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Our top choices for Pittsfield hotels

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,003 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is NT$3,521
NT$3,933 total
includes taxes & fees
Apr 15 - Apr 16
Best Western Plus Berkshire Hills Inn & Suites

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (901 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is NT$2,756
NT$3,789 total
includes taxes & fees
May 12 - May 13
Berkshire Mountain Lodge

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (673 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is NT$4,361
NT$4,871 total
includes taxes & fees
Apr 16 - Apr 17
Hilton Garden Inn Lenox Pittsfield

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (852 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is NT$2,545
NT$2,842 total
includes taxes & fees
May 3 - May 4
Berkshire Inn

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (88 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is NT$3,754
NT$4,193 total
includes taxes & fees
Apr 16 - Apr 17
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (843 reviews)
"The hotel was even more beautiful in person! Rooms were incredibly spacious and lovely. The staff was incredibly friendly and helpful. Great stay would definitley return. "
United States
Alessandra
The price is NT$4,361
NT$4,871 total
includes taxes & fees
Apr 16 - Apr 17
Hotel On North

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,002 reviews)
"Nice property. Breakfast buffet was good. Parking lot was under construction, but complimentary valet parking was offered. Friendly staff, comfortable beds.resturanton 2 nd floor was good "
United States
D
The price is NT$3,976
NT$4,442 total
includes taxes & fees
Apr 26 - Apr 27
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (359 reviews)
"Clean room, easy checkin, loved the tea kettle. Clean, comfortable, would definitely return. "
United States
TIFFANY
The price is NT$3,245
NT$3,624 total
includes taxes & fees
Apr 13 - Apr 14
The Central Downtown Inn & Suites

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (817 reviews)
"The room was absolutely horrible and extremely dirty!"
United States
Mandy
The price is NT$2,262
NT$2,526 total
includes taxes & fees
Apr 26 - Apr 27
FairBridge Inn Express

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,003 reviews)
"Great location, friendly staff"
United States
James
The price is NT$2,407
NT$2,688 total
includes taxes & fees
May 7 - May 8
Quality Inn Great Barrington

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (777 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
United States
Helena
The price is NT$4,835
NT$5,401 total
includes taxes & fees
Apr 30 - May 1
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (897 reviews)
"We love Cozy Corner. It's a snug, safe, well-maintained, home away from home. Love the ample breakfast and the genuine welcome we receive every time."
United States
Ann
The price is NT$2,519
NT$2,969 total
includes taxes & fees
Apr 16 - Apr 17
Cozy Corner Motel

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (240 reviews)
"Found dead flies in the beds and the sheets were stained. I would not expect much from an inexpensive room but I do expect it to be clean."
United States
Heidi
The price is NT$2,434
NT$2,718 total
includes taxes & fees
Apr 19 - Apr 20
Rodeway Inn

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (839 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
The price is NT$1,904
NT$2,127 total
includes taxes & fees
Apr 19 - Apr 20
Monument Mountain Motel

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (754 reviews)
"Staff was great! Clean room, parking was always available. Breakfast was great. Had a great time!"
United States
Brigid
The price is NT$3,404
NT$3,802 total
includes taxes & fees
Apr 20 - Apr 21
Holiday Inn Express Hotel & Suites Great Barrington by IHG

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (783 reviews)
"very clean, up to day, no thrills overnighter. perfect stop from NYC to VT skiing"
United States
Martin
The price is NT$2,513
NT$2,807 total
includes taxes & fees
Apr 13 - Apr 14
The Villager Motel

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean and cozy room, friendly staff, and fresh fruit for breakfast. Great location right next to Williams College."
United States
Phebe
The price is NT$2,569
NT$2,869 total
includes taxes & fees
Apr 14 - Apr 15
Willows Motel Williamstown

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (600 reviews)
"Staff is very nice and the rooms are always clean!"
United States
Peter
The price is NT$3,308
NT$3,695 total
includes taxes & fees
Apr 13 - Apr 14
Maple Terrace Motel

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (576 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is NT$2,386
NT$2,665 total
includes taxes & fees
Apr 13 - Apr 14
Travelodge by Wyndham Great Barrington Berkshires

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (895 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
The price is NT$2,497
NT$2,789 total
includes taxes & fees
Apr 14 - Apr 15
Berkshires Untold
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Pittsfield attractions

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.

