Things To Do With Kids in Winter Park, FL

The Dr. Phillips Center for the Performing Arts brings world-class entertainment to families in downtown Orlando with an impressive lineup of Broadway shows, children's theater productions, and educational performances designed specifically for young audiences. With its stunning architecture and comfortable seating, this top-rated venue makes experiencing live theater magical and accessible for kids of all ages.

Cranes Roost Park is a lakefront gem that offers families an impressive variety of activities all in one beautiful 30-acre setting. With a large playground, splash pad for hot Florida days, and nightly fountain light shows that mesmerize kids, this park delivers entertainment from morning until midnight on weekends.

This relaxing hour-long pontoon boat cruise is perfect for families seeking a peaceful break from theme park excitement. Kids will love spotting wildlife like herons, turtles, and alligators while gliding past stunning lakefront mansions and through scenic canals on Winter Park's historic chain of lakes.

Kraft Azalea Garden offers families a serene escape with easy paved walking paths winding through towering cypress trees and colorful azalea blooms along the shores of Lake Maitland. This compact, stroller-friendly garden is perfect for letting little ones explore nature, feed ducks by the water's edge, and burn energy in a safe, beautiful setting without the commitment of a full-day outing.

Oviedo on the Park is a beloved central Florida destination that combines classic playground fun with modern amenities in the heart of downtown Oviedo. With its popular splash pad, well-maintained playgrounds, scenic walking trails, and regular family-friendly events at the amphitheater, this park offers something for every member of the family while parents enjoy the charming downtown atmosphere just steps away.

The Winter Park SunRail Station transforms everyday transportation into an exciting family adventure! Kids love the thrill of riding the real commuter train through Central Florida, watching scenery whiz by from large windows. Located in charming downtown Winter Park, it's the perfect jumping-off point for exploring local attractions like Park Avenue's shops and nearby parks, making it both transportation and entertainment rolled into one.

Lake Baldwin Running Trail offers families a scenic, easy-to-navigate paved trail system perfect for introducing kids to outdoor activities. The well-maintained multi-use paths wind through the charming Baldwin Park neighborhood, alongside beautiful lake views, making it ideal for bike rides, scooter adventures, walks with strollers, and even teaching little ones to ride without training wheels.

The Hannibal Square Heritage Center offers families a meaningful opportunity to explore Winter Park's African American history through thoughtfully curated exhibits and interactive educational programs. This intimate cultural museum creates an engaging learning environment where children can discover local history through artifacts, photographs, and hands-on activities that bring the past to life in ways young learners can understand and appreciate.

Lake Eola Park is a beautiful urban oasis in downtown Orlando that offers families a perfect blend of outdoor activities without the theme park price tag. Kids can feed the resident swans, splash around in the fountain, rent iconic swan-shaped paddle boats, and enjoy the playground,all while parents take in stunning skyline views and relax on the nearly one-mile paved walking path.

This charming 11-acre downtown park is a Winter Park gem that offers families the perfect blend of play, nature, and community. With its well-maintained playground, scenic rose garden, and tree-shaded walking paths, it's an ideal spot for everything from toddler playdates to family picnics. The beloved Saturday morning farmers market transforms the park into a bustling hub where kids can sample fresh treats and explore local vendors.

Enzian Theater offers a refreshing alternative to typical movie theaters with its independent and family-friendly film programming in a charming, intimate setting. Kids will love the unique outdoor Eden Garden seating area where families can watch movies under the stars, and parents will appreciate the thoughtfully curated children's programming that goes beyond mainstream blockbusters.

Lake Lily Park is a charming lakeside gem in Maitland that offers families a perfect blend of natural beauty and kid-friendly amenities. With its scenic boardwalk winding around the lake, well-maintained playground, and the beloved monthly outdoor movie nights under the stars, this park has become a favorite gathering spot for Central Florida families looking for an afternoon of outdoor fun or an evening of community entertainment.