Best Pittsfield Hotels in 2026 from HK$623 - Fully Refundable Options

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Pittsfield

Pet friendly

Pool

Apartment

Hot tub

Apart hotel

Condo

Family friendly

Waterpark

Cottage

Farm

Cabin

Chalet

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Pittsfield hotels

A hotel patio with outdoor seating and a fire pit.

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

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

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

1. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

HK$1,004

HK$1,121 total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

Pittsfield

Ginger

HK$746

HK$833 total

includes taxes & fees

17 Nov - 18 Nov

A conference room with a wooden table, six chairs, a whiteboard with a graph, a television on the wall, and a lamp.

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

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

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

3. Hotel On North

Pittsfield

Devon

HK$1,052

HK$1,176 total

includes taxes & fees

3 Nov - 4 Nov

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.

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

4. Berkshire Mountain Lodge

Pittsfield

ulla

HK$679

HK$934 total

includes taxes & fees

15 Nov - 16 Nov

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

A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

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

5. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

James

HK$766

HK$855 total

includes taxes & fees

15 Nov - 16 Nov

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

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

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

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

6. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Mark

HK$808

HK$903 total

includes taxes & fees

20 Nov - 21 Nov

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

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

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.

7. Berkshire Inn

Pittsfield

cheryl

HK$675

HK$754 total

includes taxes & fees

26 Oct - 27 Oct

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.

8. The Central Downtown Inn & Suites

Pittsfield

Debra

HK$777

HK$868 total

includes taxes & fees

21 Oct - 22 Oct

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

Pittsfield

Richard

HK$558

HK$623 total

includes taxes & fees

21 Oct - 22 Oct

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 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.

10. The Yankee Inn

Lenox

Basil

HK$832

HK$929 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

11. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

HK$861

HK$961 total

includes taxes & fees

3 Nov - 4 Nov

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

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

12. Howard Johnson by Wyndham Lenox

Lenox

Aleksandr

HK$620

HK$693 total

includes taxes & fees

21 Oct - 22 Oct

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

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.

A modern restaurant with wooden flooring, bar area, and seating arrangements.

13. Courtyard by Marriott Lenox Berkshires

Lenox

Vandhana

HK$986

HK$1,101 total

includes taxes & fees

15 Nov - 16 Nov

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.

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

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

14. Element by Marriott Lenox Berkshires

Lenox

Francis

HK$1,059

HK$1,183 total

includes taxes & fees

8 Nov - 9 Nov

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

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.

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.

15. Berkshires Untold

Lenox

Madhavi R

HK$1,022

HK$1,141 total

includes taxes & fees

15 Nov - 16 Nov

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

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.

A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

16. The Cornell Inn, Lenox & The Berkshires

Lenox

judith

HK$1,204

HK$1,381 total

includes taxes & fees

27 Oct - 28 Oct

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.

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

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

17. Vacation Village in the Berkshires

Williamstown

Adrianne

HK$631

HK$790 total

includes taxes & fees

15 Nov - 16 Nov

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

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

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

18. Quality Inn Lee - Lenox South

Lee

Lucinda

HK$727

HK$812 total

includes taxes & fees

15 Nov - 16 Nov

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

A lakeside dock with kayaks and a covered boat ramp.

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.

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

Lee

Gustavo

HK$881

HK$984 total

includes taxes & fees

15 Nov - 16 Nov

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

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

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

A modern hotel building with the name "Hotel Downtown" on the facade.

20. Hotel Downstreet, an Ascend Collection Hotel

North Adams

mary ellen

HK$935

HK$1,045 total

includes taxes & fees

15 Nov - 16 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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

Top Pittsfield Hotel Reviews

Berkshires Untold

10/10 Excellent

"Had a great time enjoying the outdoor space, the bar, and the "living room" area by the fire. Although our room was on the highway side so could hear traffic, we had a gorgeous view of the mountains and changing foliage. Would go back"

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"The unit was clean and comfortable. Location was nice and quiet. Mini golf and hot tub were fun and appreciated. Unit was dated- cabinets were old. Kitchen was well- stocked. I would suggest having kitchen towels though. Blankets would have been nice ( as the weather was changing.)."

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

8/10 Good

"Everything was great except the breakfast was cold"

Berkshire Mountain Lodge

10/10 Excellent

"Everything was great , perfect."

Hotel On North

10/10 Excellent

"Well maintained and updated property. Very kind and helpful team."

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."

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent

"Lovely stay!"

The Central Downtown Inn & Suites

8/10 Good

"I liked the location and the restaurant was good"

Vacation Village in the Berkshires

10/10 Excellent

"Amazing experience, Great for families,nearby many trails and scenic driveway! Will be back certainly"

More cheap stays in Pittsfield

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

HK$558

HK$623 total

21 Oct - 22 Oct

includes taxes & fees

5.4/10 (925 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

HK$594

HK$663 total

9 Nov - 10 Nov

includes taxes & fees

8.6/10 Excellent! (1,006 reviews)

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

HK$620

HK$693 total

21 Oct - 22 Oct

includes taxes & fees

7.6/10 Good! (929 reviews)

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

1055 South Street Pittsfield MA

HK$746

HK$833 total

17 Nov - 18 Nov

includes taxes & fees

9.4/10 Exceptional! (242 reviews)

The Yankee Inn

461 Pittsfield Rd Lenox MA

HK$832

HK$929 total

1 Nov - 2 Nov

includes taxes & fees

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY

HK$861

HK$955 total

10 Nov - 11 Nov

includes taxes & fees

8.8/10 Excellent! (1,000 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 FairBridge Inn Express and Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG. 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$623

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. Hilton Garden Inn Lenox Pittsfield

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

3. Hotel On North

4. Berkshire Mountain Lodge

5. Best Western Plus Berkshire Hills Inn & Suites

6. Holiday Inn & Suites Pittsfield-Berkshires by IHG

7. Berkshire Inn

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. Element by Marriott Lenox Berkshires

15. Berkshires Untold

16. The Cornell Inn, Lenox & The Berkshires

17. Vacation Village in the Berkshires

18. Quality Inn Lee - Lenox South

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

20. Hotel Downstreet, an Ascend Collection Hotel

Stay near popular Pittsfield attractions

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

Top Pittsfield Hotel Reviews

Berkshires Untold

Holiday Inn Club Vacations Oak 'n Spruce Resort

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

Berkshire Mountain Lodge

Hotel On North

Best Western Plus Berkshire Hills Inn & Suites

Comfort Inn & Suites East Greenbush - Albany

The Central Downtown Inn & Suites

Vacation Village in the Berkshires

More cheap stays in Pittsfield

FairBridge Inn Express

Quality Inn Great Barrington

Howard Johnson by Wyndham Lenox

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

Explore a world of travel with Expedia

Go further with the Expedia app