Top Pittsfield Hotel Reviews

More cheap stays in Pittsfield

Hotels in Pittsfield with star-rating

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Outdoor Adventures: Enjoy skiing at local resorts and explore scenic parks perfect for hiking and outdoor sports.
  • Cultural Experiences: Discover historical sites and vibrant local attractions that showcase the area's rich history.
  • Family-Friendly Atmosphere: Pittsfield offers low crowds and a welcoming environment, ideal for families and relaxation.
  • Shopping and Dining: Indulge in local shopping options and diverse dining experiences to satisfy every palate.
  • Charming Accommodations: Choose from a variety of hotels known for their exceptional service and amenities.

Find great hotels in and around Pittsfield

Discover the charm of Pittsfield, Massachusetts, where a variety of accommodations await to suit every traveler's needs. Whether you're seeking a family-friendly resort, a romantic getaway, or an adventure-filled vacation, Pittsfield offers a range of hotels renowned for their exceptional service and amenities. Explore the best hotels in the area and find reviews that guide you to the perfect stay, ensuring a memorable experience in this picturesque New England destination.

  • The Yankee, Trademark Collection by Wyndham: Experience a blend of modern comfort and professional amenities at The Yankee, Trademark Collection by Wyndham. Located only 4.8km from Pittsfield, this hotel caters to business travelers seeking a productive stay. With spacious work areas, complimentary Wi-Fi, and a business center, guests can easily manage their work while enjoying a relaxing atmosphere. The hotel’s inviting lounge area and on-site dining provide the perfect setting to unwind after a busy day.
  • Berkshire Mountain Lodge: Adventure awaits at the Berkshire Mountain Lodge, a 3-star lodge situated in the heart of Pittsfield. This property is ideal for those looking for a mix of outdoor excitement and relaxation. With golf-themed experiences and a variety of adventure sports available nearby—such as kayaking, ziplining, and skiing—it's a haven for thrill-seekers. Guests can enjoy cozy accommodations, recreational facilities, and easy access to the picturesque Berkshire Mountains, making it perfect for both business and leisure travelers.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: Nestled in the city center, the Holiday Inn & Suites Pittsfield-Berkshires by IHG offers a vibrant city-themed experience. This 3-star hotel welcomes all travelers, including those from the LGBTQIA community, and provides easy access to local wineries and vineyards. Guests appreciate the modern amenities, spacious suites, and on-site dining options. With its inclusive atmosphere and prime location, it’s an excellent choice for those wanting to explore the cultural richness and culinary delights of Pittsfield.

Where to stay near Pittsfield

Pittsfield, Massachusetts, offers a perfect blend of adventure and relaxation for travelers. Explore its historical sites, enjoy cozy getaways, and indulge in shopping at local malls. With low crowds and a family-friendly atmosphere, you can unwind in scenic parks or engage in outdoor sports. Nearby, discover romantic spots and budget-friendly options, making it an ideal destination for every type of traveler. Experience the charm of Pittsfield, where every moment is a chance to create lasting memories.

