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Pumpkins and Munchkins in Shady Park

On Friday, Oct. 31, from 6:30 to 8:30 p.m. children of all ages are invited to join the fun at Pumpkins and Munchkins in Shady Park in Winter Park!

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Pet Costume Contest presented by The Doggie Door

The 15th annual free Pet Costume Contest presented by The Doggie Door will feature a large dog contest at 11 a.m. and a small dog contest at 1 p.m. on Sunday, Oct. 26, at the corner of Park and Garfield avenues in downtown Winter Park.

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Taste of Maitland

Enjoy a delicious array of food complemented by music and the beautiful setting at the Taste of Maitland on Monday, Oct. 20, from 5 to 8 p.m.

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Winter Park Autumn Art Festival

More than 150 Central Florida artists will display their work at the 41st annual Winter Park Autumn Art Festival in Central Park on Saturday, Oct. 11, and Sunday, Oct. 12, from 9 a.m. to 5 p.m.

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Ira Levin’s “Death Trap” at WPHS

Winter Park High School will put on a production of Ira Levin’s “Death Trap” on Thursday, Oct. 2, at 7 p.m.; Friday, Oct. 3, at 7 p.m.; and Saturday, Oct. 4, at 2 and 7 p.m.

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Functionally Literate

On Friday, Sept. 26 at 8 p.m., enjoy “Functionally Literate,” a literary function featuring Ilyse Kusnetz, Ashley Inguanta and Annemarie Ni Chirreain. This free event will be held at Art & History Museums – Maitland.

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Sip, Shop, & Stroll

The Winter Park Chamber of Commerce and Park Avenue Merchants Association invite you to experience the charm of Park Avenue during the Sip, Shop, & Stroll from 5 to 8 p.m. on Thursday, Sept. 18.

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Popcorn Flick in the Park

Come out to enjoy this month’s Popcorn Flick in the Park, “Napoleon Dynamite,” starting at 8 p.m. on Thursday, Sept. 11, at the Central Park Main Stage in Winter Park.

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National Childhood Cancer Awareness Month

As part of several events timed for September to support National Childhood Cancer Awareness Month, Central Florida-based charity Kids Beating Cancer called on national talents and an all-kid choir to produce a benefit song, called “My Own Hero."

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A free outdoor viewing of “Toy Story”

Bring the whole family and blanket for a free outdoor viewing of “Toy Story” at 8 p.m. on Thursday, Aug. 28 in Winter Park’s Central Park.

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Food Truck Fiesta a Lake Baldwin Park

Come out to the Food Truck Fiesta a Lake Baldwin Park on Saturday, Aug. 23, from noon to 5 p.m. for live music and great food.

Josh Garrick: Culture for Your Calendar

“Harry Potter and the Sorcerer's Stone” in Winter Park's Central Park

Bring the whole family for an outdoor film viewing of “Harry Potter and the Sorcerer's Stone” in Winter Park's Central Park at 8 p.m. on Thursday, Aug. 14.

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Beat-the-Heat 5K JCC Road Race

Don't miss your opportunity to race in Maitland's legendary 5K, benefiting the Roth JCC, at 7 p.m. on Aug. 7.

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'Backwards in High Heels'

Relive the remarkable life of legendary actress Ginger Rogers at the Winter Park Playhouse, starting Aug. 1 and running through Aug. 23.

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Popcorn Flicks in Central Park

Watch a free outdoor screening of “Muscle Beach Party” at this month’s Popcorn Flick in the Park, starting at 8 p.m. on Thursday, July 24, in Winter Park’s Central Park.

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