Best Pittsfield Hotels in 2026 from HK$544 - Fully Refundable Options

A historic building with classical architecture, a traffic light, and a yellow taxi.

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Our top choices for Pittsfield hotels

A conference room with a whiteboard, tables, and chairs.

A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

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

1. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Debra

HK$871

HK$973 total

includes taxes & fees

29 Oct - 30 Oct

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

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.

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

2. Hotel On North

Pittsfield

Drew

HK$1,053

HK$1,176 total

includes taxes & fees

5 Oct - 6 Oct

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 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.

3. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

HK$830

HK$927 total

includes taxes & fees

18 Oct - 19 Oct

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

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

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.

4. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

HK$1,147

HK$1,282 total

includes taxes & fees

4 Oct - 5 Oct

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

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

A modern cafe with a counter, seating area, and large windows.

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

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

Pittsfield

Susan

HK$808

HK$902 total

includes taxes & fees

29 Oct - 30 Oct

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

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

6. Berkshire Inn

Pittsfield

Kristina

HK$675

HK$753 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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

A garden with wooden Adirondack chairs and a stone pathway.

7. Berkshire Mountain Lodge

Pittsfield

Jay

HK$624

HK$873 total

includes taxes & fees

1 Oct - 2 Oct

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

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

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

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

8. The Central Downtown Inn & Suites

Pittsfield

Rena

HK$777

HK$867 total

includes taxes & fees

30 Sept - 1 Oct

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.

9. FairBridge Inn Express

Pittsfield

William

HK$487

HK$544 total

includes taxes & fees

29 Sept - 30 Sept

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

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

10. The Yankee Inn

Lenox

William

HK$847

HK$946 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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

11. Hampton Inn & Suites Berkshires-Lenox

Lenox

Larry

HK$952

HK$1,063 total

includes taxes & fees

20 Oct - 21 Oct

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.

12. Howard Johnson by Wyndham Lenox

Lenox

COLLEEN

HK$620

HK$692 total

includes taxes & fees

29 Sept - 30 Sept

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

13. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

HK$1,109

HK$1,239 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

Drue

HK$1,163

HK$1,299 total

includes taxes & fees

29 Sept - 30 Sept

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

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

15. The Cornell Inn, Lenox & The Berkshires

Lenox

Rosann

HK$1,204

HK$1,381 total

includes taxes & fees

27 Oct - 28 Oct

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

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.

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

16. Element by Marriott Lenox Berkshires

Lenox

Kirsty

HK$1,326

HK$1,481 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

17. Vacation Village in the Berkshires

Williamstown

Jacob

HK$746

HK$920 total

includes taxes & fees

30 Sept - 1 Oct

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.

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

18. Quality Inn Lee - Lenox South

Lee

Christine

HK$860

HK$961 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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.

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

Lee

Ann M

HK$1,060

HK$1,184 total

includes taxes & fees

29 Oct - 30 Oct

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 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.

A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

20. Shaker Mill Inn

West Stockbridge

Mervin

HK$1,404

HK$1,540 total

includes taxes & fees

1 Oct - 2 Oct

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Stay near popular Pittsfield attractions

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

Bousquet Ski Area

8.2/10 (48 reviews)

This historic ski area pioneered night skiing in America and offers 23 trails across 200 acres. Glide down gentle slopes or challenge yourself on expert runs, then warm up at the lodge with panoramic mountain views.

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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)

Step back in time at this living history museum showcasing Shaker life and craftsmanship. Marvel at the iconic Round Stone Barn and explore 20 historic buildings filled with over 22,000 authentic artefacts.

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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 Berkshire Museum blends art, history, and natural science in one captivating collection. Explore ancient fossils, contemporary art, and the popular aquarium featuring diverse marine life.

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Colonial Theater

8.0/10 (19 reviews)

This historic 1903 venue showcases ornate plasterwork and a painted ceiling mural in an intimate setting. Experience performances surrounded by the Colonial Theatre's exceptional acoustics and architectural splendour.

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Guido's Marketplace

9.6/10 (31 reviews)

This beloved Berkshire marketplace offers European-inspired local produce and gourmet specialities. Browse artisanal cheeses, fresh-baked breads, and seasonal fruits while enjoying a coffee from the café.

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Onota Lake

Commune with nature and explore the great outdoors at Onota Lake during your travels in Pittsfield. Experience the area's entertainment venues or attend a sporting event.

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Barrington Stage Company

8.0/10 (16 reviews)

This acclaimed theatre company launched "The 25th Annual Putnam County Spelling Bee" before its Tony-winning Broadway run. Experience innovative productions in BSC's intimate venues during their vibrant summer season.

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Herman Melville's Arrowhead

8.2/10 (18 reviews)

The farmhouse where Herman Melville wrote "Moby-Dick" offers a window into literary genius. Tour his study overlooking Mount Greylock—the inspiration for his legendary white whale.

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Learn more about Pittsfield

Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries.

See all hotels in Pittsfield

A church with a green spire and a red brick building with arched windows.

Top Pittsfield Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"Balcony is nice. Kids loved the pool. Playground also but it rained. Easy check in and out. Will stay again."

The Red Lion Inn

10/10 Excellent

"One of the most unique establishments in the US. It brings one back to time when life was much simpler. Highly recomended."

The Yankee Inn

10/10 Excellent

"Nice room. Exceptionally clean. Great staff"

The Williams Inn

10/10 Excellent

"Excellent hotel! I love to stay here."

Berkshire Mountain Lodge

8/10 Good

"The problem with the suites is that the cooking smell of the adjoining kitchen can really permeate throughout the entire space. So whoever cooked like a tomato sauce or something before I was there, I could really smell it in the bedroom. The bed was very comfortable though. The room was clean. The bathroom could use some updating. The staff were very nice."

