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20 Oct - 21 Oct
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21 Oct - 22 Oct
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Our top choices for Pittsfield hotels

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

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Ginger
AU$152
includes taxes & fees
17 Nov - 18 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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 restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A library with bookshelves, a television, and two armchairs.

2. Hotel On North

Hotel On North
Pittsfield
United States
Devon
AU$215
includes taxes & fees
3 Nov - 4 Nov
Hotel On North
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 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.

3. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
James
AU$156
includes taxes & fees
15 Nov - 16 Nov
Best Western Plus Berkshire Hills Inn & Suites
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A 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

Berkshire Mountain Lodge
Pittsfield
United States
Joel
AU$170
includes taxes & fees
10 Nov - 11 Nov
Berkshire Mountain Lodge
A hotel patio with outdoor seating and a fire pit.
A modern kitchen with a marble countertop, stainless steel appliances, and a variety of food items displayed on the counter.
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.

5. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
AU$205
includes taxes & fees
8 Nov - 9 Nov
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 compact living space with a kitchenette, a dining area, and a sofa.
A modern apartment with a living room, kitchenette, and dining area.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.

6. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Debra
AU$158
includes taxes & fees
22 Oct - 23 Oct
The Central Downtown Inn & Suites
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 residential street with a paved road, a lamp post, and flowering trees.
A motel with a parking lot, a swimming pool, and outdoor seating.

7. Berkshire Inn

Berkshire Inn
Pittsfield
United States
cheryl
AU$132
includes taxes & fees
20 Nov - 21 Nov
Berkshire Inn
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.
A conference room with a long table, chairs, and a projector screen.
A bar area with a high counter, multiple stools, and a television screen.
Room

8. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Mark
AU$165
includes taxes & fees
20 Nov - 21 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.
A dining area with wooden tables and chairs, a television, and a door with a sign.
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
United States
Richard
AU$103
includes taxes & fees
4 Nov - 5 Nov
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 hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
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.

10. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
AU$161
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
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.

11. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
Aleksandr
AU$126
includes taxes & fees
21 Oct - 22 Oct
Howard Johnson by Wyndham Lenox
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.
A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.
A gym with exercise equipment including treadmills, a stationary bike, and free weights.

12. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
AU$175
includes taxes & fees
3 Nov - 4 Nov
Hampton Inn & Suites Berkshires-Lenox
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.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

13. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Vandhana
AU$201
includes taxes & fees
15 Nov - 16 Nov
Courtyard 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.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
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

Berkshires Untold
Lenox
United States
Madhavi R
AU$208
includes taxes & fees
15 Nov - 16 Nov
Berkshires Untold
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.
An outdoor seating area with Adirondack chairs and a fire feature.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

15. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
United States
Francis
AU$216
includes taxes & fees
9 Nov - 10 Nov
Element by Marriott Lenox Berkshires
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 dining area with large windows, wooden furniture, and a view of a lake.
A lakeside dock with kayaks and a covered boat ramp.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
AU$180
includes taxes & fees
15 Nov - 16 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
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.

17. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Lucinda
AU$148
includes taxes & fees
9 Nov - 10 Nov
Quality Inn Lee - Lenox South
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.

18. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United Kingdom
judith
AU$252
includes taxes & fees
28 Oct - 29 Oct
The Cornell Inn, Lenox & The Berkshires
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 coffee station with two coffee machines and a variety of coffee pods and cups.
A kitchenette with a microwave, coffee maker, and coffee cups.

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
Cynthia
AU$133
includes taxes & fees
17 Nov - 18 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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.
Indoor pool
A spacious living room with large windows, a fireplace, and a variety of seating options.

20. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Adrianne
AU$144
includes taxes & fees
15 Nov - 16 Nov
Vacation Village in the Berkshires
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Stay near popular Pittsfield attractions

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)
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.
Photo by Ed Gaffny

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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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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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

Recent Reviews in Pittsfield

Holiday Inn Club Vacations Oak 'n Spruce Resort

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.)."
M S 3-night trip
Posted 7 hours ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

8/10 Good
"Everything was great except the breakfast was cold"
Yvette 1-night trip
Posted 7 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Everything was great , perfect."
yeon 1-night trip
Posted 8 hours ago
Berkshire Mountain Lodge
Hotel On North

