The 10-mile Kissimmee Loop Trail, the Shingle Creek Regional Trail from Lakefront Park, the lakeside link to Brinson Park and where to park and paddle.

Last checked Oct. 9, 2026. Sources: the City of Kissimmee’s Trails and Bike Paths, Kissimmee Loop Trail, Shingle Creek Regional Trail and Brinson Park pages, and Osceola County’s Shingle Creek Regional Park and park rules pages.

Kissimmee has two signature trails: the 10-mile Kissimmee Loop Trail through the city’s neighborhoods, and the shaded Shingle Creek Regional Trail, which starts at the lakefront downtown and follows Shingle Creek. A short lakeside path links Brinson Park to Kissimmee Lakefront Park, and Shingle Creek itself can be paddled.

Trails at a glance

Trail Length Start points Surface and shade
Kissimmee Loop Trail 10-mile loop Connects to Oak Street Park, 717 N. Palm Ave., and other city parks Urban, through neighborhoods and shopping areas
Shingle Creek Regional Trail (city section) Lakefront Park to Shingle Creek Regional Park Kissimmee Lakefront Park, 201 Lakeview Drive Well shaded, along the creek
Lakefront link Brinson Park to Lakefront Park Brinson Park, 406 Neptune Road Paved, along Lake Tohopekaliga
Shingle Creek paddle About 2 miles Babb Landing; Steffee Landing Water

City Parks and Recreation: 407-518-2501, parks@kissimmee.gov. County parks: Parks@osceola.org.

Kissimmee Loop Trail

The city’s Kissimmee Loop Trail is a 10-mile loop through the urban core for walkers, cyclists and runners. The city lists:

  • A route through neighborhoods and around shopping areas, past local parks and historic landmarks
  • A bridge over John Young Parkway
  • Easy connections to schools and to Oak Street Park and Community Center, 717 N. Palm Ave.
  • A connection to the Shingle Creek Regional Trail

The city posts a downloadable trail map on the same page.

Shingle Creek Regional Trail

The city section of the Shingle Creek Regional Trail runs from Kissimmee Lakefront Park to Shingle Creek Regional Park, with stops at:

  1. Kissimmee Lakefront Park, 201 Lakeview Drive (start)
  2. Ruba Park: 16 acres of wilderness, hiking trails and a pavilion, according to the county
  3. Steffee Landing: bike, canoe, kayak and paddleboard rentals, and the Steffee Homestead, built in 1911
  4. The Babb property: the 160-acre Pioneer Village at Babb Landing, with historic buildings
  5. Lancaster Ranch Park, 1881 Jack Calhoun Drive

The city describes it as well shaded, running along Shingle Creek, with kayak access and walking trails. Osceola County says that when it is finished, the regional trail will run 32 miles from Kissimmee to Wekiva Springs State Park in Seminole County.

Paddling Shingle Creek

Shingle Creek begins in Orlando and winds 23 miles into Lake Tohopekaliga; the county calls it the northernmost headwaters of the Everglades. In Shingle Creek Regional Park, 925 S. Bass Road, the creek can be paddled for about 2 miles from Babb Landing, with a second access point at Steffee Landing. Marsh Landing has a public canoe and kayak launch with ADA-accessible restrooms and deck, open sunrise to sunset. Look for remnants of the 1890 Florida Midland Railroad crossing just south of U.S. 192.

Brinson Park, 406 Neptune Road, is a small park on Lake Tohopekaliga with a fishing pier, restrooms, picnic tables and grills. Its paved trail leads to Kissimmee Lakefront Park. Park in the small lot along Neptune Road, or across the street if it is full. Open dawn to dusk.

Rules and tips

  • Hours: city and county parks are generally open dawn to dusk unless posted.
  • Dogs: leashed at all times in county parks; see our dog-friendly Kissimmee guide.
  • Shade and water: the city calls the Shingle Creek trail well shaded; on any trail, bring water and sun protection.
  • History stop: the Osceola County Welcome Center and History Museum, 4155 W. Irlo Bronson Highway, 407-396-8644, covers Shingle Creek’s natural history.

Related: parks and trails, getting around Kissimmee and free things to do.

Frequently asked questions

How long is the Kissimmee Loop Trail?

The city says the Kissimmee Loop Trail is a 10-mile loop through the city’s core, with a bridge over John Young Parkway, links to schools and Oak Street Park and a connection to the Shingle Creek Regional Trail.

Where does the Shingle Creek Regional Trail start in Kissimmee?

The city’s section runs from Kissimmee Lakefront Park, 201 Lakeview Drive, to Shingle Creek Regional Park, with stops at Ruba Park, Steffee Landing, the Babb property and Lancaster Ranch Park.

Can I rent a kayak or bike on Shingle Creek?

Yes. Osceola County says bike, canoe, kayak and paddleboard rentals are available at Steffee Landing in Shingle Creek Regional Park. The creek can be paddled for about 2 miles from Babb Landing.

Where can I park for the lakefront trail?

Brinson Park, 406 Neptune Road, has a small lot along Neptune Road, with more parking across the street, and its trail leads to Kissimmee Lakefront Park.