Pittsfield Hotels

Top reasons to visit Pittsfield

• Adventure Sports: Pittsfield is a haven for adventure seekers, particularly skiing enthusiasts, with numerous ski resorts and outdoor activities.
• Historic Charm: Explore the town's rich history through its historic houses and charming neighbourhoods.
• Natural Beauty: Enjoy picturesque landscapes, perfect for leisurely picnics and nature walks.
• Family-Friendly Attractions: The area offers various family-oriented activities, including amusement rides and local parks.
• Diverse Accommodations: Pittsfield features a wide range of hotels and resorts to suit every traveller's needs.

Find great hotels in and around Pittsfield

Discover a diverse selection of hotels in Pittsfield, Massachusetts, catering to every traveller's needs. Whether you're seeking a family-friendly resort, a romantic getaway, or an adventurous retreat, the area offers a variety of accommodations to suit your preferences. With numerous hotel options and suites available, along with valuable reviews to guide your choice, you'll find the perfect place to unwind after exploring the charming surroundings of this picturesque town.

• Best Western Plus Berkshire Hills Inn & Suites: Nestled in Pittsfield, the Best Western Plus Berkshire Hills Inn & Suites offers a welcoming atmosphere for families, business travellers, and pet owners alike. With a commendable guest rating of 8.6 out of 10, this budget-friendly hotel features amenities tailored for children, including games and cribs, ensuring a family-oriented experience. The pet-friendly policy allows dogs, with specific amenities provided for their comfort, such as a designated exercise area. Guests can also benefit from essential services that cater to both leisure and business needs.
• The Dewey: Located 9.7km from Pittsfield, The Dewey is a charming guesthouse boasting a stellar rating of 9.0 out of 10. This 3.5-star accommodation is ideal for adventurous souls seeking outdoor activities. With an emphasis on recreation, The Dewey provides access to nearby adventure sports such as rafting, snowshoeing, hiking, and ziplining. The property’s inviting atmosphere and proximity to nature make it a delightful retreat for those eager to explore the great outdoors.
• Inn at Kenmore Hall: Situated within a national historic building, the Inn at Kenmore Hall offers a unique blend of history and comfort, earning an impressive guest rating of 10.0 out of 10. Located 11.3km away from Pittsfield, this 3-star bed and breakfast caters to those interested in a historic-themed getaway. The accommodation is also pet-friendly, providing amenities such as food and water bowls for four-legged companions. Guests can savour the charm of this storied property while enjoying a serene atmosphere and personalised service.

Where to stay near Pittsfield

Pittsfield, Massachusetts, offers a delightful blend of adventure and history, perfect for an unforgettable escape. Surrounded by picturesque landscapes, it’s ideal for skiing enthusiasts and those seeking family-friendly activities. Explore charming neighbourhoods featuring hidden treasures and inviting public spaces, while enjoying a romantic atmosphere. Whether you’re looking for budget-friendly options or a relaxing getaway, Pittsfield provides a unique town feeling that will make your vacation truly special.

• Dalton: Situated a mere 8.0km from Pittsfield, Dalton offers a wonderful retreat for outdoor enthusiasts. This quaint city experiences a moderate influx of visitors, peaking during the summer months of June to August, making it perfect for a warm-weather adventure. Known for its thrilling skiing experiences, Dalton is home to several ski resorts and fields, attracting sports lovers and families alike. The surrounding landscape features stunning lakes and mountains, providing a picturesque backdrop for hiking and exploration.
• Hancock: Located 11.3km from Pittsfield, Hancock is a charming city that welcomes visitors year-round. Although it sees a slight spike in tourists during the spring and summer months, it offers year-round activities for those seeking adventure. Renowned for its skiing options, Hancock is a popular destination for sports aficionados, with numerous ski fields and resorts nearby. The city is also close to beautiful urban parks and serene lakes, making it an ideal spot for leisurely walks and picnics amidst nature.
• New Ashford: Just 17.7km from Pittsfield, New Ashford is a hidden gem favoured by outdoor adventurers. While visitor numbers peak in the summer months of July to September, this city offers a wealth of experiences throughout the year. Visitors can enjoy skiing at local resorts and fields, while the nearby mountains and historical college campuses provide intriguing sights to explore. The picturesque peaks and natural beauty surrounding New Ashford make it a delightful destination for anyone looking to immerse themselves in the great outdoors.

