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Top 10 Pittsfield hotels and places to stay

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1010)
"Very nice stay"
The price is £105
includes taxes & fees
27 Jul - 28 Jul
Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (826)
"Very convenient location, downtown, short drive to local attractions "
The price is £107
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (783)
"It was a good place to sleep for a quick visit to Pittsfield. Glad we booked there. "
The price is £74
includes taxes & fees
22 Jul - 23 Jul
Berkshire Inn

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (3)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is £148
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express & Suites Pittsfield - Berkshires

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (745)
"Great boutique hotel"
The price is £157
includes taxes & fees
27 Jul - 28 Jul
Hotel On North

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (524)
"Clean, comfortable and great staff. Highly recommend and will be staying there again in the future."
The price is £89
includes taxes & fees
20 Aug - 21 Aug
Berkshire Mountain Lodge

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is £160
includes taxes & fees
27 Jul - 28 Jul
Hilton Garden Inn Lenox Pittsfield

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (299)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is £107
includes taxes & fees
22 Jul - 23 Jul
The Central Downtown Inn & Suites

FairBridge Inn Express

2.5 star property
5.4 out of 10, (751)
"Close to our target event a plus"
The price is £59
includes taxes & fees
4 Aug - 5 Aug
FairBridge Inn Express

Becket Motel

2.5 star property
6.6 out of 10, (58)
"Comfortable stay "
The price is £96
includes taxes & fees
29 Jul - 30 Jul
Becket Motel

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (176)
"Lovely stay!"
The price is £191
includes taxes & fees
22 Jul - 23 Jul
Blue Vista Motor Lodge

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (132)
"Stayed only one night Very cosy, quiet place "
The price is £149
includes taxes & fees
22 Jul - 23 Jul
The Trail in Adams - Berkshires’ Art Hotel

The Revival House

3.0 star property
9.6 out of 10, Exceptional, (5)
"Beautifully renovated historical bed and breakfast that offers historical details along with modern touches. Our room was spacious and very clean and common areas are appointed with great attention to detail. "
The price is £150
includes taxes & fees
22 Jul - 23 Jul
The Revival House

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1005)
"Great place"
The price is £134
includes taxes & fees
19 Aug - 20 Aug
Hotel Downstreet, Ascend Hotel Collection

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (395)
"Beautiful and peaceful property. Perfect for our last minute mother daughter get away. The staff was friendly and helpful. "
The price is £193
includes taxes & fees
19 Aug - 20 Aug
The Porches Inn at Mass MoCA

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (50)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is £186
includes taxes & fees
23 Jul - 24 Jul
Harbour House Inn

Pilgrim Inn

2.5 star property
5.8 out of 10, (310)
"Great location but no staff at check-in or checkout!"
The price is £63
includes taxes & fees
4 Aug - 5 Aug
Pilgrim Inn

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1003)
"Friendly staff, easy parking"
The price is £113
includes taxes & fees
4 Aug - 5 Aug
Quality Inn

Sunset Inn

2.0 star property
7.6 out of 10, Good, (393)
"No frills but it was a great stay!"
The price is £87
includes taxes & fees
18 Aug - 19 Aug
Sunset Inn

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn
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Learn more about Pittsfield

Come to Pittsfield and enjoy its baseball, entertainment and opera.

Pittsfield which includes a city

Top Pittsfield Hotel Reviews

Find out more about Pittsfield

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Thrilling Ski Resorts: Pittsfield is renowned for its excellent ski resorts, making it a prime destination for winter sports enthusiasts.
  • Scenic Hiking Trails: The region boasts breathtaking hiking trails that showcase the natural beauty of the Berkshires.
  • Rich Historical Charm: Visitors can explore captivating historic houses and local parks that reflect the area's rich heritage.
  • Vibrant Downtown Area: The lively downtown offers a mix of shopping, dining, and cultural experiences.
  • Diverse Accommodation Options: From charming resorts to comfortable hotels, Pittsfield caters to all types of travellers.

Find great hotels in and around Pittsfield

Pittsfield offers a delightful range of accommodation options, from charming resorts to comfortable hotels, catering to families, couples, and winter sports enthusiasts alike. Whether you seek a romantic getaway or a ski adventure, you'll discover some of the best hotels in Pittsfield, each providing unique amenities and services to ensure a memorable stay in this picturesque part of Massachusetts.

