TOP 30 Family dining and shopping in Pittsfield, Massachusetts

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Welcome to the Berkshire Common Shopping Center, your premier shopping destination conveniently located in the heart of Pittsfield, Massachusetts. Nestled at the vibrant address of Pittsfield, MA 01201, our shopping center offers a diverse array of stores, dining options, and services designed to meet all your needs. Whether you're looking for the latest fashion trends, unique gifts, or a delightful meal, Berkshire Common Shopping Center has something for everyone. Our friendly and inviting atmosphere ensures a pleasant shopping experience for individuals and families alike. Discover the perfect blend of local charm and modern convenience at Berkshire Common Shopping Center, where shopping is just the beginning. Visit us today and explore all that we have to offer!

Welcome to Dalton Avenue Plaza Shopping Center, your premier shopping destination in Pittsfield, Massachusetts. Conveniently located at 457 Dalton Avenue, our shopping center offers a diverse array of retail stores, dining options, and services designed to meet all your needs in one convenient location. Whether you're looking for the latest fashion trends, everyday essentials, or a great meal, Dalton Avenue Plaza has something for everyone. Enjoy a family-friendly atmosphere with ample parking, making your shopping experience both enjoyable and hassle-free. Visit us today and discover why Dalton Avenue Plaza Shopping Center is the heart of shopping and community in Pittsfield.

The Common is a charming park and popular tourist attraction located at 100 First Street in Pittsfield, Massachusetts, United States. This picturesque green space offers a peaceful retreat for visitors looking to relax and enjoy nature. With beautiful landscaping, benches for seating, and walking paths, The Common is the perfect spot for a leisurely stroll or a picnic with family and friends. Whether you're a local resident or just passing through, be sure to stop by and experience the tranquility and beauty of The Common.

South Street Pizza House is a cozy and inviting restaurant located at 148 South Street in Pittsfield, Massachusetts. Known for their delicious and authentic pizzas, this eatery offers a wide range of toppings and specialty pies to satisfy any craving. The warm and friendly staff provide excellent service, making it a popular spot for both locals and visitors alike. With a casual and relaxed atmosphere, South Street Pizza House is the perfect place to enjoy a tasty meal with friends and family. Whether you're in the mood for a classic pepperoni pizza or a gourmet creation, this restaurant is sure to hit the spot. Come and experience the mouth-watering flavors of South Street Pizza House today!

Teddy's Pizza Inc. is a beloved family-owned restaurant nestled in the heart of Pittsfield, Massachusetts. We take pride in upholding traditional pizza-making techniques, using only the finest ingredients, and providing a warm and inviting atmosphere for our community. Whether you're craving a classic slice or looking to host a special event, Teddy's Pizza has you covered. Our hours of operation are Monday to Saturday from 11 am to 9 pm, with Wednesdays and Sundays being our days of rest. For inquiries about our special event services, please reach out to us at [email protected]. Come join us at 508 East Street for a memorable dining experience at Teddy's Pizza Inc.

CRUST is a cozy and inviting restaurant located at 505 East Street in Pittsfield, Massachusetts. Known for its delicious and freshly baked crusts, this institution offers a wide variety of mouth-watering dishes that are sure to satisfy any craving. Whether you're in the mood for a classic pizza or a savory calzone, CRUST has something for everyone. The warm and welcoming atmosphere, combined with friendly staff and great service, make this a must-visit establishment for food lovers in the United States. Visit CRUST today and indulge in a culinary experience like no other.

Located in Lenox, Massachusetts, the Hampton Inn & Suites Berkshires-Lenox offers comfortable and modern lodging for travelers looking to explore the beautiful Berkshires region. The hotel is conveniently situated at 445 Pittsfield Road, providing easy access to local attractions, shopping, and dining options. Guests can enjoy spacious rooms and suites, complimentary breakfast, a fitness center, and an indoor pool. Whether visiting for business or leisure, the Hampton Inn & Suites Berkshires-Lenox is a great choice for a relaxing stay in the heart of the Berkshires.

FairBridge Inn Express is a cozy and convenient lodging option located at 16 Cheshire Road in Pittsfield, Massachusetts. Whether you are visiting for business or pleasure, our inn offers comfortable accommodations at an affordable price. With easy access to nearby attractions and amenities, including shopping, dining, and outdoor activities, FairBridge Inn Express is the perfect home base for your stay in the beautiful Berkshires. Our friendly staff is dedicated to ensuring that your visit is enjoyable and stress-free. Book your stay with us today and experience the comfort and convenience of FairBridge Inn Express.

Electra's Cafe is a charming and cozy cafe located at 439 Pittsfield Road in Lenox, Massachusetts. Our cafe offers a welcoming atmosphere where customers can enjoy delicious food and beverages in a relaxed setting. Whether you're looking for a quick coffee to go or a leisurely meal with friends, Electra's Cafe has something for everyone. Our menu features a variety of freshly brewed coffees, teas, pastries, sandwiches, and salads made with locally sourced ingredients. Come visit us at Electra's Cafe for a delightful dining experience in the heart of Lenox.

Oak Hills Apartments is a charming residential complex situated at 467 Crane Avenue in the picturesque city of Pittsfield, Massachusetts. Our community offers a tranquil and serene living environment with beautifully landscaped grounds and modern amenities. Residents can enjoy spacious and well-appointed apartments, as well as convenient access to nearby shopping, dining, and entertainment options. With a friendly and professional management team on hand to assist with any needs, Oak Hills Apartments is the perfect place to call home in the United States.

