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Our top choices for Pittsfield hotels

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (841 reviews)
"Plenty of parking. Staff was friendly"
United States
William
The price is ฿2,060
฿2,301 total
includes taxes & fees
19 Jul - 20 Jul
FairBridge Inn Express

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, (1,001 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is ฿4,512
฿5,039 total
includes taxes & fees
2 Aug - 3 Aug
Best Western Plus Berkshire Hills Inn & Suites

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (687 reviews)
"Five Star stay!"
United States
Adeline
The price is ฿6,232
฿6,961 total
includes taxes & fees
7 Jul - 8 Jul
Hilton Garden Inn Lenox Pittsfield

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (871 reviews)
"I really enjoyed my stay at the Berkshire Inn, it was safe, clean, and in a convenient part of Pittsfield. Parking was a breeze and I was comfortable in my room. I would definitely book again!"
United States
Hannah
The price is ฿2,986
฿3,335 total
includes taxes & fees
6 Jul - 7 Jul
Berkshire Inn

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (120 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is ฿5,494
฿6,137 total
includes taxes & fees
12 Jul - 13 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (871 reviews)
"Very nice clean hotel. Close to Colonial theater. Would definitely stay there again."
United States
KEITH AND SHIRLEY
The price is ฿8,261
฿9,227 total
includes taxes & fees
8 Jul - 9 Jul
Hotel On North

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,015 reviews)
"The staff was very helpful. It was very clean and the bed was comfortable. We would stay there again."
United States
Andrew
The price is ฿4,433
฿5,693 total
includes taxes & fees
4 Aug - 5 Aug
Berkshire Mountain Lodge

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, (1,004 reviews)
"Quiet room. Comfortable bed linens"
United States
Margo
The price is ฿5,043
฿5,633 total
includes taxes & fees
3 Aug - 4 Aug
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, (373 reviews)
"Easy access to parking, nearby everything and room was very clean. Definitely will come back here to stay again! "
United States
Aisha
The price is ฿3,882
฿4,336 total
includes taxes & fees
7 Jul - 8 Jul
The Central Downtown Inn & Suites

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is ฿4,220
฿4,714 total
includes taxes & fees
6 Jul - 7 Jul
The Yankee Inn

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (481 reviews)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is ฿2,239
฿2,508 total
includes taxes & fees
6 Jul - 7 Jul
Berkshire Travel Lodge

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (922 reviews)
"Very clean! Friendly staff! Will stop there again!"
United States
Theresa
The price is ฿2,926
฿3,439 total
includes taxes & fees
12 Jul - 13 Jul
Cozy Corner Motel

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (795 reviews)
"The room was comfortable and clean, I will stay there again"
United States
Monica
The price is ฿3,284
฿3,669 total
includes taxes & fees
7 Jul - 8 Jul
The Villager Motel

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (110 reviews)
"Wonderful stay! Our room was beautiful - clean and cozy. I had a drink at the outside bar - it was lovely. Highly recommend staying here. It’s a hidden gem."
United States
Michelle
The price is ฿3,732
฿4,143 total
includes taxes & fees
6 Jul - 7 Jul
Gregory House Country Inn

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.6 out of 10, Excellent, (1,005 reviews)
"Enjoyed the breakfast and pool"
United States
Sabrina
The price is ฿4,343
฿4,820 total
includes taxes & fees
26 Jul - 27 Jul
Comfort Inn & Suites East Greenbush - Albany

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (915 reviews)
"clean; quiet; good breakfast; as advertised; easy check-in/check out; convenient parking; "
United States
Thomas
The price is ฿3,317
฿3,705 total
includes taxes & fees
6 Jul - 7 Jul
Howard Johnson by Wyndham Williamstown

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,002 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is ฿4,747
฿5,303 total
includes taxes & fees
21 Jul - 22 Jul
Quality Inn Lee - Lenox South

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, (783 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is ฿5,474
฿6,115 total
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (91 reviews)
"Excellent lodge, recommend."
United States
Jason
The price is ฿7,315
฿8,193 total
includes taxes & fees
20 Jul - 21 Jul
Little Cat Lodge

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,000 reviews)
"The property was nice and the staff enthusiastic"
United States
Matt
The price is ฿2,679
฿2,992 total
includes taxes & fees
6 Jul - 7 Jul
Willows Motel Williamstown
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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.

