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Our top choices for Pittsfield hotels

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

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Denton
CA $123
CA $153 total
includes taxes & fees
Nov 1 - Nov 2
Vacation Village in the Berkshires
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A garden with wooden Adirondack chairs and a stone pathway.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
A spacious lobby with a fireplace, seating area, and a bar.

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
marilyn
CA $121
CA $167 total
includes taxes & fees
Oct 18 - Oct 19
Berkshire Mountain Lodge
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.
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".

3. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
CA $188
CA $210 total
includes taxes & fees
Nov 1 - Nov 2
Berkshires Untold
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
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.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

4. The Yankee Inn

The Yankee Inn
Lenox
United States
William
CA $140
CA $156 total
includes taxes & fees
Oct 19 - Oct 20
The Yankee Inn
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 spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

5. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
CA $159
CA $178 total
includes taxes & fees
Nov 1 - Nov 2
Hotel On North
Room
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.
A conference room with a whiteboard, tables, and chairs.
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

6. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Debra
CA $154
CA $172 total
includes taxes & fees
Nov 3 - Nov 4
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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 snack bar with shelves of snacks and a refrigerated display.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Sheldon
CA $147
CA $164 total
includes taxes & fees
Nov 4 - Nov 5
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A spacious hotel lobby with multiple seating areas, large windows, and a television.
Pool
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.

8. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
CA $164
CA $183 total
includes taxes & fees
Nov 4 - Nov 5
Hampton Inn & Suites Berkshires-Lenox
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 lodge with a large building and a dock by a lake, surrounded by forest.
A dining area with large windows, wooden furniture, and a view of a lake.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Bob
CA $165
CA $184 total
includes taxes & fees
Nov 1 - Nov 2
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.
A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.
An outdoor seating area with Adirondack chairs and a fire feature.

10. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
United States
Kirsty
CA $215
CA $240 total
includes taxes & fees
Nov 1 - Nov 2
Element by Marriott Lenox Berkshires
A snow-covered outdoor area with a patio, seating, and a covered dining area.
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.
A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

11. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
Rosann
CA $219
CA $251 total
includes taxes & fees
Oct 27 - Oct 28
The Cornell Inn, Lenox & The Berkshires
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A residential street with a paved road, a lamp post, and flowering trees.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.

12. Berkshire Inn

Berkshire Inn
Pittsfield
United States
Kristina
CA $120
CA $134 total
includes taxes & fees
Nov 5 - Nov 6
Berkshire Inn
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

13. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Joe
CA $133
CA $149 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Berkshire Hills Inn & Suites
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A spacious living room with a large sofa, a coffee table, and a fireplace.
A hotel patio with outdoor seating and a fire pit.

14. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
CA $182
CA $204 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Lenox Pittsfield
A resort with multiple buildings, a parking area, and a mountainous backdrop.
A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A wooden cabin with a porch and steps leading to a door, surrounded by snow.

15. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
United States
Karen
CA $212
CA $237 total
includes taxes & fees
Oct 18 - Oct 19
Jiminy Peak Mountain Resort
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.
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.
A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

16. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
Mark
CA $113
CA $126 total
includes taxes & fees
Oct 6 - Oct 7
Howard Johnson by Wyndham Lenox
A building with a porch and multiple windows, surrounded by purple flowers.
A café with a display case, a frozen food section, and a marketplace sign.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.
A living room with a sofa, armchair, coffee table, and a patterned rug.

17. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
United States
Jared
CA $159
CA $206 total
includes taxes & fees
Oct 7 - Oct 8
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
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.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

18. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
CA $179
CA $200 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Lenox Berkshires
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.
A bar with wooden floors and shelves filled with bottles.
A covered porch with wicker furniture and hanging flower baskets.

19. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Stephan
CA $224
CA $322 total
includes taxes & fees
Nov 3 - Nov 4
The Red Lion Inn
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 dining area with wooden tables and chairs, a television, and a door with a sign.

20. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
United States
William
CA $89
CA $99 total
includes taxes & fees
Oct 6 - Oct 7
FairBridge Inn Express
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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)
Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
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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)
You can browse the exhibits at Hancock Shaker Village, a museum with a storied past, during your trip to Pittsfield. Wander the lakeside in this quaint area.
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A town with historic buildings, a prominent yellow church, and a mountainous backdrop.
Photo by Ed Gaffny

Berkshire Museum

8.4/10 (26 reviews)
You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
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Colonial Theater

8.0/10 (19 reviews)
You can make plans for a show at Colonial Theater during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
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Guido's Marketplace

9.6/10 (31 reviews)
You can browse for the perfect souvenirs at Guido's Marketplace during your trip to Pittsfield. Wander the lakeside in this quaint area.
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Herman Melville's Arrowhead

8.2/10 (18 reviews)
You can learn about the history of Pittsfield with a stop at Herman Melville's Arrowhead. Wander the lakeside in this quaint area.
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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)
You can make plans for a show at Barrington Stage Company on your trip to Pittsfield. Wander the lakeside in this quaint area.
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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 historic building with a clock, a flag, and a street lamp.

