Music & Entertainment

In celebration of the Winter Park Sidewalk Art Festival’s 60th year, the City of Winter Park will proudly host the Orlando Philharmonic Orchestra Sunday, March 17, 2019, at 3 p.m., in charming Central Park. This special Spring Pops concert performance is made possible by a generous grant from the Charlotte Julia Hollander Trust and Elizabeth Morse Genius Foundation. The concert is free and open to the public. Bring your blankets and lawn chairs to enjoy an afternoon of heart-warming music as we pay tribute to 60 years of one of the most prestigious art festivals in the country.


Download the press release.


2019 Winter Park Sidewalk Art Festival Talent Lineup

March 15 Friday  
4:00-4:30 Saagar Ace, Emily Lucas & Tray Johnson
4:45-5:15 Beartoe
5:30-6:15 The Dana Kamide Band feat. Daphne Cooper
7:15-8:45 Mindi Abair and the Boneshakers
March 16 Saturday  
10:00-10:45 Paint it Black (Contemporary Classical)
11:00-11:45 The Citrus Singers Girl Scouts Chorus
11:50-12:30 Mandy Jovovich
12:30-1:15 Sarah Hardwig
1:30-2:30 Patchouli (Modern Folk Guitar Duo)
2:45-3:15 Team USA Singers
3:30-4:30 DreamCatcher Trio
5:00-6:00 Will Patrick Band
March 17 Sunday  
10:00-11:00 Flint Blade
11:15-11:45 Suzuki Music Institute (Children’s Ensemble)
12:00-12:30 Team USA Singers
12:45-1:45 O-sky Contemporary Teen Singer/Soloist
3:00-4:30 Orlando Philharmonic Orchestra


Blankets for the Friday night show should be a maximum size of 12x12 and may not be placed in the park before 9am Friday.

The same rule applies on Sunday morning before the Philharmonic Concert.

Drinking of alcoholic beverages is not permitted before 3pm on Friday or before noon on Sunday.

Drinking outside of the Patrons tent and beer garden is not permitted on Saturday.

Download the 2019 Entertainment Schedule.


2019 Entertainment Sponsors