Art in the Park, a Springtime Tradition

The 57th Winter Park Sidewalk Art Festival to be held March 18, 19, 20, 2016

It’s time for Central Florida’s favorite springtime tradition, The 57th Annual Winter Park Sidewalk Art Festival to be held on March 18, 19, and 20 in beautiful Central Park and along historic Park Avenue in downtown Winter Park, Florida.

The Winter Park Sidewalk Art Festival, one of the nation’s oldest, largest and most prestigious juried outdoor art festivals, debuted in March 1960 as a community project to bring local artists and art lovers together. It consistently ranks among the top fine art shows in the country. The festival is produced by an all-volunteer board and draws more than 350,000 visitors each year. Along with the 225 nationally juried fine artists, the three-day event features concerts in the park, a wide variety of quality food and beverages, and interactive art activities for the kids. This year’s Friday night concert in the park will feature contemporary jazz saxophonist Steve Cole with special guest JJ Sansaverino.



Where: Central Park and along Park Avenue in Winter Park, FL

When: March 18, 19 and 20, 2016

Hours: 9 a.m.-6 p.m., Friday and Saturday; 9 a.m.-5 p.m., Sunday




Artists complete for 63 awards totaling $72,500. The Best of Show is purchased for $10,000 by The Winter Park Sidewalk Art Festival Board and donated to the City of Winter Park. Previous Best of Show winners are on permanent display at the Winter Park Public Library. A $5,000 Art of Philanthropy Purchase Award is sponsored by the Edyth Bush Charitable Foundation, while a $2,500 Distinguished Work of Art Award is presented through the Charles Hosmer Morse Museum of American Art. There are 10 Awards of Excellence of $2,000 each, 20 Awards of Distinction of $1,000 each and 30 Awards of Merit of $500 each. Our Patrons Program contributes another $60,000 and up in purchase awards.


Throughout the festival’s three-day run, you’ll find free entertainment presented on the main stage located in north Central Park. The music begins with a high-profile concert on Friday night. This year’s headliner will be contemporary jazz saxophonist Steve Cole, with special guest J.J. Sansaverino.


Winter Park Sidewalk Art Festival t-shirts and other memorabilia are available at two merchandise tents. The tents are located at the south entrance (Park and New England Avenue and at the center intersection (Morse Boulevard and Park Avenue).  Artist and master printmaker John Costin created this year’s official poster, Snowy Egret. Costin specializes in hand-colored etchings of bird life. Posters will be sold at the south entrance and at the center intersection next to the large merchandise tents. A vintage merchandise tent will be located next to festival headquarters at Park Avenue and Morse Boulevard. After the event, you can still purchase current and past posters through


Kids can create their own artwork at the Children’s Workshop Village, located across the railroad tracks, near the post office. Easel painting is very popular, and local art centers and museums are offering a variety of fun, hands-on activities for budding artists. Admission to the Children’s Workshop Village is free, and participants may take home their works. 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.


See creations by the next generation of artists at the Leon Theodore Schools Exhibit, where artwork by thousands of talented Orange County students is on display. The creativity and level of expertise displayed by these young artists will delight and amaze you. These exhibits are next to the Children’s Workshop Village.


Enjoy the festival while your bike is safely monitored. Located on Morse Boulevard across the street from the Amtrak Station parking lot, a free bike valet service is provided during festival hours by the Winter Park Pedestrian and Bicycle Advisory Board.

No animals are allowed in Central Park or on Park Avenue between New England and Canton Avenues during festival hours, per a City of Winter Park ordinance.

For more information, call 407-644-7207, email or visit the website at