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Updated: 07/27/2015

Cady Way Trail... Orlando/Winter Park Biking

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The 7.5 mile urban Cady Way Trail runs from the Seminole County line at Howell Branch/Hall Road (where it connects with the 23-mile Cross Seminole Trail, over a bridge at busy SR436, to Winter Park's Cady Way Park. Passing Baldwin Park, it continues to Fashion Square Mall (the previous ending point), then on to the trail end at Lake Druid Park (segment opened in 2012). (More photos, detailed map, and commentary below.

This Central Florida biking trail passes through various urban and suburban areas, some industrial areas, and parks, with a link to the planned community of Baldwin Park. An on-road route to the Orlando Urban Trail has been mapped out. There are shelters, benches, and water fountains located along the trail. Oak canopy over some portions help keep it cool.


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Location: Orange County (Orlando, Winter Park)
End Points: Orlando to Winter Park, link to Cross Seminole Trail; planned link to Little Econ Greenway.
Mileage: 7.5 miles
Surface: Asphalt, 12'
Trailheads/Parking: McCullough Road (behind Orlando Fashion Square); Cady Way Park (Winter Park); Goldenrod Park. (See detailed map, left)
Bike Shops/Rentals: Orlando, Winter Park (see links above right)
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.

COMMENTARY and BOBCAT'S PHOTO GALLERY (hover over photo for larger view)

Comments by Mudfish: The links to the Cross Seminole Trail (west) and Baldwin Park (east) make this a "Destination" trail. The long straight-away bridge over SR 436 is a fun change-of-pace (and work-out) for old Florida flatlanders. Downtown Baldwin Park offers food, drink.
Start of Cady Way Trail - Connection to Cross Seminole Trail
Cady Way Trail starts and connects to the Cross Seminole Trail where Aloma Avenue (SR426) crosses Hall Road/Howell Branch Road. This is very busy crossing, need to cross two roads to go from trail to trail. An overpass (or tunnel) would be a good addition!
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Trail at Hall Rd. Cross Seminole Trail starts diagonally across the road This crossing needs a an overpass or tunnel!
Goldenrod Trailhead to Cady Way Park
From the start of the trail at Hall Road/Howell Branch is a short ride to Goldenrod Park (parking, restrooms, water, playground). Then the trail goes through a more commercial area, across SR551 and Forsyth Road to the 685 foot bridge spanning busy SR436.   From the bridge, the trail gets more scenic, going through a Winter Park residential area to arrive at Cady Way Park (parking, water, restrooms, picnic, playing fields, tennis, pool).
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Between Goldenrod Park and Hall Rd/Howell Branch Trail behind
Goldenrod Park
Goldenrod Park Trailhead Trail at SR551 Crossing at SR551
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Crossing at Forsyth Rd. Trail between bridge and Forsyth Looking from bridge toward Forsyth Bridge over 436
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Between Cady Way Park and SR436 bridge Cady Way Park in Winter Park Parking at
Cady Way Park
Cady Way Park to Baldwin Park
A quiet, residential section with more trees and some of the best shaded areas of the trail.
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Road crossing at
Cady Way Park
Between Cady Way Park and Baldwin Park
Baldwin Park to Fashion Square
There are two links into Baldwin Park, at Lake Baldwin Lane and at Baldwin Park St. Also at Baldwin Park St. 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). Leaving Baldwin Park is a spur that leads to SR50 and Orlando Executive Airport. The trailhead is located behind Fashion Square Mall at McCullough Road.
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Entrance to Baldwin Park at Baldwin Park St. Start of Little Econ Greenway at Baldwin Park St. (to SR 436, eventual link to LEG at
Forsyth Rd.)
Cat shelter along
trail behind
Baldwin Park
Trail behind Baldwin Park
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Trail link into Baldwin Park (Lake Baldwin Lane at Roush Rd.) Spur to SR50 and Orlando Executive Airport Between Baldwin Park and Fashion Square Trail at Fashion
Square trailhead
Trailhead behind Fashion Square
Fashion Square to Druid Lake Park
New section of trail (completed in early 2012) moved the start of the Cady Way Trail to Druid Lake Park, eventually to be opened as a mountain bike course. This section runs from Fashion Square Mall to the business park along Maguire Blvd. and Warehouse Road, and through portions of the former Orlando Naval Training Center.
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Leaving the Fashion Square trailhead, the trail winds around a retention pond and through the parking lot to McCullough Road Along Maguire Blvd. Maguire Blvd. crossing onto Warehouse Road
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Warehouse Road Turn off Warehouse Road,
toward Lake Druid Park
Trail at
Lake Druid Park
Lake Druid Park
Lake Druid Park to Orlando Urban Trail
An on-road route has been mapped out from Lake Druid Park to the Orlando Urban Trail at Ferris Avenue. Signs along the roadway mark the route.
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More information on the Cady Way Trail (links open in new window):

- Orange County Parks & Recreation - Cady Way Trail
- Orange County Parks & Recreation - Cady Way Trail Brochure (.pdf)

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