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Hotels in Pittsfield

October 2026
11
November 2026

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Oct 16 - Oct 18
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Oct 23 - Oct 25

Where to stay in Pittsfield?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Pittsfield on Hotels.com. These Pittsfield hotels consistently deliver on quality, location and traveler experience. Last updated on October 11, 2026.
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A hotel patio with outdoor seating and a fire pit.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

1. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
CNY856
CNY956 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Lenox Pittsfield
A building entrance with a large planter with purple flowers and a small tree.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
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.

2. Hotel On North

Hotel On North
Pittsfield
CNY897
CNY1,003 total
includes taxes & fees
Nov 1 - Nov 2
Hotel On North
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with a counter, seating area, and large windows.
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.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
CNY663
CNY740 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
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.

4. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
CNY626
CNY699 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Berkshire Hills Inn & Suites
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".
A spacious lobby with a fireplace, seating area, and a bar.
A garden with wooden Adirondack chairs and a stone pathway.

5. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
CNY574
CNY790 total
includes taxes & fees
Nov 9 - Nov 10
Berkshire Mountain Lodge
Room
An indoor swimming pool with clear pool rules signage, multiple seating areas, and a view of the outdoors through large windows.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.
A conference room with a whiteboard, tables, and chairs.

6. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
CNY703
CNY785 total
includes taxes & fees
Nov 6 - Nov 7
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A motel with a parking lot, a swimming pool, and outdoor seating.
A residential street with a paved road, a lamp post, and flowering trees.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.

7. Berkshire Inn

Berkshire Inn
Pittsfield
CNY576
CNY643 total
includes taxes & fees
Oct 12 - Oct 13
Berkshire Inn
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.

8. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
CNY663
CNY740 total
includes taxes & fees
Oct 14 - Oct 15
The Central Downtown Inn & Suites
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.

9. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
CNY416
CNY464 total
includes taxes & fees
Oct 12 - Oct 13
FairBridge Inn Express
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
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 swimming pool with a surrounding deck, a stone wall, and a building in the background.

10. The Yankee Inn

The Yankee Inn
Lenox
CNY709
CNY792 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A conference room with multiple tables and chairs, a flat-screen TV mounted on the wall, and a carpeted floor.
A room with a blue armchair, an orange armchair, a round table, a floor lamp, and a wardrobe.
A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

11. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
CNY762
CNY851 total
includes taxes & fees
Nov 7 - Nov 8
Hampton Inn & Suites Berkshires-Lenox
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
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.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

12. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
CNY841
CNY939 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Lenox Berkshires
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.
A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.
A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

13. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
CNY529
CNY591 total
includes taxes & fees
Oct 18 - Oct 19
Howard Johnson by Wyndham Lenox
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.
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.

14. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
CNY957
CNY1,069 total
includes taxes & fees
Nov 8 - Nov 9
Element by Marriott Lenox Berkshires
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
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.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

15. Berkshires Untold

Berkshires Untold
Lenox
CNY871
CNY973 total
includes taxes & fees
Nov 1 - Nov 2
Berkshires Untold
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.
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.

16. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
CNY620
CNY693 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Lee - Lenox South
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 lodge with a large building and a dock by a lake, surrounded by forest.
A lakeside dock with kayaks and a covered boat ramp.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
CNY791
CNY883 total
includes taxes & fees
Nov 10 - Nov 11
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.
A spacious living room with large windows, a fireplace, and a variety of seating options.
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

Vacation Village in the Berkshires
Williamstown
CNY538
CNY674 total
includes taxes & fees
Nov 1 - Nov 2
Vacation Village in the Berkshires
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.
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.

19. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
CNY1,027
CNY1,178 total
includes taxes & fees
Oct 27 - Oct 28
The Cornell Inn, Lenox & The Berkshires
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.
A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.
A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
CNY961
CNY1,074 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
View all properties

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A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A motel with a parking lot, a swimming pool, and outdoor seating.
A residential street with a paved road, a lamp post, and flowering trees.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.

Berkshire Inn

Berkshire Inn
Pittsfield
We have 5 left at
CNY642
per night
CNY718 total
includes taxes & fees
Berkshire Inn
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
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.

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
CNY1,239
per night
CNY1,384 total
includes taxes & fees
Sign in for extra savings
Best Western Plus Berkshire Hills Inn & Suites
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.

