Hotels in Pittsfield

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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.

1. Hotel On North

Pittsfield

$134

$150 total

includes taxes & fees

Nov 1 - Nov 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 snack bar with shelves of snacks and a refrigerated display.

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

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

Pittsfield

$95

$106 total

includes taxes & fees

Nov 19 - Nov 20

A hotel patio with outdoor seating and a fire pit.

A modern reception area with a green textured wall, a reception desk, and a coffee machine.

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

A spacious living room with a large sofa, a coffee table, and a fireplace.

3. Hilton Garden Inn Lenox Pittsfield

Pittsfield

$128

$143 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A garden with wooden Adirondack chairs and a stone pathway.

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

4. Berkshire Mountain Lodge

Pittsfield

$95

$128 total

includes taxes & fees

Nov 19 - Nov 20

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

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

5. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

$98

$109 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

A residential street with a paved road, a lamp post, and flowering trees.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

A fenced outdoor area with a pool, lounge chairs, and umbrellas.

6. Berkshire Inn

Pittsfield

$86

$96 total

includes taxes & fees

Oct 25 - Oct 26

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

A hotel room with two beds, a nightstand with a lamp, and a window with curtains.

A modern apartment with a living room, kitchenette, and dining area.

7. The Central Downtown Inn & Suites

Pittsfield

$99

$111 total

includes taxes & fees

Oct 22 - Oct 23

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

8. FairBridge Inn Express

Pittsfield

$71

$79 total

includes taxes & fees

Oct 22 - Oct 23

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

9. 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 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.

A hotel room with a bed, a nightstand with a lamp and phone, a chair, and framed pictures on the wall.

10. Hampton Inn & Suites Berkshires-Lenox

Lenox

$110

$122 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

11. Howard Johnson by Wyndham Lenox

Lenox

$79

$88 total

includes taxes & fees

Oct 25 - Oct 26

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.

12. Courtyard by Marriott Lenox Berkshires

Lenox

$126

$140 total

includes taxes & fees

Nov 1 - Nov 2

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.

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

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

13. Element by Marriott Lenox Berkshires

Lenox

$135

$151 total

includes taxes & fees

Nov 8 - Nov 9

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

A cozy library with bookshelves, a fireplace, and comfortable seating.

A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

14. Berkshires Untold

Lenox

$133

$149 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

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

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

15. Quality Inn Lee - Lenox South

Lee

$93

$103 total

includes taxes & fees

Nov 10 - Nov 11

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A dining area with large windows, wooden furniture, and a view of a lake.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A lakeside dock with kayaks and a covered boat ramp.

16. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

$112

$125 total

includes taxes & fees

Nov 15 - Nov 16

17. Garden Gables

Lenox

$134

$149 total

includes taxes & fees

Oct 22 - Oct 23

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

18. Vacation Village in the Berkshires

Williamstown

$95

$117 total

includes taxes & fees

Nov 1 - Nov 2

A snow-covered outdoor area with a patio, seating, and a covered dining area.

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

A dining area with a glass table, red walls, and framed artwork.

A modern living room with a fireplace, comfortable seating, and a large window with curtains.

19. The Cornell Inn, Lenox & The Berkshires

Lenox

$156

$179 total

includes taxes & fees

Oct 27 - Oct 28

A group of people performing yoga in an outdoor setting with grass and trees.

A motel with a row of rooms, a parking lot, and a hilly backdrop.

A reception desk with a framed floral painting, a deer head, and a sign about pets.

A hotel room with a bed, two chairs, a small table, and a lamp.

20. Pleasant Valley Motel West Stockbridge

West Stockbridge

$77

$84 total

includes taxes & fees

Oct 22 - Oct 23

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Go beyond your typical stay in Pittsfield

Pet friendly

Hot tub

Pool

Family friendly

Cottage

Our prices for hotels in Pittsfield are cheapest in January

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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Learn more about Pittsfield

Tucked into the heart of the Berkshires, this cultural powerhouse punches well above its weight. The Berkshire Museum offers an eclectic mix of art, history, and aquarium exhibits that somehow work perfectly together. At the gloriously restored Colonial Theater, performances unfold in a space where the acoustics haven't changed since 1903. Herman Melville wrote 'Moby-Dick' at his home Arrowhead, now open for tours that reveal the author's mountain view that reminded him of a whale's back. The Hancock Shaker Village presents a fascinating glimpse into America's most successful utopian community. Come winter, locals hit the slopes at Bousquet Ski Area, while summer brings outdoor theater at Barrington Stage Company where Broadway shows often premiere before heading to New York.

