A historic building with a clock, a flag, and a street lamp.

Business Hotels in Pittsfield

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Business Hotels in Pittsfield

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

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

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

A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

1. Hotel On North

Pittsfield

$134

$150 total

includes taxes & fees

Nov 1 - Nov 2

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

A spacious lobby with a fireplace, seating area, and a bar.

A garden with wooden Adirondack chairs and a stone pathway.

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

2. Berkshire Mountain Lodge

Pittsfield

$95

$128 total

includes taxes & fees

Nov 18 - Nov 19

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

A snack bar with shelves of snacks and a refrigerated display.

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

Pittsfield

$95

$106 total

includes taxes & fees

Nov 17 - Nov 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 reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

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 Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

4. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

$98

$109 total

includes taxes & fees

Nov 15 - Nov 16

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

A conference room with a long table, chairs, and a projector screen.

A bar area with a high counter, multiple stools, and a television screen.

5. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

$103

$115 total

includes taxes & fees

Nov 20 - Nov 21

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

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

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

A hotel room with a desk, computer, TV, and a chair.

6. FairBridge Inn Express

Pittsfield

$71

$79 total

includes taxes & fees

Oct 21 - Oct 22

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

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

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

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

7. The Yankee Inn

Lenox

$106

$118 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A gym with exercise equipment including treadmills, a stationary bike, and free weights.

A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

8. Hampton Inn & Suites Berkshires-Lenox

Lenox

$110

$122 total

includes taxes & fees

Nov 1 - Nov 2

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 large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

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

9. Courtyard by Marriott Lenox Berkshires

Lenox

$126

$140 total

includes taxes & fees

Nov 1 - Nov 2

A multi-story hotel with a central entrance, a flagpole, and landscaped gardens.

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

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

A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

10. Element by Marriott Lenox Berkshires

Lenox

$135

$151 total

includes taxes & fees

Nov 8 - Nov 9

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.

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

11. Quality Inn Lee - Lenox South

Lee

$93

$103 total

includes taxes & fees

Nov 9 - Nov 10

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

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

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

A breakfast area with a counter, coffee machine, and a display of pastries.

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

Great Barrington

$83

$93 total

includes taxes & fees

Nov 17 - Nov 18

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

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

A small kitchenette with a coffee maker, toaster, and cabinets. There is a red and green patterned floor and a plant on the left.

A motel with a flagpole, a blue awning, and a parking lot.

13. Econo Lodge Lee - Great Barrington

Lee

$65

$73 total

includes taxes & fees

Nov 13 - Nov 14

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

A bar with wooden floors and shelves filled with bottles.

A covered porch with wicker furniture and hanging flower baskets.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

14. The Red Lion Inn

Stockbridge

$161

$230 total

includes taxes & fees

Nov 4 - Nov 5

A kitchen with a countertop, a refrigerator, and a window.

A kitchen with a refrigerator, a coffee maker, and a microwave.

A hotel room with two beds, a nightstand with a lamp, a television, and framed artwork on the wall.

A park with picnic tables, a playground, and a large coniferous tree.

15. The Villager Motel

Williamstown

$75

$84 total

includes taxes & fees

Nov 16 - Nov 17

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 kitchen with a fireplace, dining area, and a large window with curtains.

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.

16. Williamstown Motel

Williamstown

$80

$89 total

includes taxes & fees

Nov 1 - Nov 2

A building with a covered parking area and a grassy front yard.

A rectangular swimming pool with a wooden deck surrounding it.

A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.

A motel with multiple rooms, a parking area, and a large tree in the foreground.

17. Howard Johnson by Wyndham Williamstown

Williamstown

$110

$123 total

includes taxes & fees

Oct 21 - Oct 22

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

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

A dining area with a wooden table, four chairs, and a framed picture on the wall.

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

18. The Revival House

Adams

$138

$154 total

includes taxes & fees

Nov 5 - Nov 6

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

19. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

$144

$160 total

includes taxes & fees

Nov 2 - Nov 3

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

A modern interior with a large window, a wooden table, and bar stools.

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

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

20. Hotel Downstreet, an Ascend Collection Hotel

North Adams

$119

$133 total

includes taxes & fees

Nov 9 - Nov 10

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Top landmarks in Pittsfield

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 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 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, Lenox Mountain, and Hancock Shaker Village.

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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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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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Herman Melville's Arrowhead

8.2/10 (18 reviews)

If seeing the sights is on your list of things to do, head to Herman Melville's Arrowhead— just one of the landmarks located 2.3 mi (3.7 km) from central 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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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.