Calendar and Family Calendar

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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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Running of the Chihuahuas

Cocina 214 will host its fourth annual Running of the Chihuahuas beginning at 11 a.m. on Sunday, May 1.

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Night On Broadway at WPHS

For over 15 years, Night On Broadway has been a highlight of the artistic year for Winter Park High School and the Winter Park community.

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JM 24 Fun Run

From 10 a.m. to 1 p.m. on April 16 Trinity Preparatory School will host the JM 24 Fun Run. The school is at located at 5700 Trinity Prep Lane in Winter Park.

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Earth Day in the Park

Earth Day in the Park will be hosted on Sunday, April 10, from 11 a.m. to 3 p.m. in Central Park.

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Doggie Art Festival

Come out on Sunday, April 3, for one of Winter Park’s most beloved events, the 13th annual Doggie Art Festival!

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Winter Park Easter Egg Hunt

The 62nd annual Winter Park Easter Egg Hunt will begin at 10 a.m. on Saturday, March 26.

Tease photo

Easter Lice Egg Hunt?

Stopping lice

This year there is a new type of "egg hunt" you'll want your family participating in: a hunt for lice and lice eggs.

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Winter Park Sidewalk Art Festival

The 57th annual Winter Park Sidewalk Art Festival will be held Friday, March 18, through Sunday, March 20, in Central Park and on Park Avenue.

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Get Your Jazz On

Enjoy jazz under the stars at the Alfond Inn on Friday, March 11 from 6:30 to 9:30 p.m.

Tease photo

Taste of Oviedo this weekend!

Food event returns

Taste of Oviedo has over 30 food vendors participating, and has added a larger seating area geared towards our local Oviedo restaurants.

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