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

Top Pittsfield Hotel Reviews

More cheap stays in Pittsfield

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Outdoor Adventures: Enjoy skiing at local resorts, engaging in sports, or relaxing with picnics in scenic nature reserves.
  • Cultural Exploration: Discover historic houses and immerse yourself in the local culture through various attractions.
  • Charming Accommodations: Choose from a range of delightful hotels and resorts tailored for families and couples.
  • Family Fun: Experience amusement rides and family-friendly activities for an enjoyable outing.
  • Scenic Beauty: Explore Pittsfield's picturesque landscapes and hidden treasures, perfect for both adventure and relaxation.

Find great hotels in and around Pittsfield

Discover a range of delightful hotel accommodations in Pittsfield, Massachusetts, perfect for both families and couples seeking a romantic getaway or an adventurous ski vacation. From charming resorts to comfortable hotels, you’ll find a variety of options tailored to your needs. Explore top-rated hotels and suites, complete with essential amenities, and read reviews to ensure you choose the ideal base for your memorable stay in this picturesque New England town.

  • Berkshire Mountain Lodge: Nestled in the scenic surroundings of Pittsfield, the Berkshire Mountain Lodge is a charming 3-star accommodation that boasts a guest rating of 9.0 out of 10. This lodge is ideal for those seeking an adventurous getaway, especially for ski enthusiasts and golf lovers. With convenient access to ski shuttles and lifts, guests can easily indulge in winter sports. The lodge also offers an array of adventure activities, including ziplining, kayaking, and snow tubing, ensuring a thrilling stay amidst the beautiful Berkshire Mountains.
  • The Yankee Inn: The Yankee Inn is a budget-friendly option situated approximately 5km from Pittsfield, earning a commendable guest rating of 9.2 out of 10. This hotel caters to business travellers, offering a comfortable and functional environment for work-related stays. With its convenient location and essential amenities, guests can enjoy a productive experience while being close to the vibrant local culture of Pittsfield.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: This 3-star property, rated 8.0 out of 10, is perfectly positioned in Pittsfield, making it an excellent choice for families and those seeking adventure and business facilities. The hotel provides various recreational activities nearby, such as hiking, fishing, and snowboarding. Families will appreciate the child-friendly amenities, including complimentary cribs and breakfast options for children, ensuring a comfortable stay for guests of all ages.

Where to stay near Pittsfield

Pittsfield, Massachusetts, offers a delightful blend of adventure and relaxation, perfect for any traveller. With its charming town feel, visitors can enjoy proximity to skiing and a variety of public spaces. Explore hidden treasures throughout the city, from historical sites to scenic spots, while indulging in family-friendly and romantic atmospheres. Whether you seek thrilling sports or a peaceful retreat, Pittsfield and its surrounding areas promise an unforgettable experience.

  • Lenox: Nestled a mere 11km from Pittsfield, Lenox is a charming city known for its vibrant cultural scene. The town experiences a moderate influx of visitors, particularly from June to August when the weather is perfect for outdoor activities. Travellers flock to Lenox for its romantic ambience and entertainment offerings. The city is home to picturesque lakes and mountains, providing a stunning backdrop for events and activities. Enjoy music concerts, theatrical performances, or hit the slopes for some skiing in the winter months. Whether you're seeking a cultural experience or a peaceful retreat, Lenox has something for everyone.
  • Stockbridge: Located 19km away from Pittsfield, Stockbridge is a delightful city that offers a unique blend of romantic charm and cultural richness. With visitor numbers peaking from July to September, this area is perfect for those seeking a summer getaway. The town boasts beautiful lakes and monuments, making it an ideal spot for leisurely strolls and exploration. Enjoy the local music concerts and theatre productions or visit historical places of worship that tell the story of this quaint town. Stockbridge promises an enriching experience for those eager to immerse themselves in its artistic and cultural offerings.
  • Lee: Just 16km from Pittsfield, Lee is a vibrant city that caters to families and couples alike. The city sees a moderate number of visitors, with peak seasons from June to August. Lee offers a delightful mix of entertainment and family-friendly activities, including theatre performances and music concerts. Outdoor enthusiasts can explore the surrounding lakes and mountains, which provide ample opportunities for skiing and other recreational activities. With its charming atmosphere and welcoming community, Lee is a perfect destination for those looking to create lasting memories during their vacation.

Things to do near Pittsfield

Shopping

In downtown Pittsfield, you’ll discover local shops like Dottie’s Coffee Lounge for unique gifts and the Berkshire Mall for a wider selection. If you're up for a drive, head to Lee Premium Outlets, where you’ll find designer brands at discounted prices amidst charming surroundings.

Recreation

In Pittsfield, the Cranwell Spa & Golf Resort offers rejuvenating treatments amidst lush surroundings, ideal for relaxation. Alternatively, the Berkshire Yoga Dance and Fitness studio provides a variety of classes that promote mindfulness and physical well-being, set in a welcoming community atmosphere.

