Upcoming Events in Winter Springs

Perreoland - Orlando Old School VS New School (21

06 December 2025

Orlando, FL

The Vanguard, 578 N Orange Ave

67th Winter Park Sidewalk Art Festival

19 March 2026

Winter Park, FL

Central Park, 150 W Morse Blvd

Lakeview Middle vs Water Springs Middle School (MS)

26 January 2026

Winter Garden, FL

Lakeview Middle School, 1200 W Bay St

ITMS Howl-iday Hustle, Run, Walk, and Play!

13 December 2025

Winter Springs, FL

Central Winds Park, 1000 Central Winds Dr

SunRidge Middle School vs Water Springs Middle

10 November 2025

Winter Garden, FL

SunRidge Middle School, 14955 Sunridge Blvd

Lyman Greyhounds vs Winter Springs Bears

15 January 2026

Longwood, FL

Lyman High School, 865 S Ronald Reagan Blvd

FHSAA 3A District 4

05 November 2025

Winter Springs, FL

Central Winds Park, 1000 Central Winds Dr

Grand Opening of Belle Ave Studio

13 November 2025

Winter Springs, FL

Plush Recording Studios, 1255 Belle Ave #164

Orlando Cubs 35+ vs. Chihuahuas 35+

02 November 2025

Winter Springs, FL

Central Winds Park, 1000 Central Winds Dr

C.F. Regulators 21+ vs. Orlando Bandidos 21+

02 November 2025

Winter Springs, FL

Central Winds Park, 1000 Central Winds Dr