Top Pittsfield Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Great staff, heated bathroom floors."
Ellen 3-night trip
Posted 2 hours ago
The Red Lion Inn
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"Nice unit. Fit our needs perfectly. Convenient to a large variety of different activities."
Hugh 2-night trip
Posted 3 hours ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Th property was beautiful and amongst the nature. The entire family had a good time in the pool, hot tub and the other kids amenities. The EV charging onsite was a plus"
Arabinda 1-night trip
Posted 15 hours ago
Vacation Village in the Berkshires
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"The cleaning staff were friendly and helpful!"
Mayra 2-night trip
Posted 17 hours ago
Quality Inn Great Barrington
Berkshires Untold

Berkshires Untold

8/10 Good
"Fantastic location, and friendly staff. The rooms were comfortable."
David 1-night trip
Posted 18 hours ago
Berkshires Untold
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

8/10 Good
"The staff were helpful and the room was clean. Overall the experience was good"
tuhin 1-night trip
Posted 18 hours ago
The Central Downtown Inn & Suites
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"24-7 coffee was great"
wayne 2-night trip
Posted 22 hours ago
Hotel Downstreet, an Ascend Collection Hotel
The Williams Inn

The Williams Inn

10/10 Excellent
"Beautiful hotel. Owned by Williams College. Only 8 years old. Looks brand new. Located 3 miles south of Vermont."
Jeffrey 2-night trip
Posted 1 day ago
The Williams Inn
Hotel On North

Hotel On North

8/10 Good
"Floors creak as it's an old hotel but the room and bathroom were really spacious. The town is meh bur the hotel was nice."
Robin 2-night trip
Posted 2 days ago
Hotel On North

More cheap stays in Pittsfield

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
CA $89
CA $99 total
Oct 6 - Oct 7
includes taxes & fees
5.4/10 (914 reviews)
FairBridge Inn Express
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
CA $109
CA $122 total
Nov 1 - Nov 2
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Quality Inn Great Barrington
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
CA $113
CA $126 total
Oct 6 - Oct 7
includes taxes & fees
Howard Johnson by Wyndham Lenox
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
CA $140
CA $156 total
Oct 19 - Oct 20
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
The Yankee Inn
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
CA $147
CA $164 total
Nov 4 - Nov 5
includes taxes & fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY
CA $162
CA $180 total
Nov 1 - Nov 2
includes taxes & fees
Comfort Inn & Suites East Greenbush - Albany

Hotels in Pittsfield with star rating

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Adventure Activities: Enjoy skiing at local resorts and exploring picturesque trails in the stunning Berkshires.
  • Cultural Experiences: Visit historic houses, the history museum, and experience captivating performances at local theatres.
  • Vibrant Downtown: Discover charming boutiques and family-friendly attractions in Pittsfield's lively downtown area.
  • Scenic Surroundings: Take in breathtaking views at Mount Greylock and immerse yourself in the natural beauty of the region.
  • Diverse Accommodations: Choose from a range of hotels and resorts, perfect for any type of traveller.

Find great hotels in and around Pittsfield

Discover a variety of hotel accommodations in Pittsfield, Massachusetts, perfect for every type of traveller. Whether you're seeking a family-friendly resort or a romantic getaway, you'll find excellent options that cater to your needs. Explore the best Pittsfield hotels, offering inviting atmospheres and convenient amenities for a memorable stay. Experience the charm of the Berkshires while enjoying a ski vacation or a relaxing retreat in this picturesque town.

  • Berkshire Mountain Lodge: Experience the thrill of adventure at the 3-star Berkshire Mountain Lodge, where guests rated their stay an impressive 9.0. This lodge is perfect for those seeking a ski or golf-themed getaway, nestled in the heart of Pittsfield. With easy access to ski shuttles and lifts, outdoor enthusiasts can embrace the slopes or enjoy nearby adventure sports such as ziplining, snow tubing, and biking. The lodge also offers on-site recreation activities, making it an ideal choice for thrill-seekers and nature lovers alike.
  • The Yankee, Trademark Collection by Wyndham: The Yankee offers a budget-friendly option with a guest rating of 9.2, showcasing its appeal for business travellers. Located just 4.8km from Pittsfield, this hotel blends comfort and convenience. With its focus on providing essential amenities for a productive stay, The Yankee is perfect for those on a work trip, providing a welcoming atmosphere for guests looking to balance business with leisure.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: This family-friendly 3-star hotel boasts a guest rating of 8.0 and is ideal for those seeking adventure, business travel, and family accommodations. Situated in Pittsfield, the Holiday Inn & Suites offers various recreational activities, including fishing, snowboarding, and horse riding nearby. Families will appreciate the child-friendly amenities, including free cribs and breakfast options. This hotel is a great choice for those looking to create lasting memories with loved ones while enjoying the beautiful Berkshires.

Where to stay near Pittsfield

Pittsfield, Massachusetts, offers an exciting blend of adventure and history, making it a perfect vacation spot for Canadian tourists. Explore the charming downtown area, indulge in delightful shopping experiences, and unwind in scenic surroundings. Whether you're seeking family-friendly activities, romantic getaways, or budget-friendly options, Pittsfield has something for everyone. Don't miss the opportunity to stay at top hotels while immersing yourself in the vibrant atmosphere of this lovely city and its nearby regions.

