Find hotels in Pittsfield, MA from CA $101

Top reasons to visit Pittsfield

• Adventure Sports: Experience skiing at local resorts, perfect for thrill-seekers and winter sports enthusiasts.
• Cultural Experiences: Explore historic houses and vibrant downtown theatres for a taste of local culture.
• Scenic Nature: Enjoy the beautiful landscapes and majestic mountains surrounding Pittsfield, ideal for outdoor activities.
• Shopping and Dining: Discover local shops and eateries, providing a perfect blend of leisure and cuisine.
• Family-Friendly Options: Pittsfield offers diverse accommodations and activities suitable for families and romantic getaways.

Find great hotels in and around Pittsfield

Discover the ideal accommodation for your getaway in Pittsfield, Massachusetts. Whether you're seeking a family-friendly resort or a romantic hotel, this charming town offers a variety of lodging options to suit your needs. From adventure-filled vacations to serene retreats, you'll find top-rated hotels that provide excellent services and amenities for an unforgettable stay.

• The Yankee, Trademark Collection by Wyndham: The Yankee, Trademark Collection by Wyndham is a distinctive hotel designed for business travellers seeking a professional atmosphere. Located 4.8km from Pittsfield, this property features a comprehensive range of business amenities, including a 24-hour business centre, multiple meeting rooms, and a versatile conference space. The hotel’s modern decor and efficient layout provide a conducive environment for meetings and corporate events, ensuring that guests can focus on their work while enjoying comfortable accommodations.
• Holiday Inn & Suites Pittsfield-Berkshires by IHG: Nestled in the heart of Pittsfield, the Holiday Inn & Suites Pittsfield-Berkshires by IHG offers a unique blend of adventure and business amenities. This 3-star hotel is ideal for those looking to explore nearby outdoor activities such as horse riding, fishing, and snowboarding while also catering to business needs with accessible meeting rooms and a 24-hour business centre. Guests can enjoy the convenience of an onsite winery vineyard, making it perfect for those seeking a taste of local wines after a day of adventure.
• Best Western Plus Berkshire Hills Inn & Suites: The Best Western Plus Berkshire Hills Inn & Suites is a welcoming hotel that caters to families and pet owners alike. Situated in Pittsfield, this property features a variety of amenities for both business and leisure travellers, including a 24-hour business centre and a conference space. Families will appreciate the children's games and the convenience of cribs available for a fee. Pet-friendly policies ensure that furry companions are welcome, with designated areas for dogs to exercise. This hotel strikes a perfect balance between comfort and practicality.

Where to stay near Pittsfield

Pittsfield, Massachusetts, offers a delightful blend of adventure and relaxation for Canadian travellers. Explore the vibrant downtown, catch a show at nearby theatres, or hit the slopes at local ski resorts. The charming Beacon Cinema adds to the cultural experience, while the surrounding areas provide family-friendly atmospheres and stunning scenery. Whether you’re seeking a romantic getaway or a budget-friendly trip, Pittsfield serves as a perfect central location to discover all the region has to offer.

• Lenox: Located 11.3km from Pittsfield, Lenox is a charming city renowned for its seasonal appeal, particularly bustling with visitors from June to August. This destination is ideal for those seeking romantic getaways, family adventures, or entertainment-themed experiences. Here, you can immerse yourself in vibrant music concerts and captivating theatre performances. Nature enthusiasts will appreciate the stunning landscapes featuring lakes and mountains, while event-goers can find excellent conference venues to host various gatherings. Whether you're skiing in winter or enjoying summer events, Lenox offers a delightful blend of culture and leisure.
• Lee: Situated 16.1km from Pittsfield, Lee is a quaint city that remains consistently welcoming to visitors throughout the year. Peak travel occurs during the summer months, but its charm endures even in the quieter winter season. Ideal for romantic escapes and family outings, Lee boasts a variety of entertainment options, including local theatres and music concerts. The nearby ski fields provide thrilling winter activities, while the presence of picturesque lakes and monuments adds to the area's allure. Lee's unique blend of cultural and recreational experiences makes it a must-visit destination.
• Stockbridge: Just 19.3km from Pittsfield, Stockbridge is a cultural gem that draws visitors primarily from July to September. Known for its rich artistic heritage, the city offers a romantic atmosphere and a variety of entertainment options, including acclaimed music concerts and theatrical shows. Stockbridge is home to notable local landmarks such as serene lakes, historic monuments, and sacred shrines, making it a perfect spot for exploration. Whether you're looking to indulge in the arts or enjoy the great outdoors, Stockbridge provides a captivating experience for all types of travellers.