Hotel On North

10/10 Excellent
"Well maintained and updated property. Very kind and helpful team."
Michele 1-night trip
Posted 9 hours ago
Hotel On North
Best Western Plus Berkshire Hills Inn & Suites

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."
Debi 1-night trip
Posted 12 hours ago
Best Western Plus Berkshire Hills Inn & Suites
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"Lovely stay!"
Nora 1-night trip
Posted 13 hours ago
Comfort Inn & Suites East Greenbush - Albany
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

8/10 Good
"I liked the location and the restaurant was good"
Miguel 1-night trip
Posted 13 hours ago
The Central Downtown Inn & Suites
Berkshires Untold

Berkshires Untold

8/10 Good
"We were surprised when we arrived to find that the hotel was actually a converted motel. The website doesn’t show any pictures to indicate this which is a bit of false advertising. But we were able to look past that because the lobby/restaurant area was very cute and cozy. Nice breakfast options and free coffee and tea (but they only offered 1 variety of tea). Rooms were pretty standard, bathroom was bigger than I anticipated. Loved the Le Labo products- nice touch. Rooms were clean, but we realized that housekeeping never came the 3 nights we were there. Not sure if we were supposed to request it each day, but it was kinda strange that they never even came to clear out the garbage cans. The outdoor patio was nice but it was a bit too cold for us to use even though they did have fire pits. Not sure I would go back. If was also on a main road so you could hear the cars & trucks. I’d probably look for better options in the area before I settled on this again."
Natalie 3-night trip
Posted 14 hours ago
Berkshires Untold
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Amazing experience, Great for families,nearby many trails and scenic driveway! Will be back certainly"
Chui shan 1-night trip
Posted 14 hours ago
Vacation Village in the Berkshires

More cheap accommodation in Pittsfield

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
AU$103
4 Nov - 5 Nov
includes taxes & fees
5.4/10 (925 reviews)
FairBridge Inn Express
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
AU$122
15 Nov - 16 Nov
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
Quality Inn Great Barrington
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
AU$126
21 Oct - 22 Oct
includes taxes & fees
7.6/10 Good! (929 reviews)
Howard Johnson by Wyndham Lenox
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
AU$152
17 Nov - 18 Nov
includes taxes & fees
9.4/10 Exceptional! (242 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
AU$161
1 Nov - 2 Nov
includes taxes & fees
The Yankee Inn
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY
AU$175
10 Nov - 11 Nov
includes taxes & fees
8.8/10 Excellent! (1,011 reviews)
Comfort Inn & Suites East Greenbush - Albany

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Adventure Sports: Pittsfield is a haven for adventure seekers, offering excellent skiing, mountain biking, and nature walks in the stunning Berkshire landscape.
  • Charming Neighbourhoods: Explore the picturesque neighbourhoods of Berkshire County, featuring family-friendly parks and romantic spots.
  • Historic Attractions: Visit historic houses and experience the rich culture and history of the area.
  • Quaint Towns: Discover nearby Stockbridge, known for its scenic beauty and historical significance.
  • Variety of Accommodations: Enjoy a range of comfortable lodging options, from family-friendly hotels to charming inns.

Find great hotels in and around Pittsfield

Experience a delightful stay in Pittsfield, Massachusetts, where a variety of accommodations await to cater to your every need. Whether you're after a family getaway, a romantic escape, or an adventurous ski trip, you'll find comfortable hotels and charming breakfast inns. Enjoy restful nights on the best beds, and indulge in the warm hospitality that makes Pittsfield a perfect choice for your holiday adventure.

  • The Yankee, Trademark Collection by Wyndham: Nestled a mere 4.8km from Pittsfield, The Yankee, Trademark Collection by Wyndham is an ideal destination for business travellers seeking a refined experience. This hotel features a range of amenities tailored for corporate needs, including multiple meeting rooms and a 24-hour business centre. With its professional atmosphere and comprehensive facilities, guests can seamlessly balance work and leisure during their stay.
  • Best Western Plus Berkshire Hills Inn & Suites: Located in the heart of Pittsfield, Best Western Plus Berkshire Hills Inn & Suites caters to families, business travellers, and pet owners alike. The hotel boasts a welcoming environment with amenities such as a business centre, meeting rooms, and a dedicated space for children's activities, including games and cribs for a fee. Moreover, it has a pet-friendly policy, allowing furry companions to join the adventure, complete with a dog exercise area for outdoor fun.
  • Berkshire Mountain Lodge: Positioned in Pittsfield, the 3-star Berkshire Mountain Lodge offers a unique blend of business convenience and adventure. Perfect for those eager to engage in outdoor activities, this lodge provides access to various recreational sports like ziplining, kayaking, and skiing nearby. The on-site business centre ensures that work commitments are met, while the surrounding natural beauty invites guests to explore and unwind after a busy day.