Things to do near Pittsfield

Shopping

In Pittsfield, visit the Berkshire Mall, featuring a selection of shops for gifts and souvenirs. If you're up for a drive, check out the Lee Premium Outlets, located 24.1km away, offering discount designer brands and a variety of stores to explore.

Recreation

In Pittsfield, indulge in rejuvenating treatments at the Cranwell Spa & Golf Resort, where serene surroundings enhance relaxation. Nearby, explore the tranquil landscapes of the Berkshire Botanical Garden, offering a peaceful retreat for nature lovers and those seeking a moment of reflection.

Adventure

Experience the thrill at Catamount Aerial Adventure Park, located 35.4km from Pittsfield. This zipline and ropes course offers an exhilarating outdoor adventure, where you can navigate through treetops and tackle various challenges while enjoying the beauty of the surrounding landscape.

Nightlife

Pittsfield's nightlife features the vibrant Barrington Stage Company, showcasing engaging performances, while the Berkshire Museum offers intriguing evening events. The local bars and pubs, such as the Thistle and Mingle, provide a relaxed atmosphere for enjoying craft beers and cocktails, making for a charming night out.

Booking tips and Expedia advantages for Pittsfield

Pittsfield, Massachusetts, offers several ways to save on your visit. Enjoy free entry to attractions like the National Shrine of the Divine Mercy. For budget accommodation, consider travelling in March, April, or November, when prices are lower compared to the summer months. Tuesdays are the cheapest days to stay, while Saturdays tend to be pricier. Use Expedia to find the best deals by filtering for eco-friendly options and sorting prices from lowest to highest. Combining your hotel, flights, and activities into a package can also lead to significant 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: Utilise Expedia’s search tool to refine your preferences, including your budget, desired location, and the type of accommodation you prefer. For instance, selecting the Eco-certified option will reveal sustainable and environmentally friendly hotels currently available. To discover the most affordable prices and offers, simply sort the price filter from lowest to highest.
• Consider bundling your trip: You can potentially save money 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 offers an exciting blend of adventure and culture, making it an ideal destination for those seeking sports and outdoor activities. Visitors can explore historic houses, nature reserves, and majestic mountains, ensuring a diverse range of experiences. Whether you're drawn to the thrill of skiing or the serenity of nature, Pittsfield caters to all types of travellers eager for adventure and cultural enrichment.

• Mount Lebanon Shaker Village: Discover the rich heritage of the Shaker community at this historic village, located 11.3km from Pittsfield. Wander through beautifully preserved buildings and gardens, immersing yourself in the unique culture and craftsmanship that characterises Shaker life.
• National Shrine of the Divine Mercy: Situated 17.7km from Pittsfield, this serene shrine offers a place for reflection and spiritual solace. Its stunning architecture and peaceful grounds invite visitors to contemplate and appreciate the artistic expressions of faith.
• Berkshire Museum: Located in the heart of Pittsfield, this engaging museum combines natural history with art and culture. Explore diverse exhibits that cater to families and art lovers alike, providing a fascinating insight into the region’s heritage.

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

Accessing Pittsfield, Massachusetts, is convenient via several major airports. Hartford, CT (BDL-Bradley Intl.) is 74.0km away, with nearby hotel options such as The Capitol Hotel and Candlewood Suites Windsor Locks, both offering easy access to the airport. ALBany, NY (ALB-Albany Intl.) is closer at 56.3km, with hotels like Hilton Albany and Oakcliff Bed and Breakfast providing comfortable stays. For those considering New Haven, CT (HVN-Tweed - New Haven Regional), located 135.2km away, Clarion Inn North Haven and Whitney Inn & Suites are good choices, both offering transportation services to the airport. Each airport offers reliable connections to Pittsfield and nearby accommodations.