The Best Nightlife destination in Pittsfield, Massachusetts

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.

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.

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.

Nichols Package Store is a popular food and liquor store located at 268 Wahconah Street in Pittsfield, Massachusetts. Offering a wide selection of beer, wine, spirits, and gourmet snacks, Nichols Package Store is the go-to destination for locals and visitors looking to stock up on their favorite libations. With friendly and knowledgeable staff, convenient hours of operation, and a convenient location, Nichols Package Store is the perfect place to find everything you need for your next gathering or night in.

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.

Peppes is a vibrant and energetic night club located at 46 Lenox Avenue in Pittsfield, Massachusetts. Known for its lively atmosphere, top-notch music, and fantastic drinks, Peppes is the perfect spot for a night out on the town. Whether you're looking to dance the night away with friends or enjoy a few cocktails in a stylish setting, Peppes has something for everyone. Come experience the excitement and fun that Peppes has to offer at this popular nightlife destination in the heart of Pittsfield.

Mr. Finn's Cabaret, located at 36 Linden Street in Pittsfield, Massachusetts, is a vibrant night club that is a must-visit for entertainment enthusiasts. As a part of the Barrington Stage Company's 30th Anniversary celebration, the cabaret offers an electrifying lineup of performances including the iconic La Cage aux Folles, the hilarious Boeing Boeing, and the impactful Next To Normal on the Boyd-Quinson Stage. Additionally, guests can enjoy shows on the St. Germain Stage such as A Tender Thing, Forgiveness, and Primary Trust, offering a diverse range of experiences. This season promises hope, transformation, and unparalleled joy, making it a perfect destination for a memorable summer evening. Guests can purchase single tickets or save up to 30% off with a Season Ticket package. The preferred hotel partner for Barrington Stage Company is Hotel on North, ensuring a seamless and enjoyable experience for visitors.

Welcome to First Fridays Artswalk, a vibrant celebration of creativity and community located in the heart of Pittsfield, Massachusetts. Situated at 431 North Street, our monthly event transforms the city into a lively art gallery on the first Friday of every month. Join us as we showcase the talent of local artists across a variety of venues, including galleries, shops, and restaurants. Whether you're an art enthusiast or simply looking for a unique night out, Artswalk offers an inspiring experience for all ages. Explore an array of artistic expressions, meet the artists, and enjoy the lively atmosphere that makes our community special. Discover new art, connect with fellow art lovers, and immerse yourself in the cultural heartbeat of Pittsfield. Come and be part of this artistic adventure at First Fridays Artswalk!