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

Check out reviews of Pittsfield hotels guests love

Vacation Village in the Berkshires

10/10 Excellent

"This is hands down my favorite hotel, and I have stayed here before and will keep coming back again and again! Everything about this place makes it feel special. The rooms are always spotless, incredibly spacious, and equipped with everything you need to feel right at home. Having a coffee maker, a full-size refrigerator, an oven, and a stove makes such a difference, especially for longer stays. The excellent jacuzzi is another big plus and makes it easy to relax and unwind. The property also has so many great amenities, and the surrounding nature is absolutely beautiful. There are plenty of amazing places to explore nearby, making it a perfect destination for a relaxing getaway while still having lots of things to do. What I love most is that the rooms feel more like a fully equipped apartment than a typical hotel room. It’s the kind of place where you can truly settle in, feel comfortable, and wish you could stay longer. I absolutely love this hotel, and it will always be one of my favorite places to stay. I will definitely be back again and again!"

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent

"Great stay"

Hotel On North

10/10 Excellent

"Staff is awesome and this dog friendly hotel doesn’t feel dirty or different than any other boutique hotel."

Berkshire Inn

10/10 Excellent

"Very clean room and apparently the room had been upgraded recently by real craftsmen. Well done. You don't expect this quality from an older motel, but the owners obviously take pride in the property."

The Williams Inn

10/10 Excellent

"Fantastic hotel! Would definitely stay again."

The Yankee Inn

10/10 Excellent

"The old fashioned touches like real glasses in the rooms. The flower selections around the property. The condition of the indoor pool and whirlpool were great.The pond and surrounding land are great. Nicest motor lodge I've been to."

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good

"Great location and reasonable price for the night/breakfast. Bedding was super comfortable and the handicapped bathroom was very nice. Although my original request to have the handicapped room (put in Sept 5th) was not passed on to the hotel, the desk clerk offered to make up a room for us if we were willing to wait 15 minutes. The parking lot was alright, but it is showing its age. The breakfast menu was alright; nice choice of fruits."

The Central Downtown Inn & Suites

8/10 Good

"I liked the location and the restaurant was good"

Hilton Garden Inn Lenox Pittsfield

8/10 Good

"Nice people, ok and clean room. Too much light from around the window shades and all the gizmos (thermostat, TV etc.) to the point of inhibiting sleep."

Frequently asked questions

What accommodations do travelers like in Pittsfield?

Guests like Berkshire Mountain Lodge, FairBridge Inn Express and Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG.

Where can I find free parking at my hotel in Pittsfield?

Park your car for free at Holiday Inn & Suites Pittsfield-Berkshires by IHG.

Can I book a refundable hotel in Pittsfield?

If you need the flexibility to change your travel plans to Pittsfield, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where should I stay in Pittsfield if I'm looking for a reasonably priced accommodation?

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites are two accommodations you might want to consider that'll save you money.

Where can I stay in Pittsfield if I want a vacation rental instead of a hotel?

If you want to find a good alternative to a hotel, browse our selection of 35 vacation homes. You can also consider one of the 8 apartments or 8 cottages.

What will the weather in Pittsfield be like during my vacation?

July and August are typically the warmest months in Pittsfield when the average temp is 66°F. January and February are the coldest months when the average temperature is 27°F. October and August are the months with the most rain.

Why should I book my Pittsfield hotel with Hotels.com?

There are lots of reasons to book your Pittsfield trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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Book Hotels in Pittsfield on Hotels.com

Hotels in Pittsfield

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Pittsfield?

1. Hotel On North

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

3. Hilton Garden Inn Lenox Pittsfield

4. Berkshire Mountain Lodge

5. Best Western Plus Berkshire Hills Inn & Suites

6. Berkshire Inn

7. The Central Downtown Inn & Suites

8. FairBridge Inn Express

9. The Yankee Inn

10. Hampton Inn & Suites Berkshires-Lenox

11. Howard Johnson by Wyndham Lenox

12. Courtyard by Marriott Lenox Berkshires

13. Element by Marriott Lenox Berkshires

14. Berkshires Untold

15. Quality Inn Lee - Lenox South

16. The Black Swan Lee - Lenox, an Ascend Collection Hotel

17. Garden Gables

18. Vacation Village in the Berkshires

19. The Cornell Inn, Lenox & The Berkshires

20. Pleasant Valley Motel West Stockbridge

Go beyond your typical stay in Pittsfield

Price trends for hotels in Pittsfield

Typical weather for Pittsfield

Top landmarks in Pittsfield

Bousquet Ski Area

Hancock Shaker Village

Berkshire Museum

Colonial Theater

Guido's Marketplace

Barrington Stage Company

Herman Melville's Arrowhead

Onota Lake

Learn more about Pittsfield

Check out reviews of Pittsfield hotels guests love

Vacation Village in the Berkshires

Comfort Inn & Suites East Greenbush - Albany

Hotel On North

Berkshire Inn

The Williams Inn

The Yankee Inn

Best Western Plus Berkshire Hills Inn & Suites

The Central Downtown Inn & Suites

Hilton Garden Inn Lenox Pittsfield

Frequently asked questions

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