Find hotels in Pittsfield, MA from £55

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	22.6°F (-5.2°C)	Light Rain	Mostly Cloudy	Average	Average
February	24.6°F (-4.1°C)	Light Rain	Mostly Cloudy	Average	Average
March	32.4°F (0.2°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
April	44.2°F (6.8°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
May	56.3°F (13.5°C)	Light Rain	Mostly Sunny	Average	Average
June	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	70.3°F (21.3°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	68.4°F (20.2°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	61.3°F (16.3°C)	Light Rain	Mostly Sunny	Average	Average
October	50.0°F (10.0°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
November	37.6°F (3.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
December	29.3°F (-1.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Average

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.