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

Hotels in Pittsfield

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

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.

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 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.

A modern kitchen with a marble countertop, stainless steel appliances, and a variety of food items displayed on the counter.

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

2. Hilton Garden Inn Lenox Pittsfield

Pittsfield

$128

$143 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

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

Pittsfield

$99

$111 total

includes taxes & fees

Nov 22 - Nov 23

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

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

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

A garden with wooden Adirondack chairs and a stone pathway.

4. Berkshire Mountain Lodge

Pittsfield

$95

$128 total

includes taxes & fees

Nov 22 - Nov 23

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 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.

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 motel with a parking lot, a swimming pool, and outdoor seating.

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

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

A compact living space with a kitchenette, a dining area, and a sofa.

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

7. The Central Downtown Inn & Suites

Pittsfield

$99

$111 total

includes taxes & fees

Oct 25 - Oct 26

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.

8. FairBridge Inn Express

Pittsfield

$71

$79 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

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

A wooden cabinet with a coffee maker and a white container.

10. Hampton Inn & Suites Berkshires-Lenox

Lenox

$110

$122 total

includes taxes & fees

Oct 30 - Oct 31

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

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

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.

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

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.

12. Courtyard by Marriott Lenox Berkshires

Lenox

$126

$140 total

includes taxes & fees

Nov 1 - Nov 2

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 cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

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

13. Berkshires Untold

Lenox

$133

$149 total

includes taxes & fees

Nov 3 - Nov 4

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.

14. 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 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 11 - Nov 12

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 dock with kayaks and a covered boat ramp.

A lodge with a large building and a dock by a lake, surrounded by forest.

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 25 - Oct 26

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.

A spacious living room with large windows, a fireplace, and a variety of seating options.

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

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

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

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

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

Great Barrington

$90

$101 total

includes taxes & fees

Nov 12 - Nov 13

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Get last-minute hotel deals in Pittsfield and save more

Tomorrow

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

$139

per night

$155 total

includes taxes & fees

Berkshire Inn

Pittsfield

$96

per night

$107 total

includes taxes & fees

The Central Downtown Inn & Suites

Pittsfield

$99

per night

$111 total

includes taxes & fees

Hotel On North

Pittsfield

$179

per night

$200 total

includes taxes & fees

FairBridge Inn Express

Pittsfield

$71

per night

$79 total

includes taxes & fees

Hilton Garden Inn Lenox Pittsfield

Pittsfield

$220

per night

$246 total

includes taxes & fees

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

Pittsfield

$209

per night

$233 total

includes taxes & fees

Berkshire Mountain Lodge

Pittsfield

$169

per night

$211 total

includes taxes & fees

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

Pittsfield

Go beyond your typical stay in Pittsfield

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.

See all hotels in Pittsfield

Check out reviews of Pittsfield hotels guests love

Hotel On North

Pittsfield

10/10 Exceptional

The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...

Steve

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

Pittsfield

10/10 Exceptional

Bruce

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Exceptional

The Yankee Inn

Lenox

10/10 Exceptional

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

Berkshire Mountain Lodge

Pittsfield

10/10 Exceptional

Elliott

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

10/10 Exceptional

Gregory

The Central Downtown Inn & Suites

Pittsfield

10/10 Exceptional

Beautiful room, very conveniently located right next to a main strip of little shops, theaters and restaurants. We brought all of our own food and were able to store it safely, roomy refrigerator provided- and all cooking utensils, pots, pans, plates... Everything provided. There was a dvd player, and we were able to have movie nights, and a back balcony to enjoy coffee on the porch or read a book in a heavily wooded area which provided a nice shady view to block the parking lot. The front desk...

Anonymous traveler

Berkshire Inn

Pittsfield

10/10 Exceptional

Kathleen

Element by Marriott Lenox Berkshires

Lenox

10/10 Exceptional

Jacqueline

A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.