Where to stay near Pittsfield

Pittsfield, Massachusetts, offers a delightful mix of adventure and relaxation, nestled in the picturesque Berkshire Hills. Explore the charming neighbourhoods of Berkshire County, where family-friendly parks and romantic spots await. For outdoor enthusiasts, the nearby mountain valleys promise thrilling ski experiences. Don’t miss the quaint town of Stockbridge, just a stone's throw away, perfect for soaking in the scenic beauty and rich history. Your trip to Pittsfield will be a memorable blend of excitement and tranquillity.

  • Lenox: Nestled 11.3km from Pittsfield, Lenox is a charming town that offers a delightful blend of seasonal entertainment and romantic getaways. With peak visitor numbers from June to August, it's a lively hub for families and couples alike. Here, you can enjoy a range of activities, from music concerts to theatre performances and skiing in the nearby hills. Nature lovers will appreciate the scenic lakes and mountains, while event conference venues provide opportunities for community gatherings and special occasions.
  • Stockbridge: Situated 19.3km from Pittsfield, Stockbridge is a cultural gem that attracts visitors year-round, with a noticeable uptick in summer months from July to September. Known for its rich artistic heritage, the town is perfect for those seeking a romantic escape filled with arts and entertainment. Be sure to explore the local music concerts and theatre shows, and take in the serene beauty of nearby lakes, monuments, and shrines, which offer a glimpse into the area's storied past.
  • Lee: Just 16.1km from Pittsfield, Lee is a quaint town that sees a steady stream of visitors all year round, peaking during the warmer months from June to August. This area is perfect for families and couples looking for entertainment and romance. Lee boasts a vibrant arts scene with theatre and music concerts, alongside thrilling skiing opportunities. The surrounding landscapes, featuring picturesque lakes, mountains, and historical monuments, create an inviting atmosphere for exploration and relaxation.

Things to do in and around Pittsfield

Pittsfield offers a thrilling escape for adventure enthusiasts with its excellent skiing, ski fields, and resorts. Visitors can enjoy fun activities in a lively atmosphere, such as nature walks and mountain biking. With great guest ratings and an array of sports options, it’s a perfect destination for those seeking an adventurous holiday in the stunning Massachusetts landscape.

Shopping

For shopping in Pittsfield, visit Guido's Marketplace for a vibrant public market experience. The Bookstore, located 9.7km away, offers a charming selection of reads. If you're up for a drive, check out the Berkshire Mountain Country Store, situated 16.1km from Pittsfield, for unique gifts.

Recreation

Kennedy Park offers a tranquil escape with its lush greenery and peaceful walking trails, perfect for relaxation. Skyline Country Club invites you to enjoy a round of golf in the great outdoors, while Shatford Memorial Park provides a serene environment for leisurely strolls and unwinding amidst nature.

Adventure

Hit the slopes at Ski Butternut, located 30.6km from Pittsfield, for exhilarating skiing experiences. Hike the Skyline Trail, 20.9km away, to enjoy stunning scenery and fresh air. Lastly, embrace the thrill at Berkshire Retreat Center, also 30.6km from Pittsfield, for unique adventure activities.

Nightlife

Pittsfield offers a vibrant nightlife with venues like Barrington Stage Company and Colonial Theater, both showcasing rich culture and entertainment. For thrill-seekers, the Alpine Super Slide, located 11.3km away, promises exciting amusement rides to keep the adrenaline pumping.

Booking tips and Expedia advantages for Pittsfield

Pittsfield, Massachusetts, presents a range of budget-friendly options for travellers. Enjoy free attractions like the National Shrine of the Divine Mercy, and consider visiting during off-peak months such as March to April or November for lower accommodation prices. Tuesdays are the best day to find cheaper rates, while Saturdays tend to be pricier. Use Expedia to filter for budget hotels and eco-friendly options, and take advantage of package deals that combine flights, hotels, and activities for extra savings. Public transport via buses is also available to help you navigate the area economically.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Pittsfield are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Pittsfield is Tuesday. The most expensive day to stay in Pittsfield is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool lets you choose your budget, desired location, and additional preferences. You can sort your results to display prices from lowest to highest, ensuring you see the most affordable accommodation first. Additionally, you have the option to filter by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save some dollars by combining your hotel booking in Pittsfield with your flights and activities through an Expedia package.

