Winter Park

The town of Winter Park is located in Central Florida, about 25 miles from Orlando. The city possesses a lovely small-town feel as it’s surrounded by farms and orchards. The downtown area is filled with numerous charming shops, art galleries, and restaurants. For those who like to stay active, there are several outdoor recreation opportunities such as parks, trails, golf courses, and lakes. With all this in mind, it’s no surprise that the city has become an urban oasis in the middle of a massive urban sprawl. It’s a place where you can escape the noise and hustle bustle of big cities while enjoying all that a smaller community has to offer. Here we will share some great tips for exploring Winter Park and making the most of your time there!

Visit Winter Park in the Summer

Winter Park may be the ideal place to escape the summer heat and humidity, but the cooler months are great for exploring the city’s many outdoor recreation opportunities. Most folks will gravitate to the parks and lakes, but you can also enjoy hiking, biking, and paddleboarding in the area. There are also many cultural events and festivals to enjoy, such as the Winter Park Arts Festival and the Orlando Shakespeare Festival. Whenever you visit Winter Park during the summer, be sure to check out the city’s various festivals. There’s the Winter Park Festival of the Arts, the Winter Park Sidewalk Arts Festival, and the Winter Park Festival of Ballet. If you’re interested in exploring more during the summer months, be sure to visit our Summer in Orlando article!

Stay Active on a Day-trip to Winter Park

If you need an escape from the daily grind but still want to stay active, consider a day trip to Winter Park. The city sits in Central Florida, which is considered the “Rice Belt” because of its abundance of agricultural activity. This means there are many great outdoor activities to enjoy, like hiking, biking, fishing, and kayaking. If you’re visiting in the summer, you can also try out some of the region’s agriculture-related festivals, like the Winter Park Sidewalk Arts Festival. There’s also a lot to do in the area during the winter months. With winter sports like skiing and snowboarding, there’s plenty to do year-round. If you’re feeling particularly active, you can even visit the city’s indoor climbing gym.

Visit in the Rain

Of course, the best way to visit Winter Park is in good weather. However, it’s also a fine place to visit in the rainy season, since Central Florida enjoys a rainy climate more often than not. While it might not be the ideal time of year to visit, it’s definitely a great time to visit the area’s many outdoor recreational opportunities, including the many parks and lakes in the city and the surrounding area. If you do end up visiting in the rainy season, be sure to pack some warm clothes — in addition to the parks, you can also explore Central Florida’s many lakes, which are great for water activities. You can also go sailing or kayaking on the lakes.

Don’t Miss a Concert or Play

If you’re looking for a way to experience the area’s arts scene, some concerts are a great idea. Many of the city’s independent music shops and venues host local musicians, and you can often find concerts at places like the Senator Theatre. For those who like to engage with the community and experience local culture, there are many community events to attend. The Winter Park Sidewalk Arts Festival is a great place to start, since it’s a celebration of the arts in Central Florida.


No matter what time of year you visit Winter Park, you’ll find a peaceful retreat. From the city’s many parks and lakes to the region’s many outdoor activities, the city makes a great escape from the hustle and bustle of urban life. To explore more, be sure to check out our article on Things to do in Winter Park! More. Check this out.

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