, and floral arrangement.

Gregory House Country Inn

3.0 star property

Averill Park

9.0 out of 10, Wonderful, (52)

9.0/10

Wonderful

(52)

The price is CNY808

CNY808

CNY897 total

includes taxes & fees

Aug 15 - Aug 16

Gregory House Country Inn

Situated in a lush forest, this cabin offers a serene retreat with a picnic table for outdoor dining or relaxation.

Relax by the serene pool surrounded by lush greenery and lounge chairs.

Escape to a secluded cabin surrounded by dense forest, featuring a cozy porch and a charming entrance.

Enjoy a cozy stay in this compact, well-organized tent with a kitchenette, dining area, and large windows offering forest views.

Huttopia Berkshires

1.0 star property

Williamstown

10.0 out of 10, Exceptional, (1)

10.0/10

Exceptional

(1)

The price is CNY704

CNY704

CNY786 total

includes taxes & fees

Sep 4 - Sep 5

Huttopia Berkshires

Comfortable retreat with a neatly made bed, wall-mounted lamps, and a convenient nightstand.

Enjoy a comfortable stay with a flat-screen TV, microwave, and ample dresser space.

Guests can park their vehicles in the available parking lot and enjoy the surrounding grassy lawn and trees.

Simple, single-story rooms with a doorbell above each entrance, situated on a quiet street with easy access to the surrounding hills.

Monument Mountain Motel

2.5 star property

Great Barrington

8.8 out of 10, Excellent, (734)

8.8/10

Excellent

(734)

Monument Mountain Motel

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

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property

Great Barrington

7.4 out of 10, Good, (537)

7.4/10

Good

(537)

The price is CNY539

CNY539

CNY602 total

includes taxes & fees

Sep 1 - Sep 2

Travelodge by Wyndham Great Barrington Berkshires

Stroll through the serene garden, surrounded by lush greenery and vibrant flowers beneath a charming pergola.

Surrounded by lush greenery, this charming two-story building offers a serene retreat.

Enjoy a serene outdoor space surrounded by lush gardens and a natural fence.

Two single beds with dark brown quilts, a nightstand with a lamp, and a chair are featured in this hotel room.

Chatham Travel Lodge

2.5 star property

Old Chatham

7.6 out of 10, Good, (186)

7.6/10

Good

(186)

The price is CNY833

CNY833

CNY900 total

includes taxes & fees

Aug 11 - Aug 12

Chatham Travel Lodge

Relax in a spacious room with a large bed, flat-screen TV, and two bedside tables.

Enjoy a comfortable stay in this cozy room featuring a desk, flat-screen TV, microwave, and comfortable seating.

Welcome to Four Seasons Motel, where you can ask for our weekly specials.

Bathroom features a vanity, toilet, and mirror, with a window and towel rack.

Four Season Motel

2.5 star property

Castleton-on-Hudson

5.4 out of 10, (189)

5.4/10

(189)

The price is CNY503

CNY503

CNY558 total

includes taxes & fees

Sep 4 - Sep 5

Four Season Motel

Orchids bloom in a serene, well-maintained setting.

Guests can dine al fresco in this charming outdoor seating area with comfortable chairs and tables.

Relax in this inviting room with a comfortable bed, a small table, and two armchairs.

Welcome to our reception area, where friendly staff are available to assist with your stay. Guests may check in and receive information about local amenities.

Pleasant Valley Motel West Stockbridge

2.0 star property

West Stockbridge

6.8 out of 10, (990)

6.8/10

(990)

The price is CNY499

CNY499

CNY548 total

includes taxes & fees

Aug 12 - Aug 13

Pleasant Valley Motel West Stockbridge

Relax in a serene outdoor space with cushioned chairs and a round chair, surrounded by lush greenery and a beautifully maintained lawn.

Cabin, 3 Bedrooms, Mountainside | Living area | Smart TV

Relax in this stylish room with a sofa near a window offering a view of lush greenery, a refrigerator, and a cabinet, surrounded by plants and decorative accents.

Relax in a comfortable seating area with a sofa and ottoman, featuring a bed with a stylish headboard and a bedside table with a lamp.

The Springs Motel

2.0 star property

New Ashford

9.0 out of 10, Wonderful, (54)

9.0/10

Wonderful

(54)

The price is CNY925

CNY925

CNY1,015 total

includes taxes & fees

Aug 17 - Aug 18

The Springs Motel

Enjoy a refreshing swim in our pool, surrounded by lush greenery and a serene landscape.

Enjoy meals in the adjacent dining area with a view, and prepare snacks in the kitchen featuring a refrigerator, coffee maker, and sink.

Enjoy the serene surroundings from this outdoor deck, perfect for relaxation or outdoor activities.

Relax in style with a comfortable armchair by the window, surrounded by lush greenery and framed awards.

Berkshire Travel Lodge

2.5 star property

Austerlitz

5.4 out of 10, (431)

5.4/10

(431)

The price is CNY536

CNY536

CNY579 total

includes taxes & fees

Aug 10 - Aug 11

Berkshire Travel Lodge

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.

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

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, (1000)

9.0/10

Wonderful

(1000)

The price is CNY910

CNY910

CNY1,016 total

includes taxes & fees

Sep 2 - Sep 3

The Black Swan Lee - Lenox, Ascend Hotel Collection

Stylish motel with a central entrance and two wings, featuring individual rooms with doors and windows.

