Overview
Stretching from Orlando’s densely populated outskirts to the sleepy bedroom communities of Oviedo, Winter Springs, and Lake Mary, the 29.4-mile Cross Seminole Trail provides crucial residential links in this automobile-dominated region. Throughout the day it's often enjoyed by locals using it to get around town or simply for exercise.
About the Route
The southern end of the trail starts on the northeast corner of the Aloma Avenue/Howell Branch Road intersection on the Seminole/Orange county line. (Signs for the Cady Way Trail mark the opposite corner.) The trail follows Aloma Avenue northeast though a largely urban setting, coming to Oviedo Boulevard in Oviedo, where there is a short gap in the trail. The trail picks up again in about four blocks to the west on N Central Ave.
The trail extends northwest from downtown Oviedo to Winter Springs. From the intersection of Railroad Street and North Central Avenue, it enters a pleasant wooded area and wend through several quiet, upscale neighborhoods. After 3.5 miles, it reaches the Black Hammock Trailhead, which offers the only sufficient parking along this section. There is a beautifully constructed concrete pedestrian bridge that crosses Route 434. From there, the trail passes Winter Springs High School and Central Winds Park, Seminole County's premier public park, as it threads through peaceful neighborhoods.
From Old Sanford-Oviedo Road in Winter Springs, the trail runs 3 miles along a utilities throughway and through Soldier's Creek Park. The trail crosses U.S. Highway17/92 via a nice overpass and comes to Big Tree Park in historic Longwood.
The northern 4 miles of the trail are quite different from the rest. The largely urban path parallels busy Reinhart Road in Lake Mary for much of its length. Headed south from Route 46A to Greenwood Boulevard, it follows a bustling business corridor with many road crossings. For a break from high-volume traffic, simply hop on the connecting spur to the Seminole Wekiva Trail on the west side of Reinhardt Road at the Oakland Hills Circle intersection.
Nearing its northern end, the trail connects with the Sanford Riverwalk, which heads east along the edge of Lake Monroe. Crossing St. Johns River to end at Lake Monroe Park (975 S Charles Richard Beall Blvd, DeBary), the Cross Seminole Trail also connects with the Spring to Spring Trail.
Connections
At its northern end in DeBary, the trail connects to the Spring to Spring Trail.
At the intersection of Rinehart Rd and Postal Dist. Ctr. in Lake Mary, the trail links to the Seminole Wekiva Trail via a connecting spur.
At its southern end in Winter Park, the trail connects to the Cady Way Trail.
The Cross Seminole Trail runs between Lake Monroe Park (975 S Charles Richard Beall Blvd, DeBary), where parking is available, and the intersection of Aloma Ave & Hall Rd (Winter Park).
Parking is also available at:
There are numerous parking options along the route, visit the TrailLink map for all parking options and detailed directions.
Been walking the trail for seven years and trail is becoming more and more popular for homeless camps in the woods. Witnessed a man beating a girl. Had a man pushing a shopping cart screaming at me telling me I am walking the wrong direction. More and more trash along the trail and food on benches . All good things come to an end.
I began near the middle at Soldier's Creek Park. I erred in heading northwest with the goal of connecting to the Sanford Riverwalk. Although I made the connection (and loved the riverwalk next to Lake Monroe, I had to ride primarily on sidewalk/trail adjacent to busy roads and commercial districts. The green cross walks and occasional sign aided in following the trail, but I still ended up missing a couple of turns and needed to double back. I am surprised I didnt collide with any cars crossing into offices and stores along the way.
When I made it back to the park (mm 15.5 or so), I continued southwest and found it to be a terrific ride. Few cross streets, open riding and much more interesting scenery. Primarily residential, there were a number of parks, woods, creeks etc along the way. Unfortunately I was running low on sunlight and wasn't able to get to the end in that direction.
I heartily endorse riding this end of the trail. Save the northern end for Sundays or low car volume days.
We rode this trail December 16&17, 2022,
Day#1. I got confused and parked at Gemini Springs Park instead of Gemini Springs South Trailhead. Worked out OK-rode sidewalk about 1.5 miles and joined up with trail. Immediately you cross a bridge over the water and take a right turn to start the trail. If you just go straight you start on the Sanford River Walk. Thats really better! Great ride along the edge of the lake. We did about 5 miles on the true trail. Not really fun. Lots of street and business driveway crossings. Unless you need to be there I would skip this part of the trail.
Day#2. Parked at Greenwood Lakes park on Greenway Blvd. Rode the trail for 10 wonderful miles thru Big Tree park and the Preserve. Just beautiful. Turned around at the Howell Creek Bridge Trestle. There were two street crossings but there were trail signs! So helpful! Other than that all nature and the trail in great shape.
Decided to travel to this side of the state to try out the paved bike trails in Seminole, Orange & Volusia counties & we started with the Cross Seminole Trail at the Big Tree Park trailhead. We rode down to The Cady Way trailhead and then back which gave us about 36.85 miles for the day. A lot of intersections to cross so be careful! Stop in Winter Springs for a cool drink!
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