66th Winter Park Sidewalk Art Festival
Congratulations to All 2025 Festival Award Winners!

Best in Show
“Surbandale”
Drawing & Pastels
Few bass players in the history of modern New Orleans music are as storied as George Porter Jr. During the course of a career spanning more then four decades, Porter has not only made a deep impression with his work in the Meters, but he’s notched session work with artists as diverse as Paul McCartney, Jimmy Buffett, David Byrne, Patti LaBelle, Robbie Robertson, Tori Amos, Taj Mahal, Ryan Montbleau and live performances with Mickey Hart, Bill Kreutzmann, Warren Haynes, John Scofield, Steve Kimock, Eric Krasno (and including recent studio releases with Warren Haynes and Bill Kreutzmann) just to name a few. Early in his career, Porter worked with seminal New Orleans artists like Allen Toussaint, Earl King, Lee Dorsey, and Johnny Adams, Irma Thomas, The Lastie Brothers again to only name a few.
Porter is also the band leader of his own unique long–term project the Runnin’ Pardners, well respected not only as a quintessential New Orleans band, the touring band continues to receive accolades on the jam band and festival scene.
Welcome
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.
The 2025 Festival Poster

Volunteer
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.


Patron
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.
Donate
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.

2025 Award Winners
Best of Show
Drawing & Pastels by R. Michael Wommack
Edyth Bush Art of Philanthropy Award
Glass by Mark Lewansky
Morse Museum Award
Sculpture by Mark Winter
Monte Livermore Celebration of Nature Award
Watercolor by Michael Williams
Artists
2025 Categories And Artists

Event
Information
Where:
In Central Park and Along Park Avenue in Winter Park, FL
Hours:
9 a.m. – 6 p.m., Friday and Saturday; 9 a.m. – 5 p.m., Sunday
Contact:
(407) 644-7207