Welcome to Pittsfield

A vibrant city with great parks and entertainment
Pittsfield is a beautiful city in Berkshire County, Massachusetts. Widely known for its incredible forests and lakes, the neighborhood draws nature lovers from all over the country. As the largest city and the county seat of Berkshire County, lots of families and professionals belong to the community. Properties are up-to-date and well-maintained, ranging from chic condominiums to extravagant estates. 
With delicious restaurants, boutique shops, world-class theaters, and miles of nature trails, it’s easy to fall in love with the city of Pittsfield. The neighborhood boasts a perfect blend of big city vibes and small-town charm. Its convenient central location places it an hour outside Albany, two hours outside Boston, and three hours outside New York City, making it a prime vacation destination and keeping commuters happy year-round. As one of the most desirable cities in the Berkshires, Pittsfield is a wonderful place to live. 

What to Love

  • Lush forests and beautiful lakes
  • A bustling city with a laid-back atmosphere
  • Tasty restaurants and trendy eateries
  • Performance theaters and art galleries
  • Boutique shopping with artisan goods

Local Lifestyle

Life in Pittsfield is peaceful and down-to-earth. Most of the community leads an active lifestyle, taking advantage of the array of establishments and facilities for entertainment, recreation, and leisure. The stunning scenery makes the town feel like a nature sanctuary, and the neighborhood's quality of life is high. 

Dining, Entertainment & Shopping

Pittsfield has a charming selection of trendy venues for residents and visitors. To start the day off, Dottie’s Coffee Lounge is a staple in the community for its delicious espresso drinks and upbeat bohemian vibe. There are loads of great breakfast and lunch places, with The Marketplace Cafe being a popular go-to spot in the downtown district. There are also many laid-back eateries with casual settings for burgers, hotdogs, wings, or pizzas and flatbreads. An array of international cuisines appear throughout its restaurant selection, with Trattoria Rustica being a favorite among residents for traditional Italian dishes. When it’s time for a drink, there are lots of bars, pubs, and breweries from which to choose. There are also many ice cream and frozen yogurt joints to enjoy for those with a sweet tooth. 
Pittsfield hosts a lovely array of eclectic shops and trendy boutiques when it comes to shopping. Museum Facsimiles is a community gem with distinctive home decor items and custom framing services. Paul Rich & Sons Furniture is another beloved destination for quality furniture and design pieces. Kissy’s Fine Apparel and Steven Valenti’s Clothing are two beloved stores in town for stylish clothing and apparel. Many athletic stores, such as Berkshire Bike and Board, The Garden, and Dick’s Sporting Goods. For grocery items, there are several conveniently located supermarkets and pharmacies to choose from in the neighborhood, such as Guido’s Fresh Marketplace for fresh produce and BJ’s Wholesale Club for bulk goods. Residents also adore the Pittsfield Farmers Market

Things to Do

There’s never a shortage of fun activities to partake in with family and friends for residents and visitors. Nature enthusiasts adore the picturesque outdoor spaces and lush parks throughout the neighborhood. The magnificent Pittsfield State Forest spans 11,000 acres with 30 miles of trails for hiking, mountain biking, and horseback riding. In the warmer months, residents often flock to Onota Lake for sunny afternoons of swimming, fishing, and water sports. For those looking to soak in the history of the community, a visit to Hancock Shaker Village always makes for an interesting afternoon. Berkshire Museum is another fabulous place to explore that hosts interesting events and fascinating exhibitions. The award-winning Barrington Stage Company presents fantastic musicals, drama, and original productions for live entertainment. 


The Pittsfield School District is widely recognized for its commitment to academic excellence and is highly rated as a top-performing district in the state:



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