Berkshires Untold

10/10 Excellent

"Amazing!"

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent

"Great staff"

Quality Inn Great Barrington

10/10 Excellent

"Front desk guy was great very helpful.. rooms were clean,good location"

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Great location; walkable to restaurants. Spacious 7th floor room had a nice town and mountain view. All staff friendly and helpful. Bed was comfortable; room very clean. Breakfast was minimal and uninspiring."

More cheap stays in Pittsfield

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

HK$487

HK$544 total

29 Sept - 30 Sept

includes taxes & fees

5.4/10 (911 reviews)

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

HK$620

HK$692 total

29 Sept - 30 Sept

includes taxes & fees

7.6/10 Good! (917 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

HK$793

HK$886 total

18 Oct - 19 Oct

includes taxes & fees

8.6/10 Excellent! (1,003 reviews)

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

1055 South Street Pittsfield MA

HK$808

HK$902 total

29 Oct - 30 Oct

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

HK$847

HK$946 total

27 Oct - 28 Oct

includes taxes & fees

9.2/10 Wonderful! (1,016 reviews)

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY

HK$893

HK$992 total

18 Oct - 19 Oct

includes taxes & fees

8.8/10 Excellent! (1,007 reviews)

Hotels in Pittsfield with star-rating

Frequently asked questions

Where is the best place for a stay in Pittsfield?

Berkshire Mountain Lodge is one of the top choices for your stay based on our traveller data. This aparthotel offers an indoor pool and free parking. Other good choices for your visit include Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG and FairBridge Inn Express. See all available top hotels, or vacation rentals in Pittsfield.

What are some of the best holiday rentals that Pittsfield has to offer?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of Pittsfield is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all vacation rentals in Pittsfield.

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

What's the best budget-friendly hotel in Pittsfield?

Based on our traveller reviews, Berkshire Inn is a top choice for a less expensive stay. View all budget hotels in Pittsfield.

What's the best family accommodation in Pittsfield?

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other options for your child-friendly holiday include Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn & Suites Pittsfield-Berkshires by IHG. Also, attractions such as Berkshire Museum and Bousquet Ski Area are fun for children of all ages. Find more child-friendly accommodations in Pittsfield.

What is the top LGBTQ-friendly place to stay in Pittsfield?

Hotel On North is a top LGBTQ-friendly hotel that features free Wi-Fi and free parking. Holiday Inn & Suites Pittsfield-Berkshires by IHG and Hilton Garden Inn Lenox Pittsfield are other good choices for your trip. See all available hotels listed as LGBTQ-friendly in Pittsfield.

What's the best dog-friendly accommodation option in Pittsfield?

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG is a top hotel for people travelling with their pets, and offers an indoor pool and a 24-hour fitness centre for its human guests. Other good choices for you and your pet's trip include Hotel On North and The Central Downtown Inn & Suites. See more pet-friendly hotel accommodations in Pittsfield.

What are some accommodation options with pools in Pittsfield?

Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi and free self-parking. View all hotels with pools in Pittsfield.

What is staying in Pittsfield like?

Visitors to Pittsfield will definitely enjoy the sporting events, entertainment and theatres. Tourists can also enjoy the city's museums, lake views and ski areas. In Pittsfield, there are 68 hotels and other accommodation options to choose from. Find out more about Pittsfield.

What should I do while I'm visiting Pittsfield?

Cultural venues include Berkshire Museum, Colonial Theater and Hancock Shaker Village. Natural beauty is on display at Housatonic River, Onota Lake and Pontoosuc Lake. A couple of additional sights to add to your itinerary are Bousquet Ski Area and Barrington Stage Company. Take a look at what more there is to see and do in Expedia's Pittsfield guide.

How should I get around Pittsfield?

To see more of the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station. If you want to venture out around the area, you may want a rental car in Pittsfield for your journey.

What's the seasonal weather like in Pittsfield?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

Pittsfield hotels from HK$544

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Pittsfield

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Pittsfield hotels

1. Holiday Inn & Suites Pittsfield-Berkshires by IHG

2. Hotel On North

3. Best Western Plus Berkshire Hills Inn & Suites

4. Hilton Garden Inn Lenox Pittsfield

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

6. Berkshire Inn

7. Berkshire Mountain Lodge

8. The Central Downtown Inn & Suites

9. FairBridge Inn Express

10. The Yankee Inn

11. Hampton Inn & Suites Berkshires-Lenox

12. Howard Johnson by Wyndham Lenox

13. Courtyard by Marriott Lenox Berkshires

14. Berkshires Untold

15. The Cornell Inn, Lenox & The Berkshires

16. Element by Marriott Lenox Berkshires

17. Vacation Village in the Berkshires

18. Quality Inn Lee - Lenox South

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

20. Shaker Mill Inn

Stay near popular Pittsfield attractions

Bousquet Ski Area

Hancock Shaker Village

Berkshire Museum

Colonial Theater

Guido's Marketplace

Onota Lake

Barrington Stage Company

Herman Melville's Arrowhead

Learn more about Pittsfield

Top Pittsfield Hotel Reviews

Vacation Village in the Berkshires

The Red Lion Inn

The Yankee Inn

The Williams Inn

Berkshire Mountain Lodge

Berkshires Untold

Comfort Inn & Suites East Greenbush - Albany

Quality Inn Great Barrington

Hotel Downstreet, an Ascend Collection Hotel

More cheap stays in Pittsfield

FairBridge Inn Express

Howard Johnson by Wyndham Lenox

Quality Inn Great Barrington

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

The Yankee Inn

Comfort Inn & Suites East Greenbush - Albany

Hotels in Pittsfield with star-rating

Frequently asked questions

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