MARCH 15 - 17, 2024


65th Winter Park
Sidewalk Art Festival
March 15 - 17, 2024
Don't Miss The 65th Winter Park Sidewalk Art Festival and Friday Evening Concert!


Friday Night Concert Michael
This year the concert moves back to the Friday of Festival weekend!
Don't miss the show on Friday, March 15th, 2024!

7:30 pm Headliner:
Brooks Rehabilitation presents
Michael Andrew and Swingerhead

5:30 pm Opening Act: The Landsharks (Buffett Tribute Band)

No blankets in the park before 2pm, size limit 10x10.


To Beautiful Park Avenue In Winter Park

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 is produced by an all-volunteer board and draws more than 250,000 visitors each year. 

Learn More
Introducing the 2024 Festival Poster!
Be A Part Of The Festival

By volunteering you will experience a one-of-a kind behind-the-scenes opportunity to gain a deeper appreciation for the artists and their award-winning artwork. Our volunteers help make the Winter Park Sidewalk Art Festival one of the top outdoor festivals in the country.

Volunteer Now
Support the Festival

Our Patrons Program was created to provide support of Festival artists through dedicated funds pledged to purchase artwork during our annual show. By participating, Patrons make monetary pledges for given levels of spending. The majority of your funds stay with you to purchase art and the remainder goes to support The Winter Park Sidewalk Art Festival.

Visit Patron Page
Support Our Foundation

Since 1960, The Winter Park Sidewalk Art Festival has been a community leader in bringing art and the community together and has created wonderful memories for its visitors through the years. Donations to the foundation will help finance programs created to promote art appreciation and education through children’s programming at the annual Winter Park Sidewalk Art Festival, our scholarship programs at Rollins College and University of Central Florida and other community outreach programs throughout the year. 

Donate Now
2023 Award Winners

"The Lost Child"
Fiber by Wilbur Quispe Huaman & Gwendolyn Raymond


"All She Needed Was Wind"
3D Mixed Media by Kina Crow


"The Beast"
3D Mixed Media by Nicario Jimenez

2024 Entertainment Sponsor
View All Our Sponsors
In Central Park and Along Park Avenue in Winter Park, FL
9 a.m. – 6 p.m., Friday and Saturday; 9 a.m. – 5 p.m., Sunday
(407) 644-7207