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Osceola County

Kissimmee

The best family-friendly hikes and walks around Kissimmee

4.6

(23)

309

hikers

6

hikes

Family friendly hiking trails around Kissimmee traverse a diverse natural landscape characterized by wetlands, pine forests, and open prairies. The region is notably flat, making many trails accessible for various skill levels. Shingle Creek, the northernmost headwaters of the Florida Everglades, meanders through the area, offering lush wetland forests and serene waterways. Lake Tohopekaliga also provides scenic views and walking opportunities.

Best family friendly hiking trails around Kissimmee

  • The most popular family friendly hiking route is Shingle Creek Regional Trail…

Last updated: April 25, 2026

4.0

(4)

13

hikers

#1.

Shingle Creek Regional Trail

5.27km

01:20

10m

10m

Hike the easy 3.3-mile Shingle Creek Regional Trail through diverse Florida landscapes, spotting wildlife and historic sites.

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Easy

4

hikers

Hike the 6.3-mile Shingle Creek Regional Trail in Central Florida, a moderate route offering natural beauty and urban views along the Evergl

Moderate
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8.29km

02:05

10m

10m

Hike the 5.1-mile Kissimmee Loop Trail in Shingle Creek Regional Park, an urban route with 29 feet of elevation gain.

Moderate

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

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Tips from the Community

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July 8, 2024, Shingle Creek Trail

The Shingle Creek Trail is an almost 18-mile trail that runs through Orlando and Kissimmee. It is mostly paved walking trails, but at times it joins up with quiet roads to connect between different paths.

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This area is very popular for kayaking and offers guided nature tours along the creek. It provides stunning views of the water, making it a great spot to take a break and enjoy the surroundings.

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Circle around the heart of the City of Kissimmee! Connecting residential neighborhoods with Downtown Kissimmee, the Kissimmee Medical Arts District, and the Shingle Creek Regional Trail. Explore canals, tree-lined pathways, forest covered areas, and the John Young Parkway Pedestrian Bridge.

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The Steffee Family Historic Cabin is an interactive museum to represent how a pioneer family lived in the early 1900s. It is a great place for a break off the bike to learn more about the area.

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Orlando's lakes and swamps are chock full of diverse wildlife. Visitors will have a grand time looking at alligators, turtles, and birds. The great blue heron is one of the birds to watch out for.

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The Shingle Creek Trail is a regional multi-use trail that once completed will connect the City of Orlando, Orange County, Osceola County and the City of Kissimmee. The trail is twelve feet wide and contains suburban and rural landscapes located adjacent to the Shingle Creek waterway. The trail starts at Eagle Nest Park, north of The Mall at Millenia, and runs south to Oak Ridge Road, east of the Orlando International Premium Outlets. The newly completed 2-mile expansion extends the trail from Oak Ridge Road to Sand Lake Road where it meets the Orange County trail section, which extends from Sand Lake Road to Destination Parkway near the Orange County Convention Center.

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Shingle Creek Trail is a great way to explore the natural beauty of Shingle Creek Regional Park, an urban oasis at the headwaters of the Florida Everglades. The trail is a multi-use paved path that runs for 17.7 miles through Orlando and Kissimmee, connecting several parks and attractions along the way. You can hike, bike, or skate along the trail and enjoy the views of the creek.

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Steffee Family Cabin is a historic attraction in Shingle Creek Regional Park, where you can step back in time and see how a pioneer family lived in 1911. The cabin is surrounded by lush vegetation and overlooks the creek, where you can spot wildlife and enjoy the tranquility. You can also learn about the history of the area and the steamboat industry that thrived here. A fascinating and relaxing stop on your hike.

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Frequently Asked Questions

How many family-friendly hiking trails are available around Kissimmee?

There are 6 family-friendly hiking trails around Kissimmee featured in this guide, offering a variety of experiences suitable for all ages. These include 4 easy routes and 2 moderate options.

What kind of terrain can we expect on family hikes in Kissimmee?

Kissimmee's family-friendly trails generally feature flat terrain, making them accessible for various skill levels. You'll often find paths winding through lush wetland forests, pine forests, and cypress swamps, particularly along natural features like Shingle Creek. Many trails are paved or boardwalks, ensuring a smooth experience for strollers and young children.

What do other hikers say about the family-friendly trails in Kissimmee?

The family-friendly trails in Kissimmee are highly regarded by the komoot community, with an average rating of 4.6 out of 5 stars. Hikers often praise the serene natural settings, the accessibility of the paths, and the opportunities for wildlife spotting.

Are there any circular or loop trails suitable for families in Kissimmee?

Yes, there are several excellent loop trails perfect for families. For instance, the Kissimmee Loop Trail offers a moderate 8.2 km experience, while the Shingle Creek loop from Shingle Creek Station provides an easier 6.5 km option. These loops allow you to start and end at the same point, which is convenient for families.

Can we bring our dog on these family-friendly hikes?

Many trails in Kissimmee are dog-friendly, but it's always best to check specific park regulations. Generally, dogs are welcome on a leash. For example, trails within Shingle Creek Regional Park are popular for walks with leashed pets, offering plenty of space to explore together.

What natural features or attractions can we see along the trails?

Kissimmee's trails offer glimpses into diverse ecosystems. You can explore the headwaters of the Everglades along Shingle Creek, observe native Florida wildlife, and enjoy scenic views of lakes like East Lake Tohopekaliga. Some routes also pass by charming spots like Celebration Pond and Lake Rianhard at Celebration, which are great for a break.

Are there any easy, shorter hikes for families with very young children or strollers?

Absolutely! For a shorter, easy stroll, consider the Shingle Creek – Shingle Creek Trail loop, which is about 4.6 km. Many sections of the Shingle Creek Regional Trail are also paved and flat, making them ideal for strollers and toddlers. These paths offer a gentle introduction to nature without being too strenuous.

What is the best time of year to go hiking with family in Kissimmee?

The best time for family hiking in Kissimmee is typically during the cooler, drier months from late fall to early spring (November to April). During this period, temperatures are more comfortable, and humidity is lower, making for a more enjoyable outdoor experience. Summer can be very hot and humid, with frequent afternoon thunderstorms.

Is parking readily available at the trailheads?

Yes, parking is generally available at the main access points for the family-friendly trails. For example, trails within Shingle Creek Regional Park and around Kissimmee Lakefront Park typically have designated parking areas. It's always a good idea to check specific park websites for detailed parking information before your visit.

Can we reach any of these trails using public transport?

While Kissimmee has public transport options, direct access to all trailheads via public transport can be limited. However, some trails, especially those closer to urban centers like the Kissimmee Trail or sections of the Shingle Creek Regional Trail, might be accessible via local bus routes with a short walk. For more remote trails, a car is often recommended.

Are there opportunities for wildlife spotting on these family hikes?

Kissimmee's diverse ecosystems, especially around Shingle Creek and other wetland areas, provide excellent opportunities for wildlife spotting. Families can often see various bird species, turtles, and sometimes even alligators from a safe distance. Twin Oaks Conservation Area, with its boardwalks, is particularly good for observing wading birds and native plants.

Are there any playgrounds or picnic areas near the family-friendly trails?

Many family-friendly hiking areas in Kissimmee are integrated with parks that offer additional amenities. Kissimmee Lakefront Park, for instance, provides picturesque walking trails alongside playgrounds and picnic areas. Similarly, Shingle Creek Regional Park often has facilities like picnic tables and open spaces for children to play near its trailheads.

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