Find hotels in Pittsfield, MA from CA $89

Top reasons to visit Pittsfield

• Outdoor Adventures: Enjoy skiing at local resorts and hiking through scenic trails, perfect for adventure seekers.
• Cultural Experiences: Explore historic houses and vibrant downtown attractions that showcase local culture.
• Beautiful Nature Reserves: Discover stunning landscapes in Western Massachusetts, ideal for relaxation and exploration.
• Diverse Accommodation: Choose from charming inns to luxurious hotels that cater to every traveller's needs.
• Family-Friendly Atmosphere: Pittsfield offers a welcoming environment with activities for all ages.

Find great hotels in Pittsfield

Pittsfield, Massachusetts, presents an impressive selection of accommodation options that cater to every traveller's needs, from budget-friendly inns to luxurious four-star hotels. Whether you're seeking a charming bed and breakfast or a modern hotel with pet-friendly amenities, you'll find the perfect fit for your adventure or business trip. Explore the best hotels and suites in Pittsfield for a memorable stay in this vibrant city.

• The Yankee, Trademark Collection by Wyndham: Located 3 miles from Pittsfield, The Yankee is a premier destination for business travellers seeking a blend of comfort and efficiency. This hotel features state-of-the-art amenities, including a 24-hour Business Centre, multiple meeting rooms, and flexible conference spaces tailored for corporate events. With a focus on providing a productive environment, The Yankee ensures guests have all the necessary resources at their fingertips, making it an ideal choice for those on a professional journey.
• Holiday Inn & Suites Pittsfield-Berkshires by IHG: Situated in the heart of Pittsfield, this family-friendly hotel embraces adventure and exploration. Guests can partake in numerous outdoor activities, such as nearby horseback riding, cross-country skiing, and hiking trails. The hotel is equipped with child-friendly amenities, including free cribs and window guards, making it perfect for families. Additionally, it welcomes pets, allowing for a complete family experience. The Holiday Inn & Suites combines comfort with the thrill of adventure, ensuring an unforgettable stay.
• Best Western Plus Berkshire Hills Inn & Suites: Nestled in Pittsfield, this versatile hotel caters to families, business travellers, and pet owners alike. With a 24-hour Business Centre, meeting rooms, and conference spaces, it supports professional needs while also providing amenities for children, like a games area and first aid kits. Pet-friendly policies, including a designated dog exercise area, make it easy for guests to travel with their furry companions. The Best Western Plus offers a well-rounded experience for a diverse range of visitors.

Where to stay in Pittsfield

Pittsfield, Massachusetts, offers a delightful blend of adventure and relaxation, perfect for Canadian tourists seeking a diverse vacation. Explore the vibrant downtown, where family-friendly attractions and local shops await. Venture into the scenic landscapes of Western Massachusetts for skiing and outdoor fun, or enjoy romantic strolls through charming neighborhoods. Whether you’re seeking history or modern vibes, Pittsfield provides an unforgettable experience in a picturesque setting.

• Lenox: Nestled 7 miles from Pittsfield, Lenox is a charming destination known for its vibrant arts scene and outdoor activities. The town comes alive from June to August, attracting visitors seeking entertainment, romance, and family experiences. Enjoy music concerts and theatre performances, or hit the nearby ski slopes in winter. Nature enthusiasts will appreciate the stunning lakes and mountains, making Lenox an ideal spot for relaxation and adventure alike. Don’t miss the local event conference venues that host a variety of gatherings throughout the year.
• Stockbridge: Located 12 miles away from Pittsfield, Stockbridge is a cultural gem that beckons travellers year-round. With peak visitor numbers from July to September, this town is rich in history and art. Stockbridge offers a delightful mix of culture, romance, and entertainment, with music concerts and theatre performances to enjoy. Explore the local landmarks, including a beautiful lake, a historic monument, and the peaceful shrine nearby. Stockbridge's unique charm provides a perfect backdrop for leisurely strolls and memorable experiences.
• Hancock: Just 7 miles from Pittsfield, Hancock is a haven for outdoor enthusiasts and adventure seekers. The town sees an influx of visitors primarily in March to April and during the summer months. Renowned for its exceptional skiing opportunities, Hancock boasts top-notch ski fields and resorts, drawing sports lovers and thrill-seekers. With its picturesque mountains and serene lakes, this destination offers breathtaking views and ample opportunities for outdoor recreation, making it a must-visit for those looking to embrace the great outdoors.