  • Lenox: Nestled 11.3km from Pittsfield, Lenox is a charming city that offers a delightful mix of culture and romance. Known for its vibrant arts scene, visitors flock here, particularly between June and August, to enjoy music concerts and theatrical performances. The town is surrounded by stunning natural beauty, with picturesque lakes and majestic mountains providing a perfect backdrop for outdoor adventures. Whether you're exploring local galleries or attending events at the conference venue, Lenox promises a rich entertainment experience for all.
  • Lee: Located 16.1km from Pittsfield, Lee is a delightful city that caters to families and couples alike. Its appeal remains steady throughout the year, with peak visitation during the summer months. Lee boasts a variety of attractions, including theatres and music venues, making it an ideal spot for entertainment seekers. The nearby lakes and mountains add to the charm, providing ample opportunities for outdoor activities and exploration. Lee's inviting atmosphere and community spirit make it a must-visit destination.
  • Hancock: Just 11.3km from Pittsfield, Hancock is a haven for adventure enthusiasts and sports lovers. While the number of visitors peaks in March to April and July, this city remains a thrilling destination year-round. Hancock is renowned for its excellent ski resorts and fields, making it a popular choice for winter sports. The surrounding mountains and serene lakes offer stunning views and opportunities for outdoor exploration, ensuring an exciting experience for those seeking adventure.

Things to do in Pittsfield

Pittsfield, Massachusetts offers a variety of exciting activities for adventure seekers, including skiing at local resorts and exploring picturesque trails. The city boasts numerous entertainment options, shopping malls, and family-friendly outings, making it a great destination for sports vacations. Whether you're hitting the slopes or enjoying the vibrant local scene, Pittsfield is sure to provide an unforgettable experience for visitors from Canada.

Shopping

Pittsfield offers a charming shopping experience with local boutiques and markets. Explore the boutiques downtown for unique gifts. If you're up for a drive, head to the Berkshire Mall for a wider selection of stores, or visit the North Adams Market for local treats and artisan crafts.

Recreation

In Pittsfield, visit the Kripalu Centre for Yoga & Health, where you can immerse yourself in yoga classes and holistic wellness programs. For relaxation, the Berkshire Botanical Garden offers serene landscapes perfect for meditation and leisurely strolls amidst beautiful flora.

Adventure

Experience the thrill of hiking at Mount Greylock State Reservation, offering breathtaking views and diverse trails. For water adventures, explore the scenic Housatonic River through kayaking or canoeing, perfect for those seeking excitement amidst nature's beauty.

Nightlife

Pittsfield's nightlife offers a charming mix of local pubs and vibrant venues. Enjoy live music at the Colonial Theatre or unwind with friends at the Tavern at the A. The atmosphere is friendly and welcoming, perfect for a relaxed evening out in this quaint New England city.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Pittsfield

  • 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: Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred hotel type. To find the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Pittsfield with your flights and activities through an Expedia package.

Find the best attractions in and around Pittsfield

Pittsfield, Massachusetts, is a fantastic destination for adventure seekers and sports enthusiasts alike. Visitors can explore various points of interest, including scenic preserves, historic houses, and beautiful mountains. This charming city offers a blend of culture and outdoor activities, making it perfect for those looking for an adventurous experience while immersing themselves in local history and nature.

  • Hancock Shaker Village: Experience a living museum that showcases the unique culture and traditions of the Shaker community. Wander through restored buildings, gardens, and exhibitions that highlight their innovative craftsmanship and simple lifestyle, all set against a picturesque backdrop.
  • National Shrine of the Divine Mercy: A serene spiritual retreat that offers beautiful gardens and stunning architecture. Visitors can participate in daily Masses and reflections, providing a peaceful environment for contemplation and connection.
  • Norman Rockwell Museum: Dive into the world of America’s beloved illustrator, Norman Rockwell. Explore an extensive collection of his artwork that captures everyday life, along with engaging exhibits that delve into his artistic process and legacy.

Best time to go to Pittsfield

The best time to visit Pittsfield can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pittsfield falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Pittsfield falls in January, 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 visiting Pittsfield, Massachusetts, you can fly into several major airports. Hartford, CT (BDL-Bradley Intl.) is located 74.0km away, with nearby hotels such as the DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. ALBany, NY (ALB-Albany Intl.) is closer at 56.3km, offering excellent hotel options like The Landing Hotel at Rivers Casino & Resort, 12.9km away. Worcester, MA (ORH-Worcester Regional) is 115.9km from Pittsfield, with options like Beechwood Hotel, located 8.0km from the airport. Each airport provides convenient access to their respective hotels for a smooth travel experience.

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. Find more child-friendly accommodations in Pittsfield
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. Find more hotels with free breakfast in Pittsfield
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. See more pet-friendly hotels in Pittsfield
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. See all romantic hotels in Pittsfield
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 canceled 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 much is the nightly rate at a Pittsfield hotel?
Prices for hotels in Pittsfield often vary, but you can find a great deal from CA $99 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 the cheapest rate.

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