FairBridge Inn Express

FairBridge Inn Express
Pittsfield
We have 6 left at
CNY476
per night
CNY532 total
includes taxes & fees
FairBridge Inn Express
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A hotel patio with outdoor seating and a fire pit.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
We have 1 left at
CNY2,008
per night
CNY2,243 total
includes taxes & fees
Hilton Garden Inn Lenox Pittsfield
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.

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
We have 1 left at
CNY1,198
per night
CNY1,338 total
includes taxes & fees
The Central Downtown Inn & Suites
A hotel room with a large mirror, a bed, a nightstand, a bathroom with a bathtub, and a window.
A motel with a row of rooms, a blue awning, and a balcony with railings.
A hotel room with a large bed, a desk, a chair, a lamp, and a picture on the wall.
A hotel lobby with a dining area, a reception desk, and a television.

Fairbridge Inn Express Pittsfield MA

Fairbridge Inn Express Pittsfield MA
Pittsfield
Fairbridge Inn Express Pittsfield MA
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A motel with a parking lot, a swimming pool, and outdoor seating.
A residential street with a paved road, a lamp post, and flowering trees.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.

Berkshire Inn

Berkshire Inn
Pittsfield
We have 4 left at
CNY1,138
per night
CNY2,542 total
includes taxes & fees
Berkshire Inn
A building entrance with a large planter with purple flowers and a small tree.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
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.

Hotel On North

Hotel On North
Pittsfield
We have 1 left at
CNY2,783
per night
CNY6,217 total
includes taxes & fees
Hotel On North
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.

FairBridge Inn Express

FairBridge Inn Express
Pittsfield
We have 2 left at
CNY777
per night
CNY1,736 total
includes taxes & fees
FairBridge Inn Express
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A hotel patio with outdoor seating and a fire pit.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
CNY3,115
per night
CNY6,959 total
includes taxes & fees
Hilton Garden Inn Lenox Pittsfield
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
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.

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
CNY1,956
per night
CNY4,371 total
includes taxes & fees
Sign in for extra savings
Best Western Plus Berkshire Hills Inn & Suites
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with a counter, seating area, and large windows.
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.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
We have 1 left at
CNY2,794
per night
CNY6,242 total
includes taxes & fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A hotel room with a large mirror, a bed, a nightstand, a bathroom with a bathtub, and a window.
A motel with a row of rooms, a blue awning, and a balcony with railings.
A hotel room with a large bed, a desk, a chair, a lamp, and a picture on the wall.
A hotel lobby with a dining area, a reception desk, and a television.

Fairbridge Inn Express Pittsfield MA

Fairbridge Inn Express Pittsfield MA
Pittsfield
Fairbridge Inn Express Pittsfield MA

Check out pet-friendly hotels in Pittsfield

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
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.

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
CNY626
CNY699 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Berkshire Hills Inn & Suites
Room
An indoor swimming pool with clear pool rules signage, multiple seating areas, and a view of the outdoors through large windows.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.
A conference room with a whiteboard, tables, and chairs.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
CNY703
CNY785 total
includes taxes & fees
Nov 6 - Nov 7
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A hotel patio with outdoor seating and a fire pit.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
CNY856
CNY956 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Lenox Pittsfield
A building entrance with a large planter with purple flowers and a small tree.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
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.

Hotel On North

Hotel On North
Pittsfield
CNY897
CNY1,003 total
includes taxes & fees
Nov 1 - Nov 2
Hotel On North
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.

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
CNY663
CNY740 total
includes taxes & fees
Oct 14 - Oct 15
The Central Downtown Inn & Suites
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with a counter, seating area, and large windows.
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.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
CNY663
CNY740 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
View all properties

You may also like hotels with pools in Pittsfield

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A hotel patio with outdoor seating and a fire pit.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
CNY856
CNY956 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Lenox Pittsfield
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".
A spacious lobby with a fireplace, seating area, and a bar.
A garden with wooden Adirondack chairs and a stone pathway.

Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
CNY574
CNY790 total
includes taxes & fees
Nov 9 - Nov 10
Berkshire Mountain Lodge
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with a counter, seating area, and large windows.
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.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
CNY663
CNY740 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Room
An indoor swimming pool with clear pool rules signage, multiple seating areas, and a view of the outdoors through large windows.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.
A conference room with a whiteboard, tables, and chairs.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
CNY703
CNY785 total
includes taxes & fees
Nov 6 - Nov 7
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A motel with a parking lot, a swimming pool, and outdoor seating.
A residential street with a paved road, a lamp post, and flowering trees.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.

Berkshire Inn

Berkshire Inn
Pittsfield
CNY576
CNY643 total
includes taxes & fees
Oct 12 - Oct 13
Berkshire Inn
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Go beyond your typical stay in Pittsfield

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Pet friendly
Pet friendly
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Pool
Pool
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Hot tub
Hot tub
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Apart hotel
Apart hotel
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Apart­ment
Apart­ment
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Spa
Spa
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Family friendly
Family friendly
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Cottage
Cottage
Our prices for hotels in Pittsfield are cheapest in January

Price trends for hotels in Pittsfield

Pricing is based on two traveler single night rates
View properties in October

October

High 14°C / low 6°C. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Pittsfield

A snow-covered town with buildings, a ski lift, and a mountain in the background.
Photo by Robin/Loving Life

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.
Photo by Ed Gaffny

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.

See all hotels in Pittsfield
A historic building with a clock, a flag, and a street lamp.

Check out reviews of Pittsfield hotels guests love

A building entrance with a large planter with purple flowers and a small tree.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
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.

Hotel On North

Hotel On North
Pittsfield

10/10 Exceptional

United States
Steve
Hotel On North
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with a counter, seating area, and large windows.
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.

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

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

10/10 Exceptional

United States
Bruce
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A hotel patio with outdoor seating and a fire pit.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield

10/10 Exceptional

United States
t
Hilton Garden Inn Lenox Pittsfield
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".
A spacious lobby with a fireplace, seating area, and a bar.
A garden with wooden Adirondack chairs and a stone pathway.

Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield

10/10 Exceptional

United States
Elliott
Berkshire Mountain Lodge
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
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.

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield

10/10 Exceptional

United States
Gregory
Best Western Plus Berkshire Hills Inn & Suites
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.

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield

10/10 Exceptional

United States
Anonymous traveler
The Central Downtown Inn & Suites
Room
An indoor swimming pool with clear pool rules signage, multiple seating areas, and a view of the outdoors through large windows.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.
A conference room with a whiteboard, tables, and chairs.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield

10/10 Exceptional

United States
Gipsy
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A motel with a parking lot, a swimming pool, and outdoor seating.
A residential street with a paved road, a lamp post, and flowering trees.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.

Berkshire Inn

Berkshire Inn
Pittsfield

10/10 Exceptional

United States
Kathleen
Berkshire Inn
A large, two-story house with a well-maintained lawn and a fence.
A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.
A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

Devonfield Inn B&B

Devonfield Inn B&B
Lee

10/10 Exceptional

United States
Anonymous traveler
Devonfield Inn B&B
A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.
A window view of a garden with rocks, bushes, and trees.
A white bench with bright pink cushions, a small potted plant, and decorative wall art including a sun and a crescent moon.
A red door with a wreath, number 5, and flower baskets on either side.

The Red Door B&B

The Red Door B&B
Lee

10/10 Exceptional

United States
Rudi
The Red Door B&B
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.
A wooden cabin with a bed, a chair, and a table by a large window overlooking a lake.
A wooden cabin with a staircase leading to a deck, surrounded by trees and a gravel path.
A wooden deck with a dog silhouette against a backdrop of autumn foliage.

Prospect Berkshires

Prospect Berkshires
Egremont

10/10 Exceptional

United States
Emily
Prospect Berkshires
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.
A wooden interior with a table, chair, and a view of a red barn through an open door.
A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.
A spacious living room with a high ceiling, wooden beams, a fireplace, and a bookshelf filled with books.

Inn at Silver Maple Farm

Inn at Silver Maple Farm
East Chatham

10/10 Exceptional

United States
Michelle
Inn at Silver Maple Farm
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.
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.

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox

10/10 Exceptional

United States
Susan
Element by Marriott Lenox Berkshires
A fire pit with four Adirondack chairs arranged around it, overlooking a snowy landscape with distant mountains.
A hotel room with two beds, a desk, a chair, a lamp, and a view of the mountains.
A large, single-story building with a red and white exterior, surrounded by green fields and a winding road.
A sauna room with wooden walls, a bench, a heater, and a door leading to an outdoor area.

