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Orlando family events this weekend: Top kid-friendly picks for Jan 23–25, 2026

ByKarl Moranette Last Updated:
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This short guide lists the best Orlando family events this weekend (Jan 23–25). It is written so families can read it quickly, and each item shows the date & location clearly. In addition, simple language is used throughout, and passive voice is favored so the information is easy to follow. Finally, transition words are included so the flow is smooth.

 

If you are searching for Orlando family events this weekend, then this list will help. First, annual events were chosen that are kid-friendly and not part of theme parks. Next, both indoor and outdoor activities were included. Therefore, a mix of free and paid options is provided. Read on and pick what sounds fun!

The iconic "WINTER GARDEN" clock tower arch at Centennial Plaza serves as a historic landmark and a central hub for the city’s vibrant downtown district.
This bright, wide-angle photograph showcases the brick clock tower at Centennial Plaza in Winter Garden, Florida. The tower features a terracotta-tiled roof and a prominent archway labeled “WINTER GARDEN” that spans a paved section of the West Orange Trail. In the foreground, lush white flower bushes frame the view. The surrounding area is bustling with activity: a cyclist is pedaling through the arch, a family is seated in a black golf cart to the right, and various cars are parked along the historic brick-paved streets. The background is filled with leafy green trees and quaint storefronts under a brilliant blue sky with fluffy white cumulus clouds.

  1. Winter Garden Fridays on the Plaza

    Friday, January 23 | Downtown Winter Garden – Centennial Plaza Gazebo
    A free outdoor concert is being held in downtown Winter Garden. Live music is played, and families are encouraged to bring chairs or blankets. Additionally, nearby shops and restaurants are open, which makes the evening easy to enjoy.

  2. Cops ’N Cars for Kids Car Show

    Saturday, January 24 | Oviedo Mall Parking Lot
    A large car show is being hosted with police vehicles, classic cars, and kid-friendly displays. Admission is free, and activities are provided for children. Furthermore, proceeds are used to support local kids.

  3. Garden Bros. Circus – INSPIRE!

    January 22–25 | Lee Vista Promenade, Orlando
    A modern circus performance is being presented with acrobatics, stunts, and colorful acts. Since the show is family-focused, children of all ages are welcomed. Therefore, it is a great weekend option.

  4. The Magic Show with Drew Thomas

    Friday, January 23 | The Ritz-Carlton Orlando, Grande Lakes
    A magic and comedy show is being performed for families. Simple tricks and jokes are used so kids can easily understand and enjoy the show. Tickets are required and should be purchased ahead of time.

  5. Amber Brooke Farms Strawberry U-Pick

    January 23–25 | Amber Brooke Farms, Eustis
    Fresh strawberries are being picked during this seasonal farm experience. Children are allowed to explore the farm, and play areas are provided. As a bonus, this event happens every year during strawberry season.

    A group of costumed performers wearing oversized "cabezudo" heads, including the character Diplo, walk through a crowded street with blue cobblestones and colorful colonial buildings in Old San Juan, Puerto Rico.
    Iconic “cabezudos” characters join the festive crowds in Old San Juan, as featured on sanseorlando.com, during the annual Fiestas de la Calle San Sebastián.

  6. La Sanse Latino Cultural Festival

    Saturday, January 24 | Central Florida Fairgrounds, Kissimmee
    A cultural festival is being celebrated with music, dancing, and food. Family-friendly performances are scheduled throughout the day. In addition, admission is free, making it an easy choice for families.

  7. Apopka Winter Orchid Festival

    January 23–25 | Krull-Smith Orchid Nursery, Apopka
    Thousands of orchids are being displayed at this annual festival. Families are welcome to walk through the exhibits, and vendors are set up for plant lovers. Because it is outdoors, comfortable shoes are recommended.

  8. Orlando Magic Home Game

    Saturday, January 24 | Kia Center, Downtown Orlando
    A professional basketball game is being played, and family-friendly entertainment is offered throughout the arena. While tickets are required, children often enjoy the music, mascots, and crowd energy.

  9. WonderWorks “Outta Control” Magic Comedy Show

    Saturday, January 24 | WonderWorks Orlando, International Drive
    An interactive magic show is being offered inside WonderWorks. Comedy and audience participation are included, which keeps kids engaged. Food options are also provided with most tickets.

    A person in a glowing neon yellow shirt stands on a platform above a foam pit during a blacklight GLOW event at Sky Zone Clermont.
    A jumper prepares to leap into the foam pit during a high-energy GLOW session at Sky Zone Clermont, as featured on skyzone.com.

  10. Sky Zone Orlando GLOW Night

    Friday, January 23 | Sky Zone Orlando, West Colonial Drive
    A glow-in-the-dark trampoline event is being hosted for kids and teens. Music and blacklights are used to create a fun atmosphere. Safety rules are followed, and jump times are scheduled.

  11. St. Mary Magdalen Winter Fest — Saturday Session
    Jan 24, 2026 | St. Mary Magdalen Catholic Church (Orlando)
    The second day of the Winter Fest continues with more kid-oriented booths, community fun and local vendors.
  12. Half-Off Book Sale Weekends — Friends Bookstore
    Jan 23–25, 2026 | Orlando Public Library (Orlando)
    A recurring weekend book sale is being held with lowered prices on children’s books and family titles. Families can browse and read together.
  13. After School Special Bowling Events
    Jan 23–25, 2026 | Local Bowling Alley (Orlando)
    A kids-friendly bowling special is offered with shoes included and low prices — a fun indoor outing for families

  14. Winter Garden Farmers Market

    Saturday, January 24 | Downtown Winter Garden Pavilion
    A weekly farmers market is being held with food vendors, fresh produce, and handmade items. Live music is often played, and families can walk around at their own pace. Strollers are welcome.

  15. India Fair 2026 – Republic Day Celebration

    Sunday, January 25 | Children’s Safety Village, Orlando
    A cultural celebration is being held to honor India’s Republic Day. Music, dancing, food, and kid activities are included. Since the event is family-focused, children are welcomed throughout the day.

In conclusion, families searching for Orlando family events this weekend have many great options to choose from. Whether outdoor festivals or indoor shows are preferred, something fun is being offered for every family. Most importantly, these events are local, kid-friendly, and happen every year.

Before heading out, event pages should be checked for updates or ticket requirements. Above all, enjoy your time together and make lasting memories at one of these Orlando family events this weekend.

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