Stretching from Orlando’s densely populated outskirts to the sleepy bedroom communities of Oviedo, Winter Springs, and Lake Mary, the Cross Seminole Trail provides crucial residential links in this automobile-dominated region. Throughout the day you’ll encounter locals using it to get around town or simply for exercise. The trail comprises three separate sections that will eventually connect to create an impressive 23-mile continuous trail. These open sections total some 22 miles already and connect to other area rail-trails: the 14-mile Seminole Wekiva Trail to the west and the 6-mile Cady Way Trail to the south.
The 6.4-mile southern section starts on the northeast corner of the Aloma Avenue/Howell Branch Road intersection on the Seminole/Orange county line. (Signs for the Cady Way Trail mark the opposite corner.) This section follows Aloma Avenue northeast though a largely urban setting, coming to an end at Central Boulevard in Oviedo, four blocks from the start of the second section.
The second section extends northwest from downtown Oviedo to Winter Springs. From the intersection of Railroad Street and North Central Avenue, you'll enter a pleasant wooded area and wend through several quiet, upscale neighborhoods. After 3.5 miles you'll reach the Black Hammock Trailhead, which offers the only sufficient parking along this section. There is a beautifully constructed concrete pedestrian bridge that crosses Route 434. From there, the trail passes Winter Springs High School and Central Winds Park, Seminole County's premier public park, as it threads through peaceful neighborhoods.
The third section starts at the end of Old Sanford-Oviedo Road in Winter Springs and runs 3 miles along a utilities throughway and through Soldier's Creek Park. The trail crosses U.S. Highway17/92 via a nice overpass and ends at Big Tree Park in historic Longwood.
The final 4 miles of the trail are quite different from the rest. The largely urban path parallels busy Reinhart Road in Lake Mary for much of its length. Headed south from Route 46A to Greenwood Boulevard, you'll follow a bustling business corridor with many road crossings. If you need a break from high-volume traffic once you reach trail's end, simply hop on the connecting spur to the Seminole Wekiva Traill on the west side of Reinhardt Road at the Oakland Hills Circle intersection.
Directions from downtown Orlando: To reach the Aloma Avenue trailhead, take State Route 436 to Aloma, drive east about 1.6 miles, and look for the park sign on the right.
To reach the Black Hammock trailhead, take SR 408 east to the Central Florida Greenway and head north toward Oviedo/Winter Springs. Exit at westbound SR 434/Sanford Oviedo Road and take the first left into the well-marked parking lot.
To reach the Layer Elementary School trailhead, follow the above directions to Black Hammock, but continue west another four miles on SR 434/Sanford Oviedo Road. Turn right on SR 419, then right again at Layer Elementary School. The trail will be on your right.
To reach the Lake Mary trailhead, take I-4 east to the Lake Mary Boulevard exit. Head east on Lake Mary about 1 mile to Reinhart Road; the trailhead is on the northeast corner.
Seminole County Trails & Greenways
520 West Lake Mary Blvd., Suite 200
Sanford, FL 32773