Things to do in and around Pittsfield

Pittsfield, Massachusetts, offers a range of activities perfect for adventure and sports enthusiasts. You can enjoy skiing at local resorts and ski fields, or explore nearby Camp Taconic. Don't miss out on shopping at local malls, golfing at nearby clubs, and visiting fascinating museums. Daily tours provide a great way to soak in the area's charm while enjoying its vibrant community.

Shopping

For a delightful shopping experience in Pittsfield, visit Guido's Marketplace for a vibrant public market atmosphere. The Bookstore, located 9.7km away, offers a charming selection of books. If you're up for a drive, the Berkshire Mountain Country Store is 16.1km away, featuring unique gifts and local products.

Recreation

At Kennedy Park, immerse yourself in serene nature while enjoying walking trails and peaceful spots for relaxation. Skyline Country Club offers an invigorating golf experience amidst beautiful landscapes, perfect for sports enthusiasts. For a similar outdoor vibe, Bas Ridge Golf Course invites you to enjoy a round of golf in a picturesque setting.

Adventure

At Jiminy Peak Mountain Resort, located 12.9km from Pittsfield, enjoy exhilarating skiing and snowboarding amidst stunning winter landscapes. For hiking enthusiasts, the Skyline Trail, 20.9km away, offers breathtaking scenery and outdoor adventure. Closer to home, Bousquet Ski Area provides a fantastic skiing experience right in Pittsfield.

Nightlife

Experience the vibrant nightlife in Pittsfield by visiting the Colonial Theater for captivating performances. Enjoy the Barrington Stage Company for more cultural entertainment. Just a short drive away, Shakespeare and Company offers a romantic atmosphere for theatre lovers. Each venue promises a delightful evening filled with culture and fun.

Booking tips and Expedia advantages for Pittsfield

Pittsfield, Massachusetts, provides excellent opportunities for budget-conscious travellers. Enjoy free attractions like the National Shrine of the Divine Mercy, and aim to visit between March to April or November for lower accommodation rates. Tuesdays are the cheapest days to stay, while Saturdays tend to be pricier. Use Expedia to compare room rates and book packages that combine hotels, flights, and activities for savings. Don’t forget to apply filters for eco-friendly options to find great deals without sacrificing comfort.

• 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, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your Pittsfield hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Pittsfield

Pittsfield, Massachusetts, offers an exciting blend of ski, adventure, and sports activities for tourists. Visitors can explore historic houses, scenic reserves, and majestic mountains, catering to those seeking cultural enrichment and outdoor adventures. Whether you're keen on skiing or simply enjoying the natural beauty, Pittsfield promises a memorable experience for every traveller.

• Hancock Shaker Village: Experience the rich history and culture of the Shaker community at Hancock Shaker Village. This living museum features beautifully restored buildings, interactive exhibits, and stunning landscapes, allowing you to immerse yourself in the unique lifestyle and crafts of the Shakers.
• National Shrine of the Divine Mercy: Located 17.7km from Pittsfield, this serene shrine offers a peaceful atmosphere for reflection and prayer. The stunning architecture and beautiful gardens provide a perfect backdrop for spiritual contemplation, making it a unique cultural experience.
• The Mount: Just 12.9km away, The Mount is the former home of author Edith Wharton. This historic house showcases her exquisite design and offers guided tours of the lush gardens, giving visitors a glimpse into the life of this literary icon.

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

When flying into Pittsfield, Massachusetts, you have several airport options. Bradley International Airport (BDL) in Hartford, CT, is located 74.0km away and offers hotels such as the DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport, and the Simsbury 1820 House, 11.3km away. Albany International Airport (ALB) is 56.3km from Pittsfield, with nearby accommodations like the Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort, both 12.9km from the airport. The closest option is Pittsfield Municipal Airport (PSF), situated only 4.8km away, with hotels like The Central Downtown Inn & Suites, 3.2km from the airport.