A frozen stream with icicles hanging over it, surrounded by snow-covered trees.

Business Hotels in Pittsfield

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Business Hotels in Pittsfield

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

A buffet area with a counter, food items, and a beverage station.

A round dining table set for a formal event, with white tablecloth, silverware, and purple napkins.

1. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

$115

$128 total

includes taxes & fees

Oct 14 - Oct 15

A building entrance with a large planter with purple flowers and a small tree.

A library with bookshelves, a television, and two armchairs.

A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.

A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

2. Hotel On North

Pittsfield

$152

$170 total

includes taxes & fees

Sep 17 - Sep 18

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

3. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

$111

$124 total

includes taxes & fees

Oct 1 - Oct 2

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

A garden with wooden Adirondack chairs and a stone pathway.

4. Berkshire Mountain Lodge

Pittsfield

$91

$124 total

includes taxes & fees

Oct 1 - Oct 2

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

5. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

$122

$137 total

includes taxes & fees

Sep 17 - Sep 18

A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.

A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.

A dining area with wooden tables and chairs, a television, and a door with a sign.

6. FairBridge Inn Express

Pittsfield

$62

$69 total

includes taxes & fees

Sep 17 - Sep 18

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

7. The Yankee Inn

Lenox

$116

$130 total

includes taxes & fees

Sep 22 - Sep 23

A spacious hotel lobby with multiple seating areas, large windows, and a television.

A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

8. Hampton Inn & Suites Berkshires-Lenox

Lenox

$130

$145 total

includes taxes & fees

Sep 30 - Oct 1

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

An outdoor seating area with Adirondack chairs and a fire feature.

9. Element by Marriott Lenox Berkshires

Lenox

$178

$199 total

includes taxes & fees

Sep 24 - Sep 25

A hotel room with a bed, a desk, a television, a microwave, and a sofa.

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

10. Quality Inn Lee - Lenox South

Lee

$107

$120 total

includes taxes & fees

Sep 29 - Sep 30

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

A modern restaurant with wooden flooring, bar area, and seating arrangements.

A covered outdoor area with stone pillars and a view of a road and green hills.

11. Courtyard by Marriott Lenox Berkshires

Lenox

$196

$219 total

includes taxes & fees

Sep 20 - Sep 21

A modern hotel lobby with seating areas, tables, and a reception desk.

A kitchenette with a microwave, coffee maker, and coffee cups.

A hotel room with two beds, a desk, a TV, and a window with curtains.

A coffee station with two coffee machines and a variety of coffee pods and cups.

12. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

$129

$144 total

includes taxes & fees

Sep 20 - Sep 21

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

A backyard with a swimming pool, lounge chairs, and a hot tub.

A covered porch with wicker furniture and hanging flower baskets.

13. The Red Lion Inn

Stockbridge

$165

$234 total

includes taxes & fees

Sep 23 - Sep 24

A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.

A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.

A hotel room with a bed, a desk, and two wall-mounted lamps.

A motel with multiple rooms, a well-maintained lawn, and a stone pathway.

14. Econo Lodge Lee - Great Barrington

Lee

$69

$77 total

includes taxes & fees

Sep 22 - Sep 23

A living room with a fireplace, two sofas, and four black side tables.

A bedroom with a bed, a sofa, a fireplace, and a chandelier.

A two-story building with a symmetrical facade, large columns, and a central entrance.

A doorway leading to a room with a fireplace, a sofa, and decorative wall sconces.

15. The Revival House

Adams

$166

$185 total

includes taxes & fees

Sep 20 - Sep 21

A garden with a swing set, a blue chair, and a flower bed.

A garden with a wooden pergola, potted plants, and a lawn with chairs.

A house with a porch, snow-covered ground, and a Christmas tree with lights.

A swimming pool with lounge chairs and a fence.

16. Maple Terrace Motel

Williamstown

$125

$140 total

includes taxes & fees

Sep 20 - Sep 21

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 living room with a sofa, chairs, a coffee table, and a rug. There is a kitchen area with a refrigerator and a water dispenser.

A living room with a sofa, coffee table, and fireplace. There is a kitchen area with cabinets and a refrigerator.

17. Williamstown Motel

Williamstown

$99

$111 total

includes taxes & fees

Sep 17 - Sep 18

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

A modern hotel building with the name "Hotel Downtown" on the facade.

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

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

18. Hotel Downstreet, an Ascend Collection Hotel

North Adams

$135

$151 total

includes taxes & fees

Sep 22 - Sep 23

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

A white two-story building with a porch, labeled as a motel.

A hotel room with two blue upholstered chairs, a wooden table with a lamp, a TV mounted on the wall, and a wooden dresser with drawers.

A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

19. Willows Motel Williamstown

Williamstown

$109

$122 total

includes taxes & fees

Sep 17 - Sep 18

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

A Quality Inn sign, a brick building, and a parking lot with cars.

20. Quality Inn Great Barrington

Great Barrington

$104

$116 total

includes taxes & fees

Sep 20 - Sep 21

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Top landmarks in Pittsfield

A historic stone building with a yellow roof, surrounded by a white fence and lush green grass.

Hancock Shaker Village

9.2/10 (101 reviews)

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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A snow-covered town with buildings, a ski lift, and a mountain in the background.

Bousquet Ski Area

8.2/10 (48 reviews)

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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A town with historic buildings, a prominent yellow church, and a mountainous backdrop.

Berkshire Museum

8.4/10 (26 reviews)

The center of Pittsfield is home to cultural attractions like 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 Bousquet Ski Area, Hancock Shaker Village, and Colonial Theater.

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Colonial Theater

8.0/10 (19 reviews)

If you’re after a show while in the center of Pittsfield, you might want to get tickets at Colonial Theater. If you enjoy the show and want to see another, Barrington Stage Company isn't far.

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Guido's Marketplace

9.6/10 (31 reviews)

If you like strolling among the stalls, you might want to head out to Guido's Marketplace when visiting Pittsfield.

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Onota Lake

Onota Lake is 2.1 mi (3.4 km) from central Pittsfield, why not stop by during your stay.

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Barrington Stage Company

8.0/10 (16 reviews)

Barrington Stage Company is 0.4 mi (0.6 km) from central Pittsfield, why not stop by during your stay. If you enjoy the show and want to see another, Colonial Theater isn't far.

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About the destination

If you're looking for a place to get away, look no further than Pittsfield. Whether you're planning to stay for a night or for the week, the area around Pittsfield has accommodations to fit every need. Search for hotels in Pittsfield with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Pittsfield hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Pittsfield hotel deals are here with our lowest price guarantee.