Find hotels in Pittsfield, MA from $85

Top reasons to visit Pittsfield

• Skiing Adventures: Pittsfield is a haven for ski enthusiasts, offering access to thrilling winter sports and scenic ski fields.
• Historic Attractions: Explore charming historic houses and cultural sites that showcase the rich history of the area.
• Outdoor Activities: Enjoy a variety of outdoor experiences, from hiking in scenic reserves to skiing in majestic mountains.
• Shopping and Dining: Discover inviting shopping malls and local dining options that enhance your vacation experience.
• Cozy Accommodations: Choose from a range of comfortable hotels and resorts designed for families, couples, and adventure seekers.

Find great hotels in and around Pittsfield

Discover a range of comfortable accommodations in Pittsfield, Massachusetts, perfect for families, couples, and adventure seekers alike. From charming hotels to resorts, you'll find options designed to enhance your vacation experience. Explore the best hotels in the area, read reviews, and enjoy the welcoming atmosphere that Pittsfield has to offer for your ideal getaway.

• The Yankee, Trademark Collection by Wyndham: The Yankee offers a business-centric atmosphere tailored for professionals and corporate travelers. Located a short drive from Pittsfield, this hotel features a range of facilities designed to meet the needs of business guests. With a 24-hour business center, multiple meeting rooms, and expansive conference spaces, it is an ideal choice for hosting events and meetings. The property's elegant design and focus on comfort enable guests to unwind after a productive day. Its proximity to local business hubs makes it a convenient option for those traveling for work.
• Holiday Inn & Suites Pittsfield-Berkshires by IHG: Nestled in the heart of Pittsfield, this vibrant 3-star hotel is perfect for adventure seekers and wine enthusiasts alike. Guests can enjoy an array of recreational activities, from skiing and horseback riding to fishing, all available nearby. The hotel's prime location allows easy access to local wineries, making it a great choice for those looking to explore the region's renowned vineyards. With comfortable accommodations and a welcoming atmosphere, the Holiday Inn & Suites is an excellent base for both city exploration and outdoor adventures.
• Best Western Plus Berkshire Hills Inn & Suites: This family-friendly and pet-friendly hotel in Pittsfield combines business amenities with a welcoming environment for all ages. Equipped with a 24-hour business center, meeting rooms, and conference spaces, it caters to business travelers while also offering family-friendly services and amenities. Children can enjoy games and a safe environment, while pets are welcome with designated areas for exercise. The Best Western Plus ensures a comfortable stay for families with diverse needs, making it an excellent choice for a vacation in the Berkshires.

Where to stay near Pittsfield

Pittsfield, Massachusetts, offers a delightful blend of history and adventure, perfect for sports lovers and families alike. Explore cozy getaways, scenic spots, and charming neighborhoods that provide a romantic atmosphere. With low crowds and inviting shopping malls nearby, you can enjoy a relaxing vacation while indulging in outdoor activities like skiing. Whether you're seeking family-friendly fun or a budget-friendly escape, Pittsfield and its surroundings have something for everyone.

• Lenox: Nestled 7 miles from Pittsfield, Lenox is a charming city that attracts visitors year-round, with a peak in summer months. Known for its romantic ambiance and family-friendly activities, Lenox is a hub for entertainment seekers. Enjoy a lively music concert or immerse yourself in a theatrical performance. In winter, the nearby ski resorts provide thrill-seekers with exhilarating slopes. Nature lovers can appreciate the stunning lakes and scenic mountains in the area, making it an ideal getaway for relaxation and recreation.
• Lee: Located 10 miles from Pittsfield, Lee is a delightful city that sees consistent visitor interest throughout the year, particularly during the summer. This city offers a romantic atmosphere alongside entertainment options, making it perfect for couples and families alike. Explore local theaters or enjoy live music concerts, and in the winter months, the ski fields beckon for some snowy fun. Lee's proximity to beautiful lakes and impressive monuments adds to its allure, providing visitors with opportunities for both exploration and leisure.
• Stockbridge: Just 12 miles from Pittsfield, Stockbridge is a cultural oasis that draws visitors, especially from July to September. Renowned for its rich history and artistic heritage, the city offers a diverse range of entertainment options, including music concerts and theater performances. Stockbridge is also home to stunning lakes, historic monuments, and serene shrines, creating a peaceful atmosphere for those seeking a blend of culture and romance. A visit here promises a unique experience, steeped in art and natural beauty.