Relax in this stylish room with a large bed, sofa, and kitchenette, perfect for a comfortable stay.

Enjoy a compact room with a kitchenette, dining area, and separate living space.

Relax in a serene outdoor space with a gazebo, tables, and comfortable seating.

Howard Johnson by Wyndham Lenox

2.0 star property

Lenox

7.6 out of 10, Good, (778)

7.6/10

Good

(778)

The price is CNY567

CNY567

CNY634 total

includes taxes & fees

Sep 1 - Sep 2

Howard Johnson by Wyndham Lenox

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.

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.

Relax in this stylish room with two single beds, a flat-screen TV, and a seating area with a chair and sofa, offering a view of the outdoors.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property

Pittsfield

8.0 out of 10, Very Good, (852)

8.0/10

Very Good

(852)

The price is CNY826

CNY826

CNY923 total

includes taxes & fees

Sep 1 - Sep 2

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Two single beds with white linens and blue accents, accompanied by bedside tables and lamps, offer a functional workspace.

Welcome to our reception area, featuring a beautiful landscape painting and a warm, inviting atmosphere.

Enjoy a lively swim in our indoor pool, featuring a vibrant mural and easy access via a ladder.

Enjoy a serene atmosphere with a large abstract painting and a dining area featuring a wooden table and four chairs.

Hotel Downstreet, Ascend Hotel Collection

3.0 star property

North Adams

8.8 out of 10, Excellent, (1000)

8.8/10

Excellent

(1000)

The price is CNY1,032

CNY1,032

CNY1,152 total

includes taxes & fees

Sep 7 - Sep 8

Hotel Downstreet, Ascend Hotel Collection

Cozy living area with a fireplace, comfortable seating, and large windows.

Stunning living area with a central staircase, sofa, armchair, and dining table.

Situated in a landscaped area, this hotel features a stone facade and large arched windows.

Welcome to our hotel, where a covered walkway leads to a grand entrance.

Comfort Inn & Suites East Greenbush - Albany

2.5 star property

Castleton-on-Hudson

8.4 out of 10, Very Good, (1002)

8.4/10

Very Good

(1002)

The price is CNY823

CNY823

CNY913 total

includes taxes & fees

Sep 2 - Sep 3

Comfort Inn & Suites East Greenbush - Albany

Enjoy cooking in this well-equipped kitchen with a double sink, oven, and gas range.

Stunning residential building with a striking red and white striped tower, set amidst beautifully landscaped surroundings.

Relax in the hotel's spacious lobby, featuring a comfortable seating area with sofas and armchairs, a reception desk, and lush greenery.

Experience the grandeur of our lobby, featuring a high ceiling, ornate chandeliers, and a cozy seating area with sofas and chairs.

Berkshire Mountain Lodge

3.0 star property

Pittsfield

9.0 out of 10, Wonderful, (544)

9.0/10

Wonderful

(544)

Berkshire Mountain Lodge

Enjoy a refreshing swim in the backyard pool surrounded by a fence.

Classic roadside motel with a traditional facade, surrounded by well-maintained lawns and a scenic mountain view.

Relax in comfort with a large bed, two bedside tables, and a desk for work.

Enjoy meals at a round table surrounded by comfortable chairs, a clock, and a framed picture on the walls.

Howard Johnson by Wyndham Williamstown

2.0 star property

Williamstown

6.4 out of 10, (862)

6.4/10

(862)

The price is CNY790

CNY790

CNY882 total

includes taxes & fees

Aug 10 - Aug 11

Howard Johnson by Wyndham Williamstown

Relax in a stylish space with a bar area, seating area, and large windows offering views of the outdoors.

Relax in a peaceful library with comfortable seating, bookshelves, and a large window.

Relax in a warm and inviting library with comfortable seating, a large bookshelf, and a cozy reading nook.

Relax in a serene outdoor seating area surrounded by lush greenery and comfortable furniture.

Berkshires Untold

3.5 star property

Lenox

9.2 out of 10, Wonderful, (663)

9.2/10

Wonderful

(663)

The price is CNY1,154

CNY1,154

CNY1,289 total

includes taxes & fees

Sep 1 - Sep 2

Berkshires Untold

Enjoy cooking in this well-equipped kitchen with a central island and bar stools, featuring a refrigerator, microwave, and oven.

Escape to a serene retreat surrounded by lush greenery and natural beauty at East Rock Inn.

Guests can enjoy a peaceful stay amidst lush greenery and a simple, functional design.

Relax in a stylish room with a large headboard, crisp white linens, and a comfortable bed.

East Rock Inn

2.0 star property

Great Barrington

9.4 out of 10, Exceptional, (28)

9.4/10

Exceptional

(28)

The price is CNY1,106

CNY1,106

CNY1,235 total

includes taxes & fees

Sep 1 - Sep 2

East Rock Inn

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

Hardly anyone here! Great way to spend a week day, skiing and tubing!

Bousquet Ski Area

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

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Berkshire Museum

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.

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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

Colonial Theater

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

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Barrington Stage Company

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

See propertiesSee properties in Barrington Stage Company

Herman Melville's Arrowhead

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

See propertiesSee properties in Herman Melville's Arrowhead