Adventure

At Catamount Aerial Adventure Park, located 35km from Pittsfield, you can experience a thrilling zipline and ropes course amidst stunning natural surroundings. Enjoy the adrenaline rush as you navigate through treetops and tackle various challenges, all while soaking in the vibrant outdoor atmosphere.

Nightlife

Explore the lively atmosphere at the Colonial Theatre for a captivating performance, then unwind at the Bar 24 for a selection of cocktails. For a relaxed vibe, visit the Berkshire Museum's First Fridays, featuring art and music, making for a delightful evening out in Pittsfield.

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

Find the best attractions in and around Pittsfield

Pittsfield, Massachusetts, offers a delightful mix of adventure and culture for tourists. Ideal for sports and ski enthusiasts, the area boasts attractions such as historic houses, nature reserves, and stunning mountains. Visitors can enjoy a range of outdoor experiences and immerse themselves in the local culture, making Pittsfield a perfect destination for those seeking both excitement and relaxation.

  • Hancock Shaker Village: This historic village offers a glimpse into the unique lifestyle of the Shakers, known for their simple living and craftsmanship. Explore beautifully preserved buildings, gardens, and demonstrations of traditional crafts, immersing yourself in the tranquil atmosphere and rich cultural heritage.
  • National Shrine of the Divine Mercy: Located 18km from Pittsfield, this serene shrine is a place of reflection and spirituality. Visitors can admire stunning architecture, partake in peaceful prayer, and enjoy the surrounding gardens, providing a calming retreat from the hustle and bustle of daily life.
  • Berkshire Museum: Situated in Pittsfield, this family-friendly museum combines art, history, and natural science. Engaging exhibits and interactive displays make it an enriching experience for visitors of all ages, fostering a deeper appreciation for the local culture and history.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Reaching Pittsfield, Massachusetts, is convenient via several major airports. Hartford, CT (BDL-Bradley Intl.) is located 74km away, with nearby hotels including the DoubleTree by Hilton Hartford - Bradley Airport, just 2km from the airport. Albany, NY (ALB-Albany Intl.) is 56km away, offering options like The Landing Hotel at Rivers Casino & Resort, 13km from the airport. New Haven, CT (HVN-Tweed - New Haven Regional) is 135km away, with the Omni New Haven Hotel at Yale just 5km from its airport. Each hotel provides easy 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 traveller data. This lodge offers an indoor pool and free parking. Other good choices for your visit include Holiday Inn Express & Suites Pittsfield-Lenox-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 that most hotel room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.
What's the best budget-friendly hotel in Pittsfield?
Based on our traveller reviews, Berkshire Inn is a top choice for a less expensive stay. View all budget hotels in Pittsfield.
What's the best family accommodation in Pittsfield?
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other options for your child-friendly holiday include Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn & Suites Pittsfield-Berkshires by IHG. Also, attractions such as Berkshire Museum and Bousquet Ski Area are fun for children of all ages. Find more child-friendly accommodations in Pittsfield.
What is the top LGBTQ-friendly place to stay in Pittsfield?
Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top LGBTQ-friendly hotel, and features free Wi-Fi and free Internet. Hilton Garden Inn Lenox Pittsfield is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Pittsfield.
What's the best dog-friendly accommodation option in Pittsfield?
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG is a top hotel for people travelling with their pets, and offers an indoor pool and a 24-hour fitness centre for its human guests. Other good choices for you and your pet's trip include Hotel On North and Best Western Plus Berkshire Hills Inn & Suites. See more pet-friendly hotel accommodations in Pittsfield.
What are some accommodation options with pools in Pittsfield?
Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi and free self-parking. View all hotels with pools in Pittsfield.
What is staying in Pittsfield like?
Visitors to Pittsfield will definitely enjoy the sporting events, entertainment and theatres. Tourists can also enjoy the city's museums, lake views and ski areas. In Pittsfield, there are 72 hotels and other accommodation options to choose from. Find out more about Pittsfield.
What should I do while I'm visiting Pittsfield?
Cultural venues include Berkshire Museum, Colonial Theater and Barrington Stage Company. Landmarks like Hancock Shaker Village and Herman Melville's Arrowhead might be worth a visit. Natural beauty is on display at Housatonic River, Canoe Meadows Wildlife Sanctuary and Onota Lake. Take a look at what more there is to see and do in Expedia's Pittsfield guide.
How should I get around Pittsfield?
To see more of the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station. If you want to venture out around the area, you may want a rental car in Pittsfield for your journey.
What's the seasonal weather like in Pittsfield?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.