Live music in Gaithersburg, MD

Michael Grasso and the Not 2 Cool Jazz Trio bring live jazz to the Olney Farmers and Artists Market. The music unfolds alongside plenty of food options and lots of shopping, all in a friendly atmosphere with lively tunes. Free parking is plentiful.

This monthly Bike Night during riding season blends a relaxed cookout with a customer appreciation atmosphere. Enjoy complimentary food, giveaways, and lively music while the parking lot fills with motorcycles. All are welcome, whether arriving by motorcycle, car, bus, or on foot.

Part of the Rock the Fountain kids concert series at Fair Hill, this performance features Caro with Jam with Jamie at the plaza fountain. The series happens on the second and fourth Thursdays from May through September. Details may change without notice, so refer to Facebook and Instagram for the most up-to-date information.

This family friendly concert features The Marsh Brothers Band at the plaza fountain in Fair Hill, presented as part of the Rock the Fountain series. Details may change without advance notice, and weather updates are shared on Facebook and Instagram.

Cabin John Regional Park Amphitheater hosts a free tribute concert spotlighting local artist Enslow, featuring a set filled with chart-topping hits from a global pop icon. All ages are welcome. Enslow, a Baltimore-based singer and songwriter, is known for powerful vocals and a magnetic live show, weaving electronic pop with a touch of 70s flair and indie influence. Her debut album, Hello, arrived in 2024 and highlights her distinctive sound. She has taken the main stage at WTMD’s First Thursday Festival and was recognized by Baltimore Magazine as Best Band in Baltimore for 2024. Food will be available from El Jefe Woodfired Pizza and The Yard Ice Cream Truck, with beer from Waredaca Brewing Company.

Evenings in Olde Towne brings a free, family-friendly concert to the Concert Pavilion, creating a relaxed outdoor setting for live music. Pick up a meal from the featured food truck, bring takeout from local spots to enjoy during the show, or plan to dine in Olde Towne afterward. Bring a blanket or a low-back chair for lawn seating and settle in for a cozy evening of music. Performances are weather dependent and may be canceled if conditions are unfavorable. For updates, check the City’s Facebook or X accounts or call the inclement weather line at 240-805-1148.

Settle in at The Square for live Latin rhythms from the Joe Falero Band. Bring lawn chairs and picnic blankets, enjoy bites from The Square’s many dining spots, and explore vendors while the music plays. This free concert series welcomes children and pets. The event goes on rain or shine, with any interruptions only if weather conditions affect safety.

The Funktronics come back to Barking Mad Cafe with a live performance on Spectrum Town Center’s outdoor stage. Their music blends funk, jazz, R&B, and electronica for a family-friendly experience suitable for all ages. Enjoy an open-air setting that supports social distancing, and make it a dinner night outside while the music plays.

Hit the dance floor for a high-energy night at MAYAN Monkey Brewing CO, featuring crowd-pleasing hits from Blondie and Talking Heads. Enjoy a soundtrack of favorites that keeps the rhythm going and the mood upbeat.

Following a strong turnout last month, the vinyl listening party returns to Rockville Pike Craft Beer and Wine for its second edition. This gathering centers on a Story theme, inviting tracks that narrate a tale or spotlight distinct characters, from The Fool on the Hill to Jack and Diane, while selections outside the theme are welcome as well. The venue features a cozy bar with multiple seating areas, more than 16 craft beers along with wine, and additional options available for purchase in the shop. It is metro accessible via the Twinbrook line, and parking is available in a lot, on the street, and in a garage within the block. A variety of nearby eateries in the plaza offer choices like Akira Ramen, Gong Cha, Urban Hot Pot, Amore Eats, Torchy’s Tacos, Silver Diner, and Mama Lucia’s Pizza, and food can be carried in to enjoy during the event.

Enjoy a night with Stringtown at Vine Alley Kentlands.