Contributed by the City of Altamonte Springs
The beloved Uptown Art Expo returns to beautiful Cranes Roost Park in Altamonte Springs March 27 to 29, celebrating its 13th year as one of Central Florida’s premier art and music festivals. This free, three-day community event brings together original art, vibrant chalk street paintings, live tribute concerts, festival food and family-friendly fun in the heart of Uptown Altamonte. More than 140 artists and fine craft exhibitors will line the park showcasing glass, jewelry, mosaics, paintings, photography, pottery, sculpture, and more — all available for purchase directly from the artists.
The following art and music events will take place all weekend at the 2026 festival: Chalk Street Art Experience - Professional chalk artists and talented high school art students will transform the sidewalks of Cranes Roost Park into a colorful outdoor gallery. Festival guests are invited to participate by voting for their favorite artwork in the “People’s Choice Chalk Awards” by placing an Uptown Art Expo gold coin into the bucket next to their favorite piece. Winning artists will receive cash prizes. (Gold coins are available at the Expo Chalk Booth.)
Friday, March 27 to Sunday, March, 29, Cranes Roost Park, Altamonte Springs.
- March 27 - Kick-Off Concert, 6:30 to 10 p.m. Van Halen Lives!Completely Unchained.
- March 28, Art Show, 10 a.m. to 7 p.m., Concerts - 6 to 10 p.m.
- March 29, Art Show, 10 a.m. 5 p.m., Concerts -1:30 to 5 p.m.
Color, creativity & music during this free festival featuring 140 art & fine craft artists showcasing & selling stunning works, including glass, jewelry, mosaics, paintings, photography, pottery, sculpture & more. Live music is a major highlight of the weekend, led by a high-energy Van Halen tribute as the main feature, along with crowd-favorite tribute acts honoring Whitesnake, Journey, Santana & Tom Petty. Also spotlights the popular Chalk Street Artists, as professional chalk artists & local high school art students transform the park’s sidewalks into captivating works of art. International street cuisine, classic festival favorites, food trucks and craft beer and wine available for purchase throughout the weekend.
“This is a very exciting year as we celebrate the 13th anniversary of the Uptown Art Expo,” says organizer Jim Barton. “What started years ago has grown into an incredible weekend of original art, chalk street paintings, live music and family-friendly fun. We’re proud of how the Expo has evolved and can’t wait to welcome everyone this March.”
Art Festival admission is free, and free parking is available in the Altamonte Mall parking lots. No coolers or pets are allowed. Rain or Shine. For more information, visit www.UptownArtExpo.com