Things to do in and around Pittsfield

Pittsfield, Massachusetts, is a fantastic destination for ski and adventure enthusiasts, offering a variety of activities such as skiing at local resorts and exploring scenic ski fields. Beyond winter sports, visitors can enjoy shopping options, discover area attractions, and catch a show at nearby theaters. Whether you’re looking for ski rentals or unique local experiences, Pittsfield has something for everyone to enjoy.

Shopping

For a unique shopping experience in Pittsfield, visit Guido's Marketplace, where you can find local products and gifts. If you're up for a drive, check out The Bookstore, 6 miles away, and the Berkshire Mountain Country Store, located 10 miles from downtown, for more treasures.

Recreation

Experience the tranquility of Kennedy Park, where you can enjoy leisurely strolls amidst nature and unwind in serene surroundings. For golf enthusiasts, Skyline Country Club and Bas Ridge Golf Course offer beautiful outdoor settings to play a round while soaking in the fresh air and scenic views.

Adventure

Experience the thrill of skiing at Jiminy Peak Mountain Resort, located 8 miles from Pittsfield, where winter sports await. For a scenic hike, the Skyline Trail offers breathtaking views 13 miles away, while Bousquet Ski Area, right in Pittsfield, provides excellent skiing opportunities for all levels.

Nightlife

Pittsfield's nightlife is vibrant, with venues like the Colonial Theater and Barrington Stage Company showcasing captivating performances that blend culture and entertainment. Just a short drive away, Shakespeare and Company offers a charming setting for theatrical experiences, perfect for those seeking romance and family-friendly fun.

Booking tips and Expedia advantages for Pittsfield

Pittsfield, Massachusetts, offers numerous ways to save during your visit. Enjoy free attractions like the National Shrine of the Divine Mercy, and consider traveling in the cheaper months of March, April, or November to find lower accommodation rates. Tuesdays are the best days to book your stay, while Saturdays tend to be pricier. Utilize Expedia's search tool to find budget-friendly hotels and consider bundling your hotel, flights, and activities for additional savings. Joining Expedia's One Key membership can also unlock exclusive discounts and rewards for future stays.

• 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 makes it easy to choose your budget, preferred location, and other preferences. You can sort your results to display prices from lowest to highest, helping you find the most affordable hotels first. Additionally, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will show you sustainable and environmentally-friendly hotels that you can book.
• Consider bundling your trip: You can save money by booking your Pittsfield hotel alongside your flights and activities through an Expedia package.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Pittsfield

Pittsfield, Massachusetts, is an ideal destination for ski enthusiasts and adventure seekers. Visitors can explore a variety of attractions, including historic houses, scenic reserves, and majestic mountains. Whether you're looking to immerse yourself in the local culture or engage in outdoor activities, Pittsfield offers diverse experiences that cater to every adventurer's needs, making it a perfect getaway for sports and outdoor lovers.

• Hancock Shaker Village: Explore this living museum that showcases the unique lifestyle and beliefs of the Shakers. Wander through beautifully preserved buildings, enjoy interactive exhibits, and see traditional crafts such as pottery and woodworking in action.
• National Shrine of the Divine Mercy: Experience tranquility at this serene shrine dedicated to divine mercy. The site features stunning gardens, chapels, and peaceful walking paths, making it a perfect place for reflection and spiritual renewal.
• The Mount: Visit the elegant home of author Edith Wharton, which offers guided tours of the historic mansion and its beautiful gardens. Enjoy stunning views of the surrounding landscape that inspired Wharton's literary masterpieces.

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 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

Pittsfield, Massachusetts, is accessible via several major airports. Hartford, CT (BDL-Bradley Intl.) is located 46 miles away, with nearby hotel options like the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport. Albany, NY (ALB-Albany Intl.) is 35 miles away, featuring options such as the Park Manor Hotel, 8 miles from the airport. For the closest access, Pittsfield, MA (PSF-Pittsfield Municipal) is only 3 miles away, with accommodations like the Central Downtown Inn & Suites, 2 miles from the airport. Each hotel provides convenient transportation services to their respective airports, ensuring a smooth travel experience.