MARCH 18-20, 2022

63rd Winter Park
Sidewalk Art Festival
NEW DATES: March 18-20, 2022
FRI & SAT 9-6 SUN 9-5
Check Out This Month's Featured Artist!


Helen Gotlib
Best of Show Winner 2019 & 2021 / Printmaking


See Saw Project, written and directed by Dylan Strzynski


Click below to learn more about Helen Gotlib's process and art.


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 350,000 visitors each year. In 2021, we held our first ever Virtual Festival with our live festival rescheduled to May 14-16!

Learn More
Introducing the 2021 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. Up to 95 percent of your contribution stays 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
2021 Award Winners

"West Lake Preserve II"
Printmaking by Helen Gotlib


"Maple Bowl"
Wood by Mark Gardner


"Lemons in a Glass Bowl"
Painting by Yu Zhou

2021 Featured Sponsors
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