Things to Do with Kids near me in Winter Garden, FL

A family day in downtown Winter Garden

Start on Saturday morning at the farmers market at the downtown pavilion, where more than 100 vendors and live music keep kids busy. Rent bikes near the Winter Garden station and ride a stretch of the West Orange Trail, which passes right through downtown and has restrooms at its trail stations. After the ride, stop at the free Central Florida Railroad Museum and the Winter Garden Heritage Museum, both run by the Winter Garden Heritage Foundation.

Everything here is close together, so you can park once and walk. Summer mornings are best for biking before the heat builds, and the two museums make good indoor breaks if an afternoon storm rolls in. Leashed dogs are welcome at the market and on the trail.

Tips for visiting with young children

The full trail is long, but you do not need to ride far; a short out-and-back from downtown is plenty for little legs. Bring helmets, water and sunscreen, and plan the museums as short visits, since both are small. Saturday is the busiest day downtown, so arrive early for parking.

About this list

Every place here is a locally run business in Orange County with its own website, which we checked for hours, menus and contact details. We leave national chains off our best-of lists and favor places with a clear specialty.

This page covers 6 kid-friendly activities in Winter Garden. You'll find them in Downtown Winter Garden, Hamlin and Horizon West.

About Winter Garden

Winter Garden in west Orange County is built around its historic downtown on Plant Street and the West Orange Trail. Fast growth in Horizon West has brought many new home service companies, clinics and restaurants to the area.