Find the best attractions in and around Pittsfield

Pittsfield, Massachusetts, is an ideal destination for Australian tourists seeking adventure and outdoor fun, particularly for skiing and sports activities. This area boasts a range of attractions, including historic houses, nature reserves, and stunning mountains. Whether you're looking for a cultural experience or a family-friendly outing, Pittsfield offers diverse points of interest that cater to all types of travellers, ensuring a memorable holiday in this charming region of the United States.

  • The Mount: This historic house, located 12.9km from Pittsfield, offers a glimpse into the literary world of Edith Wharton. Set against stunning gardens, visitors can explore the beautiful architecture and enjoy cultural events throughout the year.
  • National Shrine of the Divine Mercy: Situated 17.7km away, this serene shrine is a place of reflection and peace. Visitors can take part in spiritual activities and appreciate the tranquil grounds, making it a perfect spot for contemplation.
  • Hancock Shaker Village: Located within Pittsfield, this living museum showcases the unique lifestyle of the Shakers. Explore historic buildings, crafts, and farming techniques, all while immersing yourself in the rich cultural heritage of this fascinating community.

Best time to go to Pittsfield

The best time to visit Pittsfield is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.6°F (-5.2°C)Light RainMostly CloudyAverageAverage
February24.6°F (-4.1°C)Light RainMostly CloudyAverageAverage
March32.4°F (0.2°C)Light RainMostly CloudyAverageSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudyAverageSlightly Low
May56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnySlightly HighAverage
July70.3°F (21.3°C)Light RainMostly SunnySlightly HighSlightly High
August68.4°F (20.2°C)Light RainMostly SunnySlightly HighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
October50.0°F (10.0°C)Light RainMostly SunnySlightly LowSlightly High
November37.6°F (3.1°C)Light RainMostly SunnySlightly LowSlightly Low
December29.3°F (-1.5°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Pittsfield

When flying to Pittsfield, Massachusetts, you have a few airport options. Hartford, CT (BDL-Bradley Intl.) is approximately 74.0km away, with nearby hotels like the 4-star Simsbury 1820 House, located 11.3km from the airport, and the Sheraton Hartford Hotel at Bradley Airport, situated right at the terminals. Albany, NY (ALB-Albany Intl.) is around 56.3km from Pittsfield, featuring hotels such as The Landing Hotel at Rivers Casino & Resort and the Park Manor Hotel, both 12.9km away. The closest option is Pittsfield Municipal Airport (PSF), just 4.8km from the city centre, with accommodations like the 4-star Hampton Terrace Inn available nearby.