  • The Yankee, Trademark Collection by Wyndham: Perfectly suited for the business traveller, The Yankee offers a professional atmosphere just 1.9km from Pittsfield. This hotel boasts comprehensive business amenities including a 24-hour business centre, multiple meeting rooms, and versatile conference spaces. Its focus on providing essential services for business needs makes it an ideal choice for those seeking to blend work with comfort. Guests appreciate the welcoming staff and the convenience of facilities designed to foster productivity.
  • Best Western Plus Berkshire Hills Inn & Suites: Located conveniently in Pittsfield, this family-friendly and pet-friendly hotel caters to a diverse range of guests. The property features a 24-hour business centre and meeting rooms, making it suitable for business travellers as well. Families will find thoughtful amenities such as cribs for infants, games for children, and a first aid kit for peace of mind. With a pet policy that allows dogs and provides a designated exercise area, Best Western Plus ensures a welcoming stay for all members of the family, including furry ones.
  • Club Wyndham Bentley Brook: Situated 5.0km from Pittsfield, this 3-star hotel is a haven for adventure seekers. Club Wyndham Bentley Brook is ideally located for ski enthusiasts, with easy access to ski shuttles and lifts. Guests can indulge in a variety of adventure sports, including downhill skiing, snowboarding onsite, and nearby hiking and biking trails. This hotel offers an exciting experience for those looking to embrace the outdoors, all while enjoying comfortable accommodation after a day of adventure.

Where to stay near Pittsfield

Pittsfield, Massachusetts, is a delightful destination for any traveller seeking adventure and relaxation. Nestled in the beautiful Berkshires, it offers a mix of historical charm and outdoor activities, from skiing to scenic hikes. Explore the vibrant downtown area, enjoy family-friendly spaces, or indulge in romantic getaways nearby. With its ideal location, Pittsfield serves as a perfect base for discovering the enchanting atmosphere of the surrounding region.

  • Lenox: Nestled a mere 4.3km from Pittsfield, Lenox is a charming town that draws visitors year-round, particularly from June to August. Known for its romantic and family-friendly atmosphere, Lenox offers a delightful mix of entertainment-themed experiences. You'll find various music concerts and theatrical performances, alongside opportunities for skiing in the winter months. Nature enthusiasts can explore the nearby lake and mountain, making it perfect for outdoor adventures. Don’t miss the event conference venues that host numerous cultural gatherings throughout the year.
  • Stockbridge: Located 7.5km away from Pittsfield, Stockbridge is a cultural gem that welcomes visitors throughout the year, with peak times from July to September. It’s a destination that beautifully blends romance and entertainment, featuring a vibrant arts scene with music concerts and theatre performances. While you're here, explore the local landmarks, including a serene lake, a historic monument, and a peaceful shrine. The town’s rich history and cultural offerings make it an ideal spot for those looking to immerse themselves in the arts.
  • Lee: Just 6.2km from Pittsfield, Lee offers a welcoming environment that attracts tourists all year round, with a spike in visitors during the summer months. Known for its romantic charm and family-friendly activities, Lee showcases a lively entertainment scene, featuring theatres and music concerts. Outdoor enthusiasts can enjoy the nearby lake and mountain, while history buffs can explore the local monuments. Lee’s combination of natural beauty and cultural experiences makes it a perfect base for your Berkshire explorations.

Things to do in and around Pittsfield

Pittsfield offers an exciting range of activities for adventure and sports enthusiasts, particularly those who enjoy skiing. The area boasts excellent ski resorts and fields, making it a popular winter destination. Additionally, outdoor lovers can explore the scenic hiking trails that showcase the region's natural beauty, ensuring a well-rounded vacation experience.

Shopping

Pittsfield offers shopping at Guido's Marketplace, a vibrant public market perfect for local gifts. The Bookstore, located 3.7km away, is ideal for book lovers. If you're up for a drive, visit Berkshire Mountain Country Store, situated 6.2km from Pittsfield, for unique souvenirs.

Recreation

Tanglewood Music Center offers an enchanting experience with its captivating concerts, set amidst beautiful natural surroundings. Kennedy Park provides a tranquil space for relaxation and rejuvenation, while Skyline Country Club invites you to enjoy a round of golf in a picturesque outdoor setting, perfect for sports enthusiasts.

Adventure

Experience the thrill of skiing at Jiminy Peak Mountain Resort, located 5.0km from Pittsfield, where you can enjoy the slopes and snow sports. For a scenic adventure, hike the Skyline Trail, 8.1km away, and immerse yourself in the stunning outdoors. Explore the Berkshire Retreat Center, 11.8km from Pittsfield, for unique adventure activities.

Nightlife

Pittsfield's nightlife features the vibrant Barrington Stage Company and Colonial Theater, both offering a rich blend of entertainment and culture. For a thrill, the Alpine Super Slide, located a short drive away, adds a unique twist to the evening with its amusement rides and family-friendly attractions.