  • Lenox: Nestled just 11.3km from Pittsfield, Lenox is a charming city that attracts visitors with its vibrant arts scene and cultural offerings. Known for its romantic ambiance, Lenox shines brightest in the summer months from June to August, when travelers flock to enjoy outdoor concerts and theater performances. The area is also perfect for winter sports enthusiasts, with ski fields nearby. Nature lovers will appreciate its picturesque landscapes featuring lakes and mountains, as well as local places of worship that add to its cultural depth.
  • Stockbridge: Located 19.3km from Pittsfield, Stockbridge is a quaint town that offers a delightful mix of romance and rich cultural experiences. Visitors are drawn here throughout the year, especially from July to September. The community is known for its engaging music concerts and theatrical productions, making it a hub for entertainment. Stockbridge boasts beautiful lakes and historical monuments, providing a serene backdrop for leisurely strolls. The town's unique charm and artistic heritage make it a must-visit for anyone seeking a cultural getaway.
  • Lee: Just 16.1km away from Pittsfield, Lee is a family-friendly city that promises a memorable vacation experience. Peak travel occurs from June to August, when families and couples alike come to enjoy the local theater and music events. Lee is also a great spot for winter sports enthusiasts, with ski fields nearby. Visitors can explore lovely lakes, monuments, and places of worship that enrich the area’s cultural fabric. With its blend of entertainment and family-oriented activities, Lee is a perfect destination for a fun-filled trip.

Things to do in and around Pittsfield

Pittsfield offers a fantastic blend of outdoor adventures and cultural experiences. Visitors can enjoy skiing at local resorts and ski fields, while also exploring shopping options and nearby theaters. The area is perfect for those seeking a thrilling vacation with plenty of activities to keep you engaged, whether it’s hitting the slopes or enjoying the vibrant local attractions.

Shopping

In Pittsfield, visit Guido's Marketplace for fresh local produce and unique gifts. The Bookstore, located 9.7km away, offers a cozy selection of books, while the Berkshire Mountain Country Store, 16.1km away, features charming local crafts and goods. If you're up for a drive, explore more shops in nearby towns.

Recreation

Kennedy Park offers a tranquil setting for relaxation and wellness with its picturesque landscapes and walking trails. For golf enthusiasts, Skyline Country Club provides a vibrant outdoor atmosphere, while Bas Ridge Golf Course features scenic fairways for an enjoyable sporting experience surrounded by nature.

Adventure

At Jiminy Peak Mountain Resort, enjoy thrilling skiing and snowboarding on diverse trails, located 12.9km from Pittsfield. For hiking enthusiasts, the Skyline Trail offers breathtaking outdoor scenery and adventure, situated 20.9km away. Bousquet Ski Area, in Pittsfield, provides excellent ski vibes and sports activities right at your doorstep.

Nightlife

Pittsfield's nightlife offers a charming blend of culture and entertainment. Catch a captivating show at the Colonial Theater or the Barrington Stage Company, both known for their romantic ambiance. If you're up for a short drive, Shakespeare and Company provides an enchanting experience just 11.3km away.

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

Booking tips and Expedia advantages for Pittsfield

To save money during your visit to Pittsfield, consider enjoying free attractions like the National Shrine of the Divine Mercy. For transportation, use the bus system, or explore the area on foot to avoid car rental costs. Plan your trip during the cheaper months of March to April or November, and aim to book your stay on a Tuesday for the best rates. Use Expedia to find hotel deals by filtering prices from low to high, and consider package deals that combine hotels, flights, and activities for additional savings.

  • 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 narrow down your options based on your budget, desired location, and preferred type of accommodation. To find the best prices and deals, simply arrange the price filter from low to high.
  • Consider bundling your trip: You can save on your trip by combining your hotel stay in Pittsfield with flights and activities through an Expedia package deal.

Find the best attractions in and around Pittsfield

Pittsfield, Massachusetts, is a fantastic destination for outdoor enthusiasts and adventure seekers. With its rich history and stunning natural beauty, visitors can explore historic houses, nature reserves, and nearby mountains. The area's attractions provide a perfect blend of culture and adventure, ensuring a memorable vacation experience for all travelers looking to immerse themselves in the great outdoors.