A dining table set with placemats, candles, and a centerpiece of flowers.

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

Lee

10/10 Exceptional

Rudi

Hampton Inn & Suites Berkshires-Lenox

Lenox

10/10 Exceptional

Colton

A large, two-story house with a well-maintained lawn and a fence.

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 bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.

A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

Devonfield Inn B&B

Lee

10/10 Exceptional

Anonymous traveler

A red building with a sign reading "Shaker Mill Inn."

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

Shaker Mill Inn

West Stockbridge

10/10 Exceptional

This was the most comfortable B&B I have every heard of let alone stayed at. It does not have the awkwardness of eating breakfast in a community room of strangers. All the breakfast amenities are in you room, including the food that is stock daily by the inn keepers, so you get to enjoy in the comforts of your room (which is a cozy as home). The room was so spacious and well kept. Every detail is thought of by the innkeepers and if they forgot something they are accessible and gracious to...

Joe

Courtyard by Marriott Lenox Berkshires

Lenox

10/10 Exceptional

Alyssa

An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

A spacious living room with a high ceiling, wooden beams, a fireplace, and a bookshelf filled with books.

A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.

A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

Inn at Silver Maple Farm

East Chatham

10/10 Exceptional

Michelle

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

10/10 Exceptional

Sheila

A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

A wooden deck with a dog silhouette against a backdrop of autumn foliage.

A wooden cabin with a staircase leading to a deck, surrounded by trees and a gravel path.

A wooden wall with a white pendant light fixture.

Prospect Berkshires

Egremont

10/10 Exceptional

Emily

Berkshires Untold

Lenox

10/10 Exceptional

High end feel at a budget friendly price. The room was boho fun but needs a few tweaks. I still give it 5 stars but wish that they had a variety of pillows on the bed, they were very nice but too thick for a stomach or back sleeper. There is a full mini bar with prices only available by QR reader, there is a free bottle of still water but since it was not marked i wasn’t sure what it was or if it was free. There is a fun wardrobe with robes but no place but the floor to put your suit case. Oh...

Jill

A calm lake at dusk with a wooden dock and two chairs facing the water.

A small, modern room with a desk, chair, and a flat-screen TV mounted on the wall.

A lakeside dock with chairs and a table, surrounded by greenery and a clear sky.

A room with two beds, a round mirror, a red box, and a hanging light fixture.

Berkshire Lake Lodge

Lee

10/10 Exceptional

brian

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.

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. Hilton Garden Inn Lenox Pittsfield

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

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. Berkshires Untold

14. Element by Marriott Lenox Berkshires

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. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Get last-minute hotel deals in Pittsfield and save more

Best Western Plus Berkshire Hills Inn & Suites

Berkshire Inn

The Central Downtown Inn & Suites

Hotel On North

FairBridge Inn Express

Hilton Garden Inn Lenox Pittsfield

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

Berkshire Mountain Lodge

Fairbridge Inn Express Pittsfield MA

Go beyond your typical stay in Pittsfield

Price trends for hotels in Pittsfield

October

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

Hotel On North

10/10 Exceptional

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

10/10 Exceptional

Hilton Garden Inn Lenox Pittsfield

10/10 Exceptional

The Yankee Inn

10/10 Exceptional

Berkshire Mountain Lodge

10/10 Exceptional

Best Western Plus Berkshire Hills Inn & Suites

10/10 Exceptional

The Central Downtown Inn & Suites

10/10 Exceptional

Berkshire Inn

10/10 Exceptional

Element by Marriott Lenox Berkshires

10/10 Exceptional

The Red Door B&B

10/10 Exceptional

Hampton Inn & Suites Berkshires-Lenox

10/10 Exceptional

Devonfield Inn B&B

10/10 Exceptional

Shaker Mill Inn

10/10 Exceptional

Courtyard by Marriott Lenox Berkshires

10/10 Exceptional

Inn at Silver Maple Farm

10/10 Exceptional