Booking tips and Expedia advantages for Pittsfield

To save money during your visit to Pittsfield, consider travelling in the off-peak months of March to April and November, when accommodation prices are lower. Tuesdays tend to be the cheapest days for stays, while Saturdays are the most expensive. Utilize public transport, such as buses, or explore on foot to cut transport costs. Take advantage of free activities, including the National Shrine of the Divine Mercy. For the best hotel deals, use Expedia to compare prices, filter for eco-friendly options, and book packages that combine 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: Expedia’s search tool enables you to specify your budget, preferred location, and additional criteria. You can organise your results to display prices from lowest to highest, ensuring you see the most affordable hotels first. Furthermore, you have the option to refine your search 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 a considerable amount 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 a fantastic destination for skiing and adventure sports enthusiasts. Visitors can explore captivating historic houses, scenic reserves, and majestic mountains, offering rich cultural and outdoor experiences. Highlights include local parks and popular attractions that showcase the area's charm. Whether you're seeking thrilling activities or a leisurely day out, Pittsfield has something to offer every traveller.

  • Mount Greylock: Located 8.7km from Pittsfield, Mount Greylock offers breathtaking outdoor adventures and stunning scenery. As the highest peak in Massachusetts, it provides an array of hiking trails with panoramic views, making it a perfect spot for nature enthusiasts and photographers alike.
  • Animagic Museum of Animation: Situated 6.2km away, this unique museum celebrates the art of animation. Visitors can explore fascinating exhibits and learn about the history and techniques of animation, immersing themselves in the cultural significance of this vibrant art form.
  • Hancock Shaker Village: Nestled within Pittsfield, this historic village showcases the lifestyle and beliefs of the Shaker community. Visitors can wander through beautifully preserved buildings, engage with interactive exhibits, and appreciate the craftsmanship of Shaker furniture and architecture.

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

For your visit to Pittsfield, Massachusetts, you have several airport options. Bradley International Airport (BDL) in Hartford, CT, is situated 28.6km away, with nearby hotels such as the DoubleTree by Hilton Hartford - Bradley Airport, just 621m from the airport. Albany International Airport (ALB) is 21.7km from Pittsfield, offering accommodation like The Landing Hotel at Rivers Casino & Resort, 5.0km distant. Finally, Pittsfield Municipal Airport (PSF) is a mere 1.9km from the city, with options like The Central Downtown Inn & Suites, located 1.2km away, providing convenient access to your destination.

Frequently asked questions

What are the best hotels in Pittsfield that travellers recommend?
Hotel On North stands out as a premier choice in Pittsfield, boasting an exceptional score of 9.6. With its charming ambiance, guests are welcomed by cozy fireplaces and premium bedding, superb for couples seeking a romantic getaway or anyone wanting to unwind in style. The attentive room service adds a touch of luxury, ensuring an easy experience during your stay.

For families and groups, the Hilton Garden Inn Lenox Pittsfield, rated 9.2, is an excellent option. This hotel offers spacious suites with deep soaking bathtubs, ideal for relaxing after a day of exploring the nearby Berkshire attractions. Families will appreciate the indoor pool, providing a safe and fun environment for children to enjoy while parents relax nearby.

Another family-friendly choice is the Holiday Inn & Suites Pittsfield-Berkshires, which holds an 8.0 rating. This hotel features suites with mountain views and offers wedding services for those planning special events. The indoor pool is an inviting space for kids to play, while the hotel's convenient location makes it easy to explore local attractions together.

Lastly, the Berkshire Mountain Lodge, rated 8.8, provides a comfortable atmosphere with air-conditioned rooms and an indoor pool area with sun loungers, making it a great choice for travellers wanting a blend of relaxation and convenience. Whether you're traveling for business or leisure, Pittsfield's hotels offer attentive service and amenities designed for a stress-free stay.
What are the best family hotels in Pittsfield?
Hotel On North in Pittsfield is a charming family-friendly option, boasting an impressive traveller review score of 9.6. This hotel provides thoughtful amenities such as connecting rooms, free cribs, and a convenient sofa bed, making it easier for families to settle in comfortably. With room service and daily housekeeping, you can relax knowing that your needs will be attended to, allowing for a stress-free stay.

Another excellent choice is the Hilton Garden Inn Lenox Pittsfield, which enjoys a review score of 9.2. This hotel features a refreshing pool, superb for family fun, alongside connecting rooms and free cribs to accommodate your little ones. Families will appreciate the added convenience of a snack bar and microwave in the rooms, making late-night snacks and quick meals a breeze.

