The paved trail passes through downtown Oakland, Winter Garden, and Apopka with most of its length built on old railroad alignments.

There are four main stations on the West Orange Trail, each providing parking, restroom facilities, bike racks and drinking fountains.

Parking possibilities are also provided at seven outposts located in between the stations, some with drinking fountain and portable toilet.

[1] The trail runs east towards downtown Oakland over the former Orange Belt Railway where it crosses the Florida Turnpike on a converted railroad bridge.

From Oakland to Winter Garden, the Orange Belt Railway and the Tavares and Gulf Railroad ran right next to each other; the trail uses both rights-of-way.

The Apopka-Vineland Outpost is located before the trail joins the Apopka-Vineland Road heading north, where it stays along its west side for about 550 feet (170 m) and then makes a sudden right, crossing the road to connect to a different railroad grade, the old Florida Midland Railroad, which then heads northward.