Map of the Cady Way Trail


Cady Way Trail

Cady Way Trail Florida map area

Cady Way Trail


6.4 miles




Winter Park, Orlando


Colonial Town Center, Baldwin Lake, Ward Park,


Baldwin Lake
Cross Seminole Trail
Lake Susannah Trail


Regional Trails

The Cady Way Trail is a 6.4-mile long paved trail located in Winter Park to the northeast of Downtown Orlando in Central Florida. The trail was constructed along an abandoned railroad corridor and extends between Colonial Town Center and Howell Branch Road. The route includes commercial areas and residential neighborhoods. The trail wraps around Lake Gear, Lake Susannah and Lake Baldwin, goes past Winter Pines Golf Course and Ward Park.

At its north end, the Cady Way Trail meets up with the Cross Seminole Trail, a 23-mile long paved path that jogs through the northern areas of the Orlando metropolitan area as far north as the community of Lake Mary.


The Cady Way Trail is pave the entire route. There are numerous street crossings. The trail is open for bike riding, walking and running.


The Cady Way Trail is located in Winter Park, just to the northeast of the Downtown Orlando area.

Points of Interest

The Cady Way Trail goes past the following points of interest:

Lake Gear
Winter Pines Golf Course
Brookshire Elementary School
Winter Park High School
Ward Park
Cady Way Pool
Aloma Elementary School
Nearby Trails

Lake Susannah Trail: the two trails intersect at Lake Baldwin Boulevard to the north of Roush Avenue.

Baldwin Lake Trail: the Cady Way Trail wraps around Baldwin Lake and the trail around the lake can be accessed from Baldwin Park Street.

Cross Seminole Trail: the northeast end of the Cady Way Trial meets the Cross Seminole Trail at the intersection of Aloma Avenue and Howell Branch Road in Winter Park.

End Points

The southwest end of the Cady Way Trail is located to the west of Bennett Road to the north of E. Colonial Drive in Winter Park.

The northeast end of the trail is located at the intersection of Aloma Avenue and Howell Branch Road in Winter Park.


Following are links to official off-site resources to find out more details about the Cady Way Trail in Winter Park, Florida.