  • Hancock Shaker Village: Immerse yourself in the unique culture of the Shakers at this living history museum. Explore beautifully preserved buildings, learn about Shaker craftsmanship, and enjoy serene landscapes that showcase the community's values of simplicity and harmony.
  • Berkshire Museum: This family-friendly museum offers a blend of art, history, and natural science. Engage with interactive exhibits, marvel at the art collections, and discover local wildlife displays that make it a great destination for visitors of all ages.
  • National Shrine of the Divine Mercy: Located 17.7km from Pittsfield, this serene shrine is a place of reflection and spiritual devotion. Visitors can enjoy peaceful gardens, beautiful architecture, and a tranquil atmosphere that fosters a deep sense of spirituality.

Best time to go to Pittsfield

The best time to visit Pittsfield is dependent 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

Traveling to Pittsfield, Massachusetts, can be accomplished through several nearby airports. Bradley International Airport (BDL) in Hartford, CT, is 74.0km away, with hotels like the DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the terminal. Albany International Airport (ALB) in Albany, NY, is 56.3km away, offering nearby accommodations such as the Park Manor Hotel, located 12.9km from the airport. Columbia County Airport (HCC) in Hudson, NY, is the closest at 41.8km, with options like The Wick, Hudson, only 8.0km away. Each hotel provides convenient access to their respective airports, ensuring a smooth travel experience.

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 traveler data. This lodge offers an indoor pool and free parking. Other good choices for your trip include Holiday Inn & Suites Pittsfield-Berkshires by IHG and Hotel On North. See all available top hotels, or vacation rentals in Pittsfield.
If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?
Yes, you'll find most hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.
Where can I learn more about changing or cancelling my trip to Pittsfield?
For more details about changing or cancelling your trip to Pittsfield, head over to our customer service page.
What's the best accommodation for a budget-friendly stay in Pittsfield?
Based on our traveler reviews, Berkshire Inn is a top choice for a less expensive stay. View all budget hotels in Pittsfield.
What's the best hotel for a family vacation in Pittsfield?
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other good choices for your kid-friendly vacation include Holiday Inn & Suites Pittsfield-Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites. Attractions like Berkshire Museum and Bousquet Ski Area are also fun for kids of all ages. Find more child-friendly accommodations in Pittsfield.
What's the best LGBTQ-friendly place to stay in Pittsfield?
Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top LGBTQ-friendly hotel, and features free WiFi and free internet. Hilton Garden Inn Lenox Pittsfield is another good option for your stay. See all available hotels listed as LGBTQ-friendly in Pittsfield.
What's the best pet-friendly hotel in Pittsfield?
Hotel On North is a top hotel for people traveling with their pets, and offers a bar/lounge and concierge services for its human guests. Other good choices for you and your pet include Holiday Inn & Suites Pittsfield-Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites. See more pet-friendly hotel accommodations in Pittsfield.
Where is the best hotel to stay near Hancock Shaker Village?
Best Western Plus Berkshire Hills Inn & Suites is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located 1.6 mi (2.6 km) from Hancock Shaker Village. Other good options within a few miles include Inn At Richmond and Yankee Inn.
What about the best place to stay close to Bousquet Ski Area?
One of the top choices for your stay is Hilton Garden Inn Lenox Pittsfield, located a short 1 mi (1.5 km) from Bousquet Ski Area, and this 3-star hotel offers a restaurant and an indoor pool. Berkshire Mountain Lodge, located just 0.8 mi (1.4 km) away, is another good choice for your stay.
What are some accommodations with pools in Pittsfield?
Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi, and free parking. View all hotels with pools in Pittsfield.
What is the best accommodation for staying close to Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
What is staying in Pittsfield like?
Visitors to Pittsfield are sure to enjoy the sporting events, entertainment choices, and theaters. Tourists can also enjoy the city's museums, lake views, and ski areas. In Pittsfield, there are 71 hotels and other accommodations to choose from. Find out more about Pittsfield.
What is there to see in Pittsfield?
Cultural venues include Berkshire Museum, Colonial Theater, and Hancock Shaker Village. A couple of additional sights to add to your agenda are Bousquet Ski Area and Housatonic River. Check out what more to see and do in Expedia's Pittsfield guide.
How can I get around Pittsfield?
To venture out into 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 temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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