Union Court Apartments is a charming residential complex located at 10 Union Street in the heart of Pittsfield, Massachusetts. Our spacious and well-appointed apartments offer modern amenities and comfortable living spaces for individuals and families alike. With convenient access to shopping, dining, and entertainment options, Union Court Apartments is the perfect place to call home in the bustling city of Pittsfield. Come experience the convenience and comfort of Union Court Apartments today!

Parkview Apartments is a charming residential community located at 765 Tyler Street in Pittsfield, Massachusetts. Situated in a picturesque setting, these apartments offer stunning views of the surrounding park and lush greenery. The spacious and modern units feature open floor plans, high-end finishes, and ample natural light. Residents can enjoy a range of amenities, including a fitness center, communal outdoor spaces, and on-site parking. With its convenient location near shopping, dining, and entertainment options, Parkview Apartments is the perfect place to call home in Pittsfield.

Berkshiretown Apartments is a modern residential complex located at 176 Columbus Avenue in the charming city of Pittsfield, Massachusetts. Our apartments offer a comfortable and convenient living experience with a variety of floor plans to choose from. Each unit is thoughtfully designed with modern amenities and stylish finishes. Residents can enjoy the beautiful surroundings of Pittsfield, with easy access to shopping, dining, and entertainment options. Our community also features on-site management and maintenance, as well as amenities such as a fitness center, swimming pool, and community room. Come experience the best of apartment living at Berkshiretown Apartments.

Berkshire Village is a welcoming lodging and RV park institution located at 110 Dublin Road in Cheshire, Massachusetts, United States. Conveniently situated near the Adams-Cheshire School District and various shopping and dining destinations, Berkshire Village is the ideal spot for families and working professionals looking to relocate. With nearby shopping malls such as the Veterans Memorial Shopping Center, Berkshire Crossing, and Porter Plaza, residents can enjoy easy access to modern conveniences. As a manufactured housing community in Massachusetts, Berkshire Village offers a perfect blend of modern amenities and rural charm. Located close to Troy, NY, Albany, NY, Bennington, VT, and Pittsfield, residents can enjoy small-town living with quick access to major cities. The variety of floor plans available cater to all needs, whether you're a young professional, retired couple, or a family with children.

99 Restaurants is a popular bar and restaurant located at 609 Merrill Road in Pittsfield, Massachusetts. Offering a casual and inviting atmosphere, this establishment is known for its delicious food and wide selection of drinks. Whether you're looking for a hearty meal, a refreshing cocktail, or a place to watch the game with friends, 99 Restaurants has something for everyone. Come enjoy a great dining experience at this local favorite spot in the heart of Pittsfield.

Angelina's is a charming institution located at 97 West Housatonic Street in Pittsfield, Massachusetts. This cozy spot offers a variety of delicious food options for takeout, dining in, or shopping in their store. From freshly prepared meals to gourmet snacks and specialty items, Angelina's has something for everyone. Stop by and experience the warm atmosphere and mouthwatering flavors that make this establishment a favorite among locals and visitors alike.

Lulu's Tiny Grocery is a charming little food establishment located at 137 North Street in Pittsfield, Massachusetts. This hidden gem offers a unique dining experience with a focus on fresh, locally sourced ingredients. From gourmet sandwiches to artisanal cheeses, Lulu's has something for everyone. Come visit us and taste the difference at Lulu's Tiny Grocery!

Welcome to The Center at Lenox, your premier shopping destination nestled in the heart of the Berkshires at 489 Pittsfield Road, Lenox, Massachusetts. As a vibrant shopping mall, we offer a diverse array of retail stores, dining options, and services to meet all your needs. Whether you're looking to update your wardrobe, enjoy a delicious meal, or find that perfect gift, The Center at Lenox has something for everyone. Our convenient location and ample parking make it easy for you to explore everything we have to offer. Visit us today and experience the best of shopping and leisure in Lenox.

Welcome to Allendale, your premier shopping destination located on Cheshire Road in the heart of Pittsfield, Massachusetts. Our vibrant shopping mall offers a unique blend of retail, dining, and entertainment experiences for the entire family. Whether you're looking for the latest fashion trends, exquisite dining options, or a fun day out, Allendale has something for everyone. Discover a wide range of stores featuring top brands and local boutiques, ensuring a diverse shopping experience that caters to all tastes and preferences. Enjoy a meal at one of our many restaurants, offering everything from quick bites to gourmet dining. Our convenient location and ample parking make visiting Allendale a breeze. Come and explore the best of Pittsfield at Allendale, where shopping meets community. We look forward to welcoming you!

Welcome to Berkshire Mobile Home Park, your serene getaway nestled in the heart of the picturesque Berkshires. Conveniently located at 413 Pittsfield Road in Lenox, Massachusetts, our park offers a peaceful retreat for those seeking a unique lodging experience. Whether you're visiting for a weekend escape or an extended stay, you'll find comfort and convenience in our well-maintained facilities. Berkshire Mobile Home Park is not just an RV park; it's a community. We offer spacious lots with full hookups, ensuring you have everything you need for a comfortable stay. Our park is surrounded by the natural beauty of the Berkshires, providing a perfect backdrop for outdoor enthusiasts and nature lovers. Explore nearby hiking trails, enjoy the vibrant local culture, or simply relax and take in the tranquil surroundings.