Things to do in Pittsfield

Pittsfield, Massachusetts, offers a fantastic range of activities for adventure seekers and sports enthusiasts, making it an ideal vacation destination. You can enjoy skiing at local resorts, explore convenient hiking trails, and partake in daily tours. Additionally, consider indulging in a wellness retreat to unwind after your outdoor adventures. With its blend of outdoor excitement and relaxation, Pittsfield is perfect for a memorable getaway.

Shopping

Pittsfield offers charming shopping experiences like Guido's Marketplace, a vibrant public market. The Bookstore is only 6 miles away, perfect for book lovers. If you're up for a drive, visit Berkshire Mountain Country Store, located 10 miles from Pittsfield, for unique gifts and souvenirs.

Recreation

Tanglewood Music Center offers an enchanting concert experience amidst nature, perfect for music lovers. Skyline Country Club invites you to enjoy a round of golf while soaking in the beautiful outdoors. For relaxation, Kennedy Park provides a tranquil setting for leisurely walks and rejuvenation in nature.

Adventure

Experience thrilling adventures at Jiminy Peak Mountain Resort, a ski field 8 miles from Pittsfield, perfect for skiing enthusiasts. For hiking lovers, the Skyline Trail offers breathtaking scenery 13 miles away, while Bousquet Ski Area, located within Pittsfield, delivers an exhilarating ski experience amid sports vibes.

Nightlife

Pittsfield's nightlife offers cultural experiences at the Colonial Theater and Barrington Stage Company, both brimming with family-friendly entertainment and romance. Just a short drive away, Shakespeare and Company adds to the vibrant scene, making for a captivating evening filled with art and performance.

Booking tips and Expedia advantages for Pittsfield

When planning your trip to Pittsfield, Massachusetts, consider visiting popular free attractions like the National Shrine of the Divine Mercy and Lee Premium Outlets. For transport, buses are a cost-effective option. Aim to visit during the cheaper months of March to April or November, and try to book your stay for a Tuesday to save money. Use Expedia to find great hotel deals by combining your hotel, flights, and activities, and always sort by price to discover the best offers. This way, you can enjoy your vacation without breaking the bank.

• 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 refine your preferences, such as your budget, preferred location, and the type of hotel you're looking for. To discover the most affordable prices and special offers, arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save some money by combining your hotel stay in Pittsfield with your flights and activities through an Expedia package.

Find the best attractions in Pittsfield

Pittsfield, Massachusetts, is a fantastic destination for Canadian tourists seeking adventure and culture. With its stunning mountains, historic houses, and beautiful nature reserves, you can enjoy a variety of outdoor activities and sports. Whether you're hitting the slopes or exploring local history, Pittsfield offers a blend of experiences that cater to both adventure seekers and culture enthusiasts alike.

• Hancock Shaker Village: Experience the tranquility of this historic village, showcasing Shaker culture through beautifully preserved buildings, gardens, and interactive exhibits. It's a serene spot where you can learn about the unique communal lifestyle and craftsmanship of the Shakers.
• National Shrine of the Divine Mercy: Located 11 miles from Pittsfield, this shrine offers a peaceful environment for reflection and spiritual growth. Visitors can explore stunning architecture, serene gardens, and attend services that celebrate Divine Mercy.
• Berkshire Museum: Situated in Pittsfield, this natural history museum combines culture and family fun. It features diverse exhibits on art, science, and history, along with an aquarium, making it a fantastic destination for visitors of all ages.

Best time to go to Pittsfield

Visitor numbers in Pittsfield is generally unchanged in popularity throughout the year. 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

When visiting Pittsfield, Massachusetts, you can fly into three major airports. Hartford, CT (BDL-Bradley Intl.) is located 46 miles away, with nearby hotels such as the DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport. Albany, NY (ALB-Albany Intl.) is 35 miles away, with great options like The Landing Hotel at Rivers Casino & Resort and Park Manor Hotel, both 8 miles from the airport. The closest option is Pittsfield, MA (PSF-Pittsfield Municipal), only 3 miles away, with accommodations like The Central Downtown Inn & Suites, 2 miles from the airport, making it a convenient choice for your stay.