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Winter Park Sidewalk Art Festival

  • When: Friday, March 20, 2026,  9:00 am -  6:00 pm
  • Location: Central Park & along Park Avenue Winter Park, Florida
  • Cost: Free to attend

The Winter Park Sidewalk Art Festival is one of the nation’s oldest, largest and most prestigious outdoor art festivals. The festival debuted in March 1960 as a community project to bring local artists and art lovers together. It’s produced by an all-volunteer board and draws up to 250,000 visitors each year. More than 1000 artists from around the world applied for this year’s event. An independent panel of three judges select the artists that will exhibit their works.

Girls and boys can create their own artwork at the Children’s Workshop. Easel painting is very popular, and local art centers and museums feature a variety of fun, hands-on art activities for children. Admission is free and participants may take home their artistic creations. The Children’s Workshop hours are 10 a.m. – 4 p.m. on Friday, Saturday and Sunday. Easel painting is from 10 a.m. – 3 p.m. on Saturday and Sunday.

LEON THEODORE SCHOOLS EXHIBIT
The place to discover the talented artists of the next generation is at the Leon Theodore Schools Exhibit where artwork by thousands of Orange County students is on display. The creativity and level of expertise displayed by these young artists will delight and amaze you. Be sure to check out this wonderful exhibit.
Exhibit Tents are open FRIDAY AND SATURDAY, 9AM-5PM and SUNDAY, 9AM-3:30PM.

In addition, each of our museum and community partners has exciting hands-on arts and crafts activities on all three days from 10 a.m. – 4 p.m.

  • Website: www.wpsaf.org
  • Contact Phone: (407) 644-7207
  • Contact Email: This email address is being protected from spambots. You need JavaScript enabled to view it.
  • Category: Family Fun, Shows & Concerts, Free

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