Sing in the Streets: Caffè Lena Celebrates 65 Years with Free Neighborhood Music Festival May 18

SARATOGA SPRINGS — The 4th annual Sing in the Streets Festival—a free, family-friendly celebration – will take place from noon to 4 p.m. Sunday, May 18 on the streets surrounding Caffè Lena.

The gathering celebrates the historic venue marking 65 years of live music and grassroots culture.

The event will feature 15 acts across 7 stages, with a genre-spanning lineup that includes folk, blues, jazz, country, and soul. A dedicated Family Stage will offer performances tailored for children and families.

Performers include: Carling & Will; Catfish in the Sky; Cold Chocolate; Ellen Pieroni Encyclopedia of Soul; Emily Barnes; Guitaro5000; Golfstrom; HEARD; Jacob Shipley; Mercer Patterson Quartet; Sara Milonovich & Greg Anderson. 

“Sing in the Streets is our way of saying thank you to Saratoga Springs,” said Sarah Craig, executive director of Caffè Lena. “It’s our gift to the community that has embraced Caffè Lena for 65 years, and a chance for people of all ages to experience live music for free, right in the heart of downtown.”

Founded and organized by local musician and Caffè Lena Director of Finance & Operations, Mateo Vosganian, the festival has grown each year in scale and impact.

“Sing in the Streets was created to bring Caffè Lena’s mission out into the open—literally,” said Vosganian. “It’s all about accessibility, discovery, and joy. This event lets people stumble into something beautiful—whether that’s a band they’ve never heard of or a shared experience with a neighbor they’ve never met.”

The festival is free and open to the public and will take place rain or shine. In case of inclement weather, performances will move to nearby indoor locations. A full schedule and weather plan will be posted at www.caffelena.org in the days leading up to the event.