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The 7.5 mile Cady Way Trail runs from the Seminole County line at Howell Branch/Hall Road, over a bridge at busy SR436, to Winter Park's Cady Way Park. Skirting Baldwin Park, it continues to Orlando's Fashion Square Mall, then on to the trail end at Lake Druid Park. There are shelters, benches, and water fountains located along the trail. Oak canopy over some portions help keep it cool. (Detailed map and photos below.)
Cady Way Trail Map
Location: Orange County (Orlando, Winter Park)
End Points: Aloma Ave. at Hall Road/Howell Branch Rd. (Goldenrod) to Lake Druid Park (Orlando)
Mileage: 7.5 miles (includes 1 mi. extension to Lake Druid Park)
Surface: Asphalt, 12'
Trailheads/Parking: Lake Druid Park, McCullough Road (behind Orlando Fashion Square); Cady Way Park (Winter Park); Goldenrod Park. (See map)
Nearby Points of Interest: City of Winter Park: Morse Museum featuring Tiffany art, Rollins College, Albin Polasek Sculpture Museum. City of Orlando: Orlando Museum of Art, Orlando Science Center
The links to Orlando, Winter Park, Baldwin Park and Seminole County make this a "Destination" trail. At its northern end, the trail connects with the 23-mile Cross Seminole Trail, which connects to the 17-mile Seminole Wekiva Trail (part of the Florida Coast-to-Coast Trail). A future link will connect to the Little Econ Greenway. An on-road route to the Orlando Urban Trail has also been mapped out. The long straight-away bridge over SR 436 is a fun change-of-pace (and work-out) for us Florida flatlanders. A short spur connects the Cady Way Trail with the Lake Baldwin Trail - stop at Baldwin Park Village for food and drink.
Cady Way Trail starts at and connects to the Cross Seminole Trail where Aloma Avenue (SR426) crosses Hall Road/Howell Branch Road. From the start of the trail at Hall Road/Howell Branch is a short ride along Aloma Avenue to Goldenrod Park (parking, restrooms, water, playground, recreation center). Goldenrod Road and Palmetto Ave. are busy intersections, be careful crossing.
Three busy intersections are between Goldenrod Park and the SR436 bridge: Goldenrod Road, SR551, and Forsyth Road. This section of the trail is mostly past apartments and industrial area. MM 1.9 is located just as you reach the top of the 685' trail bridge spanning busy SR436.
After crossing the bridge, the trail gets more scenic and tree-lined, going through a Winter Park residential area to arrive at Cady Way Park.
Cady Way Park has (parking, water, restrooms, playground, picnic, playing fields, tennis, pool) (MM 2.7). A cycle track links to Brookshire School and Showalter Field. Continuing to Perth Lane on the cycle track, connect to the Ward Park Loch Lomond Trail that winds through Ward Park.
From Cady Way Park to Baldwin Park is a quiet, residential section with more trees and some of the best shaded areas of the trail. At the Baldwin Park Rd. (MM 4.1), a spur to the right goes one block to the Lake Baldwin Trail, and to the left is the start of the Little Econ Greenway (this segment ends at SR436, a gap needs to be completed to the LEG at Forsyth Road). Warning lights and activation buttons at busy crossings along this section are a bonus.
Continuing around Baldwin Park (Cady Way Trail skirts the community, not through it), another spur at Lake Baldwin Lane (MM 5.8) leads to the Lake Baldwin Trail.
Crossing Lake Baldwin Lane at Roush Road, the trail continues to skirt Baldwin Park, passing Lake Gear to Bennett Road.
Across Bennett Road, continue to the trailhead at McCullough Avenue next to the Urbon Apartments and across from Fashion Square Mall. Then, follow McCullough to Maguire Blvd. - when the Fashion Square property is eventually redeveloped, a trail path will be built along the south side of McCullough. Note: there are only 3 parking spaces at the trailhead, however parking is allowed in the parallel parking spots along Fox St. next to the apartments. (Updated: October 2019)
The trail runs along Maguire Blvd. next to the Fashion Square Mall, crosses Maguire at Woodcock Road and then turns onto Warehouse Road, ending at Lake Druid Park where riders can check out Orlando's first mountain bike park (see more below).
Lake Druid Park has parking, restrooms, a community garden, and a dog park. The mountain bike park has both pump track and single track. (Updated: December 2020)
An on-road route has been mapped out from Lake Druid Park to the Orlando Urban Trail at Lake Highland Drive and Ferris Avenue. Signs, "sharrows" and bike lanes along the roadway mark the route. The Bumby Path crosses along Illinois St., 1 mile from SR50 (south) to Corrine Drive (north).
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