For those looking for even more amenities, the Holiday Inn & Suites Pittsfield-Berkshires, rated 8.0 by guests, offers unique features like child-friendly window designs and free rollaway beds. This property is particularly welcoming for families, with options for connecting rooms and complimentary breakfast for children, ensuring everyone starts their day off right. With a lovely garden for outdoor relaxation, it's an ideal retreat for families seeking both comfort and convenience in the Berkshires. Find more child-friendly accommodations in Pittsfield.
What are the top pet-friendly hotels in Pittsfield?
Hotel On North, which boasts an impressive traveller review rating of 9.6, offers a warm and inviting space for both you and your furry companions. This charming hotel features a variety of amenities designed to enhance your stay, including air-conditioned rooms with premium bedding and free Wi-Fi. The inviting fireplace in the common area creates a cozy ambiance, great for relaxation after a day of exploring the picturesque Berkshires.

For families traveling with pets, the Hilton Garden Inn Lenox Pittsfield is another excellent choice, earning an excellent review score of 9.2. This hotel not only welcomes pets but also provides spacious suites that include kitchen facilities, making it convenient for families to prepare meals. Kids can enjoy splashing around in the indoor pool while parents unwind in the adjacent hot tub.

Whether you're planning a family getaway or a quick escape with your beloved pet, these hotels offer attentive service and the comforts of home, ensuring an easy experience. The Berkshire Mountain Lodge, rated 8.8, also features pet-friendly amenities and is ideal for those seeking outdoor adventures, including skiing and hiking, making it a great option for adventurous couples or families looking to create lasting memories.

With such a variety of choices, you can easily find a pet-friendly haven in Pittsfield that aligns with your travel style and preferences. See more pet-friendly hotels in Pittsfield.
What are the best budget hotels in Pittsfield?
Hotel On North is a standout option in Pittsfield, boasting an outstanding score of 9.6. This welcoming hotel provides a blend of modern amenities and a cozy atmosphere, making it a great choice for travellers. Guests appreciate the spacious rooms featuring premium bedding, a sofa bed for extra comfort, and a fireplace for a warm and inviting ambiance. Plus, with free self-parking and WiFi, convenience is at your fingertips.

For families, the Hilton Garden Inn Lenox Pittsfield is another excellent choice, rated 9.2 by guests. This property features spacious suites and an inviting indoor pool, great for children to splash around while parents relax. The availability of cribs for the little ones and free toiletries ensures a straightforward stay, allowing families to focus on making memories.

If you're considering a ski getaway, the Berkshire Mountain Lodge, rated 8.8, is an appealing option with its indoor pool and proximity to ski rentals nearby. It's ideal for families looking to enjoy winter sports together.

Each of these properties is designed to create an easy experience, allowing you to enjoy your trip while knowing that quality service and comfort are well taken care of. Whether you're planning a family adventure or a romantic escape, Pittsfield has something for everyone. View all budget hotels in Pittsfield.
When is the best time to go to Pittsfield?
The most popular time to visit Pittsfield is in July, when the region bursts into life with numerous outdoor events and activities. During this peak season, which runs from June to August, visitors can enjoy warm temperatures averaging around 25°C, superb for exploring the scenic beauty of the Berkshires.

As you wander through the lush surroundings, you'll find a wealth of options for outdoor adventures, from hiking the picturesque trails of the nearby mountains to enjoying a leisurely afternoon at one of the charming local lakes. The pleasant climate also makes it an ideal time for sightseeing, allowing you to immerse yourself in the rich cultural tapestry that Pittsfield has to offer, including art galleries, theatres, and historic sites.

For those seeking a bit more tranquillity, consider planning your visit in September. This month often features delightful weather with cooler temperatures averaging around 20°C, making it a fantastic time to enjoy the vibrant autumn foliage without the summer crowds. You'll still have access to many of the outdoor activities and cultural events, but with a more relaxed atmosphere that allows for a deeper connection with the destination.
Where can I find the best nightlife in Pittsfield?
Pittsfield, a charming city in the Berkshires, offers a laid-back atmosphere with a handful of nightlife options that cater to different tastes.

For those looking for a lively evening, the downtown area is where you'll find a selection of bars and pubs great for socialising. The Tap House, known for its extensive craft beer selection, is a popular spot among locals and visitors alike. It provides a relaxed environment to unwind after a day of exploring the scenic surroundings.

If you're interested in live music, the Colonial Theatre often hosts performances that can make for an entertaining night out. Check their schedule to see if there's a show that piques your interest during your visit.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Pittsfield hotel for you.
How can I save on a Pittsfield hotel booking with Expedia?
Members always get our best prices. Find our best Pittsfield hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 £59 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.