Frequently asked questions

What is the best area to stay in Pittsfield?
The best area to stay in Pittsfield is the downtown district, particularly along North Street and its immediate surroundings.Downtown Pittsfield is the city's commercial and cultural heart. North Street is the main thoroughfare, lined with historic buildings, local shops, and a variety of dining options. You'll find the Beacon Cinema, the Colonial Theatre, and several art galleries within easy walking distance. The area has a pleasant, walkable layout, making it convenient for exploring on foot.Couples looking for a relaxing getaway will appreciate downtown's blend of cultural attractions and dining. You can enjoy a show at the Colonial Theatre, browse the local art scene, and then choose from several restaurants for an evening meal, all without needing to drive. The nearby Springside Park offers pleasant walking trails for a peaceful afternoon.For those travelling for business, downtown Pittsfield offers excellent convenience. Many of the city's key offices and facilities are located here, and hotels in this area often provide amenities such as meeting spaces and good connectivity.
What are the best hotels in Pittsfield that travellers recommend?
Two of the best hotels in Pittsfield that receive consistently high recommendations from travellers are Hotel On North and Hilton Garden Inn Lenox Pittsfield.The 3.5-star Hotel On North, with an outstanding 9.6 rating, is frequently praised for its comfortable and beautiful rooms, as well as its excellent on-site restaurant. Guests also appreciate the exceptional and friendly staff, comfy beds, and super convenient, secure parking. It is also well-located, being just 0.7 km from the Colonial Theater, 0.6 km from the Berkshire Museum, and 0.5 km from the Berkshire Athenaeum.Another highly recommended option is the 3-star Hilton Garden Inn Lenox Pittsfield, which has a 9.2 rating. Travellers often highlight its comfortable and clean rooms, kind staff, and central location. The hotel also features an indoor pool and offers suites and rooms with deep soaking bathtubs. It is conveniently located 1.5 km from Bousquet Ski Area and 0.1 km from Guido's Marketplace.
What are the best family hotels in Pittsfield?
For family-friendly accommodation in Pittsfield, consider the Holiday Inn & Suites Pittsfield-Berkshires by IHG, the Hilton Garden Inn Lenox Pittsfield, and the Berkshire Mountain Lodge.The 3-star Holiday Inn & Suites Pittsfield-Berkshires by IHG, with an 8.0 rating, offers sofa beds, free rollaway extra beds, and free cribs, making it convenient for families. Connecting rooms are also available, and the hotel features child-friendly window designs. Guests frequently mention the beautiful, clean rooms, the fun and amazing pool, and the helpful staff. Its fantastic location is noted, being just 0.1 km from the Berkshire Museum and 0.2 km from the Colonial Theater.Another excellent option is the 3-star Hilton Garden Inn Lenox Pittsfield, which has a high rating of 9.2. This hotel provides connecting rooms, free cribs, and sofa beds, along with a pool for family enjoyment. Free self-parking, free toiletries, and free wired internet in public areas are also provided. It is conveniently located 1.5 km from Bousquet Ski Area and 0.1 km from Guido's Marketplace. Guests appreciate the comfortable, clean rooms, the nice staff, and the central location.The 3-star Berkshire Mountain Lodge, rated 9.0, is also a great choice for families. It offers free cribs, sofa beds, and an indoor pool. Rooms include a kitchen, and guests benefit from free toiletries and free self-parking. The lodge is located 1.4 km from Bousquet Ski Area and 0.4 km from Guido's Marketplace. Visitors frequently comment on the clean, big rooms, the beautiful and central location, and the excellent pool.
What hotels in Pittsfield offer free breakfast?
For hotels in Pittsfield that offer a complimentary breakfast, both the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG and the Best Western Plus Berkshire Hills Inn & Suites are excellent choices.The Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, with an impressive 9.4 rating, provides a free buffet breakfast daily. Guests can also enjoy free WiFi and free self-parking. It is conveniently located near Guido's Marketplace, just 0.1 km away, and Herman Melville's Arrowhead, 1.5 km away.Another great option is the Best Western Plus Berkshire Hills Inn & Suites, which has an 8.6 rating. This hotel also offers a free buffet breakfast and provides free WiFi, free wired internet, and free self-parking. Many guests have praised the excellent staff, comfortable rooms, and fantastic breakfast.
What are the top pet-friendly hotels in Pittsfield?
For top pet-friendly hotels in Pittsfield, consider the Holiday Inn & Suites Pittsfield-Berkshires by IHG, Hotel On North, Hilton Garden Inn Lenox Pittsfield, or Best Western Plus Berkshire Hills Inn & Suites.The 3-star Holiday Inn & Suites Pittsfield-Berkshires by IHG, with an 8.0 rating, permits dogs and is conveniently located near the Colonial Theater, Berkshire Museum, and Berkshire Athenaeum. Guests often praise the beautiful, clean rooms and the fun, amazing pool.Another excellent choice is the 3.5-star Hotel On North, boasting a high 9.6 rating. This hotel permits pets and provides food and water bowls, free toiletries, and free WiFi. It also offers free self-parking, which guests find super convenient and secure. The comfortable, beautiful rooms and excellent restaurant are frequently highlighted by visitors.The 3-star Hilton Garden Inn Lenox Pittsfield, rated 9.2, welcomes both dogs and cats and offers suites. Its central location is great, being close to the Bousquet Ski Area and Guido's Marketplace. Guests appreciate the comfortable, clean rooms and the great bar.Finally, the Best Western Plus Berkshire Hills Inn & Suites, with an 8.6 rating, permits dogs and provides a dog exercise area. Guests consistently mention the friendly, helpful staff and the excellent, fantastic free buffet breakfast.
