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Old School Pool Party

Come out to the Winter Park Community Center on Saturday, July 23, from 6 to 9 p.m. for the Old School Pool Party.

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Dive-In Movie at Cady Way Pool

The Winter Park YMCA presents a viewing of “Inside Out” at their Dive-In Movie at Cady Way Pool at 7 p.m. on Friday, July 15, at 2526 Cady Way in Winter Park.

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Dive-In Movie at Cady Way Pool

The Winter Park YMCA presents a viewing of “Inside Out” at their Dive-In Movie at Cady Way Pool at 7 p.m. on Friday, July 15, at 2526 Cady Way in Winter Park.

Senior Calendar

Living Healthy Program

One Senior Place will be hosting a free Living Healthy six-week program every Friday through July and until Aug. 5 from 9 to 11:30 a.m. at its location at 715 Douglas Ave. in Altamonte Springs.

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#OrlandoUnited: a Winter Park Tribute

Join the city of Winter Park and the Orlando Big Band in their support of the Pulse shooting victims at “#OrlandoUnited: a Winter Park Tribute” on Tuesday, July 12, in Central Park in Winter Park.

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Olde Fashioned 4th of July Celebration

The city of Winter Park will present the 21st annual Olde Fashioned 4th of July Celebration from 9 a.m. to 1 p.m. on Monday, July 4, in Winter Park’s Central Park.

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Pizza Friday at Venue on the Lake

Enjoy an evening of pizza, live music and drinks on Pizza Friday from 6 to 9 p.m. on Friday, June 24, at Venue on the Lake, located at 641 S. Maitland Ave.

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Popcorn Flicks in the Park

Come enjoy free popcorn and a movie at Popcorn Flicks in the Park featuring "Westworld" on Thursday, June 23 from 8 to 10 p.m. at Central Park in Winter Park.

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Park Avenue Sip, Shop & Stroll

The Park Avenue Sip, Shop & Stroll is on Thursday, June 9, from 5 to 8 p.m. The stroll offers appetizers, beverages and sampling of seasonal menus from the shops on the Avenue.

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Park Avenue Sip and Stroll

The Park Avenue Sip and Stroll runs from 5 to 8 p.m. on Thursday, June 9, along Park Avenue.

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The Magic of Youth

Join the Maitland Symphony Orchestra for “The Magic of Youth” spring concert on Sunday, June 5, at 7:30 p.m. at the Maitland Presbyterian Church.

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Maitland Public Library 5K

The fifth annual Maitland Public Library 5K will be held on Saturday, May 21 at 7:30 a.m.

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Get Your Jazz On

Come experience the Alfond Inn’s popular food and wine ending Spring Get Your Jazz On event on May 20 from 6:30 to 9:30 p.m.

Josh Garrick: Culture for Your Calendar

Cinco de Mayo at 4 Rivers

John Rivers and team are trading in their cowboy hats for sombreros to celebrate Cinco de Mayo with a patio party at 4 Rivers Smokehouse in Winter Park.

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Derby on Park

The exciting ambiance of the Kentucky Derby is brought right here to Winter Park at the Derby on Park event from 3:30 to 7:30 p.m. on Saturday, May 7, at the Winter Park Country Club, located at 761 Old England Ave.

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