We are incredibly fortunate to have a wide array of holiday events to attend in our area! The following list is composed of ALL FREE and ALL FAMILY FRIENDLY holiday events in the Winter Park, Orlando, and Maitland areas!

 

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Saturday November 30 & Sunday December 1:

Pottery and holiday market in Conway area.
More info: www.orlandopotteryfestival.org

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Thursday December 5:

Winter Park’s classy Christmas event where you can listen to the Bach Festival Choir while viewing priceless works of strategically placed Tiffany window art. Bring a blankie and bottle of wine and relax on the grass. 

More Info: https://cityofwinterpark.org/event/41st-annual-christmas-in-the-park/

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Ongoing, Starting December 6:

Spectators come from afar to see the Johanessen Family Lights at their decked to the nines home off Goldenrod Road and University Blvd. 

More Info: https://www.facebook.com/events/2221312041500650/

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Friday December 6:

Winter Park’s Winter on the Ave is a beautiful low-key family event. Walk around the park to explore snow slides, s’mores, tree lighting, and a visit from Santa. Great for the kids to run the wiggles out and parents to meander with their favorite warming beverage. 

More Info: https://winterpark.org/winter-on-the-avenue

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Friday December 6:

Light Up Baldwin Park: vendors, food trucks, and all the cookie cutter joy that Baldwin Park offers. 

More Info: https://www.baldwinparkevents.com/lu-baldwinpark-2019

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Friday December 6:

City of Orlando lights their fantastically large tree at Lake Eola. Plus food trucks, music, vendors, and other fab Orlando things. 

More Info: https://www.orlando.gov/Events/Tree-Lighting-Celebration

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Saturday December 7:

Winter Park’s Christmas Parade has a hometown feel and a fun way to start your day bright and early at 9am. Stay and visit the farmer’s market before or after! 

More Info: https://winterpark.org/christmas-parade

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Saturday December 7:

The City of Maitland’s Season of Light is a festival taking place at Lake Lily Park, so the vibe is sure to be sweet. Stay for the fireworks at the end. 

More Info: https://www.itsmymaitland.org/community-events-2/2019/11/11/season-of-light

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Sunday December 8:

Orlando Philharmonic Orchestra’s gorgeous event in Downtown Winter Park is sure to delight. 

More Info: holiday-pops-at-central-park-in-winter-park

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Thursday December 12:

College Park shuts down their main drag, Edgewater Drive, turning it into a holiday wonderland for Winter on the Drive. 

More Info: https://www.collegeparkmainstreet.com/Events

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Saturday December 14:

Head to Winter Spark in Baldwin Park early evening to check out some music, but do NOT miss one of the best parades in Orlando that takes place after sunset- super cool lit up floats!

More Info: https://www.baldwinparkevents.com/winter-spark-2019

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Saturday December 14:

Loud, wild parades in Baldwin not your thing? Check out Winter Park’s Lake Virginia boat parade! 

More Info: http://winterparkrotary.com/winter-park-boat-parade.php

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Saturday December 14:

Looking for a more active way to get festive? Deck out your bike and join the 5 mile group ride through the precious Audubon Park Garden District! 

More Info: https://www.facebook.com/events/598691770873983/

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Saturday December 21:

Want to partake in The Nutcracker family tradition with incredibly talented ballerinas without shelling out any cash? Check out Russian Ballet’s performance at Lake Eola!

More Info: https://www.russianballetorlando.org/shows

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Have one to add? Email [email protected]

Happy Holidays!