What are the best budget hotels in Pittsfield?
For budget-friendly hotels in Pittsfield, consider the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, the Hilton Garden Inn Lenox Pittsfield, or the Best Western Plus Berkshire Hills Inn & Suites.The Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, with an excellent 9.4 rating, offers complimentary breakfast and free WiFi, along with free self-parking. It is conveniently located near Herman Melville's Arrowhead, just 1.5 km away, and Guido's Marketplace, a mere 0.1 km from the property.Another great option is the 3-star Hilton Garden Inn Lenox Pittsfield, rated 9.2. Guests frequently praise the comfortable and clean rooms and the kind staff. This hotel also provides free self-parking and complimentary WiFi. It is situated close to Pleasant Valley Wilderness Sanctuary, 3.3 km away, and Herman Melville's Arrowhead, 1.5 km away.The Best Western Plus Berkshire Hills Inn & Suites, rated 8.6, is known for its friendly and helpful staff, comfortable and clean rooms, and excellent breakfast. It offers free parking for RVs, buses, and trucks, as well as complimentary WiFi and free toiletries. View all budget hotels in Pittsfield
What are the most romantic hotels in Pittsfield for couples?
For a romantic stay in Pittsfield, two highly-rated options for couples are the Berkshire Mountain Lodge and the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG.The 3-star Berkshire Mountain Lodge, with a strong 9.0 rating, offers a comfortable and well-appointed experience. Guests frequently highlight the clean and spacious rooms, and the excellent indoor pool. The lodge also provides kitchens in its accommodations, along with free toiletries and free WiFi, which can add a touch of home comfort to a romantic getaway. It is conveniently located just 1.4 km from Bousquet Ski Area.Another excellent choice for couples is the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, which boasts an impressive 9.4 rating. This hotel offers complimentary breakfast, including a buffet, and free WiFi, ensuring a convenient start to your day. It is situated 1.6 km from Bousquet Ski Area and 3.3 km from Pleasant Valley Wilderness Sanctuary, making it a good base for exploring the local natural beauty.
What are the best hotels in Pittsfield near Pleasant Valley Wilderness Sanctuary?
For hotels in Pittsfield near Pleasant Valley Wilderness Sanctuary, consider the Hilton Garden Inn Lenox Pittsfield or the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG.The 3-star Hilton Garden Inn Lenox Pittsfield, with a 9.2 rating, is located just 3.3 km from the sanctuary, making it a convenient base for exploring. Guests appreciate the comfortable and clean rooms, along with the kind staff. It also offers a pool and complimentary WiFi.Another excellent option is the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, which has a 9.4 rating. This hotel is also 3.3 km from Pleasant Valley Wilderness Sanctuary and provides amenities such as a pool and complimentary buffet breakfast, making it very suitable for families.
What hotels are near Pittsfield, MA (PSF-Pittsfield Municipal)?
For hotels near Pittsfield, MA (PSF-Pittsfield Municipal), consider the Best Western Plus Berkshire Hills Inn & Suites.This hotel, rated 8.6, is conveniently located just 1.9 kilometres from Pittsfield, MA (PSF-Pittsfield Municipal) and is an excellent choice for families. Guests frequently mention the friendly and helpful staff, as well as the comfortable and clean rooms. It offers a complimentary buffet breakfast and has cribs and sofa beds available, suiting families.
When is the best time to go to Pittsfield?
The best time to go to Pittsfield is during the late spring, summer, and autumn months, from May through October. These months offer the most pleasant weather for outdoor activities and cultural events.Late spring (May to early June) sees the Berkshires come alive with blooming flowers and comfortable temperatures, ideal for exploring the natural beauty without the peak summer crowds. This is a great time for couples to enjoy scenic drives and early-season hikes in places like the Pittsfield State Forest.Summer (June to August) is fantastic for those who want to experience Pittsfield's full range of cultural offerings and outdoor adventures. The weather is warm and sunny, great for enjoying outdoor concerts, farmers' markets, and water activities on Lake Onota or Lake Pontoosuc. Families will find plenty to do, from exploring The Colonial Theatre to visiting Hancock Shaker Village nearby.Autumn (September to October) is perhaps the most famous time to visit, especially for its spectacular foliage. The rolling hills surrounding Pittsfield turn into a breathtaking display of reds, oranges, and golds. The crisp air is great for hiking, apple picking, and enjoying the many harvest festivals.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Pittsfield.
How can I save on a hotel booking in Pittsfield with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Pittsfield hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Pittsfield?
Prices for hotels in Pittsfield often vary, but you can find a great deal from AU$103 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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