MARCH 21 – 23, 2025

WINTER PARK, FLORIDA

FRI & SAT 9am – 6pm
SUN 9am – 5pm

MARCH 21 – 23, 2025

WINTER PARK, FLORIDA

MARCH 21 – 23, 2025
WINTER PARK, FLORIDA

FRI & SAT 9am-6pm
SUN 9am-5pm

66th Winter Park Sidewalk Art Festival

Visit

the Festival

Exhibit

at the Festival

Volunteer

at the 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 longterm 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.

2025 Festival Poster by Andrew Spear

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

"Surbandale"
Drawing & Pastels by R. Michael Wommack

Edyth Bush Art of Philanthropy Award

"Woven Glass"
Glass by Mark Lewansky

Morse Museum Award

"thorntt"
Sculpture by Mark Winter

Monte Livermore Celebration of Nature Award

"Great White Egret"
Watercolor by Michael Williams

Artists

2025 Categories And Artists

Clay

Digital Art

Drawing & Pastels

Emerging Artists

Fiber

Glass

Jewelry

Leather

Metal

Mixed Media 2D

Mixed Media 3D

Painting

Photography

Printmaking

Sculpture

Watercolor

Wood

2025 Featured Sponsors

Parks Lincoln

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