Cady Way Trail

Trail Map

Description Suggest an Edit

The Cady Way Trail runs from the intersection of Aloma Avenue and Howell Branch Road/Hall Road (just east of Goldenrod Park in Goldenrod) west and south to Colonial Town Center (Fashion Square Mall) in Orlando. At the northern terminus, you can cross the road and pick up the Cross Seminole Trail.

The Cady Way Trail provides an excellent way for cyclists and pedestrians to link neighborhoods with shopping and business districts. The trail includes mirrors at blind corners and bridges over busy road crossings.

Parking and Trail Access

Parking is available at three main places:

Cady Way Park in Winter Park, FL. From SR 436 (Semoran Blvd), turn west on to SR 426 (Aloma Avenue) heading toward Winter Park. Proceed to Ranger Blvd. Turn south (left). Proceed to Cady Way and turn west (right) into the park.

Fashion Square Mall in Orlando, FL. From Interstate 4 in downtown Orlando, exit on SR 50 (Colonial Drive) and proceed east approximately 2.5 miles to Herndon Avenue; turn left. The trailhead is 0.5 mile north, adjacent to the Fashion Square Mall and the Post Office.

Winter Pines Golf Course: 950 South Ranger Boulevard, Winter Park; (407) 671-3172

Contact Information:
Orange County Parks and Recreation Department
4801 W. Colonial Drive
Orlando, FL 32808
(407) 836-6200


Suburban Bustle

   November, 2013 by cindy elia

I have enjoyed my rides along the trail, mostly due to the parks along the way which provide the only true green space along this paved, well maintained path. It is too suburban and busy for my top ratings. Personally, I prefer a rural, scenic ride, although more

Three Trail Traverse

   June, 2013 by h2ojunkie

I started my skate today on Cady Way Trail in Winter Park at Cady Way Park. I was really not expecting good skating conditions after the storm we had last night, but Cady Way Trail turned out to be quite a surprise. I was debating on using the connector more

Very nice local trail

   May, 2013 by mick_nm

I ride the Cady Way trail frequently. It is a very nice, urban trail. It is well cared for, and convenient to reach via bike routes from downtown Orlando. There are good food options at the southern end at the Fashion Square Mall, as well as with a little more