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After 30 years of planning, the first segment of the Shingle Creek Regional Trail opened in Kissimmee in November 2016. The paved trail startled with humble beginnings of just over 1 mile, beginning near Steffee Landing, south of US Highway 192, and running past the Osceola County Welcome Center and Historical Museum to end at Pioneer Village, with the route is shaded by a dense canopy of cypress trees. As of 2021, however, over 17 miles of this planned 32-mile regional trail are now open for trail users of all stripes to enjoy.
In Orlando, a lengthy segment of the trail is complete between Eagle Nest Park - including a loop around the lovely waters of Lake Fran - and Destination Parkway seven miles to the south. The segment's southern end begins along an isolated, shady corridor, heading north into more suburban surrounds at W. Oak Ridge Road in southwest Orlando, where it parallels the roadway heading east, bordering a large shopping complex before turning north at Millenia Boulevard. The trail crosses under I-4 and then parallels Vineland Road a short distance before it takes a northwest turn into a quiet residential neighborhood away from the street. As the trail approaches its northern end, it parallels President Barack Obama Parkway up to Eagle Nest Park, where picnic pavilions, ball fields, restrooms, and other amenities are available.
In Kissimmee, the trail runs around almost the entirety of the city's west and south sides, from just south of Osceola Parkway to the city's Kissimmee Lakefront Park. Portions of the route along Hoagland Boulevard consist of narrower, less scenic sidepath, while a major gap still exists between the trail's terminus in the park and the rest of the route.
Parking is available at the Osceola County Welcome Center (4155 W. Vine St., Kissimmee). On the northern trail segment, parking is available in Eagle Nest Park (5165 Metrowest Blvd., Orlando).
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