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Review & FAQ:
The Cady Way Trail is a 6.5-mile multiuse rail trail that is popular for hiking, jogging, mountain biking, and other recreational activities. The trail was created along the abandoned roadbed of the East Florida & Atlantic Railroad and traverses Baldwin Park that extends from the Fashion Square Mall in Orlando to Cady Way Park. The trail passes a pastoral golf course and the spectacular homes of Winter Park and joins a network of existing walking, hiking, and biking trails in the area. Parts of the trail feature architectural elements reminiscent of pre-1940s Central Florida, as well as an oak-tree canopy that provides welcome shade on certain portions of the trail.
Cady Way Trail, Winter Park, FL 32792
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Rating: ⭐⭐⭐⭐⭐
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