The 30 Best Bar and grill in Pittsfield, Massachusetts

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.

Old Man Jeff's Barbecue Company is a beloved food establishment located at 370 Pecks Road in Pittsfield, Massachusetts, United States. Known for its mouthwatering barbecue dishes, this restaurant offers a unique dining experience with both restaurant and counter service available. Open on Fridays and Saturdays from Noon until 8pm, or until they run out of barbecue, Old Man Jeff's is a popular spot for locals and visitors alike. Additionally, the restaurant offers catering services for events on any day of the week. Indulge in delicious barbecue fare at Old Man Jeff's Barbecue Company for a truly satisfying dining experience.

Roasted Garlic is a cozy and inviting bar and restaurant located at 483 West Housatonic Street in Pittsfield, Massachusetts. Known for its delicious food and relaxed atmosphere, Roasted Garlic offers a menu filled with mouthwatering dishes featuring the flavorful ingredient it is named after. Whether you're looking for a casual spot to enjoy a drink with friends or a place to savor a hearty meal, Roasted Garlic has something for everyone. Come visit us and experience the warm hospitality and delectable cuisine that make us a favorite among locals and visitors alike.

Parkside is a cozy and inviting bar, food, and restaurant located at 220 West Housatonic Street in Pittsfield, Massachusetts. This institution offers a welcoming atmosphere where guests can enjoy delicious food, refreshing drinks, and great company. Whether you're looking for a casual meal, a night out with friends, or a place to unwind after a long day, Parkside has something for everyone. With its convenient location and friendly staff, Parkside is the perfect spot to relax and enjoy a memorable dining experience in the heart of Pittsfield.

Madison Cafe is a cozy and inviting bar and cafe located at 49 Madison Avenue in Pittsfield, Massachusetts. Offering a diverse menu of delicious food and beverages, Madison Cafe is the perfect spot to relax and unwind with friends or family. Whether you're craving a hearty meal or just looking to grab a quick bite, this restaurant has something for everyone. With its warm atmosphere and friendly staff, Madison Cafe is a must-visit destination for anyone in the Pittsfield area.

Hot Harry's Burritos on Tyler Street in Pittsfield, Massachusetts is a popular Mexican restaurant known for its delicious and affordable burritos. Located at 724 Tyler Street, this cozy eatery offers a variety of customizable burritos filled with fresh ingredients and bursting with flavor. Whether you're a meat lover or vegetarian, there's something for everyone at Hot Harry's. With friendly staff and a laid-back atmosphere, it's the perfect spot to grab a quick and satisfying meal. Stop by Hot Harry's Burritos on Tyler Street for a taste of authentic Mexican cuisine in the heart of Pittsfield.

ZEN'S PUB is a popular bar and restaurant located at 303 Tyler Street in Pittsfield, Massachusetts. Known for its laid-back atmosphere and delicious food, ZEN'S PUB offers a wide selection of drinks and dishes to satisfy any craving. Whether you're looking to grab a bite to eat with friends, enjoy a cold beer after work, or catch the game on TV, ZEN'S PUB is the perfect spot to unwind and have a great time. With friendly staff, great music, and a cozy interior, ZEN'S PUB is a must-visit destination in Pittsfield.

Crossroads Cafe is a cozy and inviting bar located in the heart of Pittsfield, Massachusetts. Situated at 195 Onota Street, this beloved institution offers a laid-back atmosphere where locals and visitors alike can enjoy a wide selection of drinks, delicious bar snacks, and live music. Whether you're looking for a place to unwind after work or catch up with friends on the weekend, Crossroads Cafe is the perfect spot to relax and enjoy good company. With its friendly staff and welcoming ambiance, it's no wonder that this bar is a favorite among the community.

B&N Cafe is a charming cafe located at 555 Hubbard Avenue in Pittsfield, Massachusetts. This cozy eatery offers a wide selection of delicious food and beverages in a welcoming atmosphere. From freshly brewed coffee to delectable pastries and sandwiches, B&N Cafe is the perfect spot to grab a quick bite or relax with friends. Whether you're looking for a quick breakfast on-the-go or a leisurely lunch, B&N Cafe has something for everyone. Come visit us today and experience the warm hospitality and tasty treats that make B&N Cafe a favorite spot in Pittsfield.

Cim's Tavern is a cozy and inviting bar located at 429 Fenn Street in Pittsfield, Massachusetts. Known for its friendly atmosphere and great drinks, Cim's Tavern is a popular spot for locals and visitors alike. Whether you're looking to relax with a cold beer after work or catch up with friends over cocktails, Cim's Tavern has something for everyone. With a diverse selection of beers, wines, and spirits, as well as tasty bar snacks, it's the perfect place to unwind and enjoy good company. Stop by Cim's Tavern and experience the laid-back charm of this neighborhood bar.

Sideline Saloon is a lively bar located at 434 Fenn Street in Pittsfield, Massachusetts. Known for its welcoming atmosphere and friendly staff, this popular establishment offers a wide range of drinks, including craft beers, cocktails, and spirits. Guests can enjoy watching sports games on big-screen TVs, playing pool or darts, and socializing with friends. With regular live music events and special promotions, Sideline Saloon is the perfect spot for a fun night out in Pittsfield.

Welcome to the Berkshire County Boxing Hall of Fame, a premier destination for boxing enthusiasts and health-conscious individuals alike. Nestled within the vibrant atmosphere of Mazcots Sports Bar & Grill at 490 Pittsfield Road, Lenox, Massachusetts, our establishment celebrates the rich history and dynamic spirit of boxing in Berkshire County. At the Berkshire County Boxing Hall of Fame, we are dedicated to promoting physical fitness, mental resilience, and community engagement through the sport of boxing. Our facility offers a unique blend of historical exhibits and contemporary fitness opportunities, making it a perfect destination for both boxing aficionados and those seeking a new and exciting way to stay active.