Blue Vista Motor Lodge

Blue Vista Motor Lodge
North Adams

10/10 Exceptional

United States
Kim
Blue Vista Motor Lodge
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
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 swimming pool with a surrounding deck, a stone wall, and a building in the background.

The Yankee Inn

The Yankee Inn
Lenox

10/10 Exceptional

United States
Colleen
The Yankee Inn
Front of property
Exterior
A stone fountain surrounded by trees in a park setting.
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge

10/10 Exceptional

United States
Kevin
The Inn at Stockbridge
A two-story building with a sign reading "Chambéry Inn".
A cozy room with a fireplace, a sofa, a table with a bottle and glasses, and a patterned pillow.
A hotel room with a TV displaying 'World of Dance', a fireplace, a bed, and a seating area with a remote control.
A hotel room with a large bed, a TV mounted above a fireplace, a desk, and a seating area with chairs.

Chambery Inn

Chambery Inn
Lee

10/10 Exceptional

United States
Elaine
Chambery Inn
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.
A gazebo in a garden with a house in the background.
A spacious living room with a large window, a sofa, a chair, and a dining area.
A gazebo in a lush garden with flowering plants and a large tree.

Harbour House Inn

Harbour House Inn
Cheshire

10/10 Exceptional

United States
Anonymous traveler
Harbour House Inn
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.
An outdoor seating area with stone fire pit, chairs, and a red building in the background.
A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.
A bar area with wooden beams, red chairs, and a long wooden table.

The Williams Inn

The Williams Inn
Williamstown

10/10 Exceptional

United States
Jeffrey
The Williams Inn

Frequently Asked Questions

How much does a hotel room cost in Pittsfield?

You can find top hotels in Pittsfield from CNY415 with options to suit your budget and needs. Berkshire Inn is one low-cost option that's popular with our travelers. If you're looking for an affordable hotel in Pittsfield that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.

How can I find deals and earn rewards at Pittsfield hotels?

Discover great deals on Pittsfield hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Pittsfield hotels.

Can I book Pittsfield hotels with free cancellation?

To book a refundable Pittsfield hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some top pet-friendly hotels in Pittsfield?

Our travelers' favorite pet-friendly hotels in Pittsfield include:

You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Pittsfield.

What are some of the best hotels in Pittsfield for couples?

Choose a top-rated Pittsfield romantic hotel and enjoy your couple's getaway. Our travelers love Holiday Inn & Suites Pittsfield-Berkshires by IHG, a hotel with a restaurant and an indoor pool. Discover more hotels in Pittsfield on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".

What are some of the best kid-friendly hotels in Pittsfield?

One of the best Pittsfield hotels for kids is Holiday Inn & Suites Pittsfield-Berkshires by IHG. Holiday Inn & Suites Pittsfield-Berkshires by IHG is a kid-friendly hotel with a guest score of 7.8 out of 10 offering family-friendly amenities like an indoor pool and free valet parking, plus free cribs in guestrooms. Find even more kid-friendly hotels in Pittsfield by using our "Family friendly" filter on Hotels.com when you search.

What are the top Pittsfield hotels with a pool?

For some added luxury, discover the best Pittsfield hotels with a pool. Hilton Garden Inn Lenox Pittsfield is a great hotel with an indoor pool and a guest rating of 9.2 out of 10. Plus, you can make the most of its restaurant and bar/lounge. Holiday Inn & Suites Pittsfield-Berkshires by IHG is a popular hotel that features an indoor pool along with a restaurant and a bar/lounge. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Pittsfield with a pool.

What are some of the best Pittsfield hotels with free parking?

If you're driving, a great Pittsfield hotel with free parking is a bonus. Our travelers' favorites include:

What are some popular hotels in central Pittsfield?

For hotels in central Pittsfield, check out Hotel On North and Element by Marriott Lenox Berkshires. Travelers love Hotel On North for its location, as well as the restaurant, bar/lounge and free parking this hotel offers. Element by Marriott Lenox Berkshires is another popular central hotel with an indoor pool, a restaurant and a bar/lounge.

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