Routes

Planner

Features

Updates

App

Get the App

Downtown Winter Garden – West Orange Trail loop from Winter Garden

Downtown Winter Garden – West Orange Trail loop from Winter Garden

Moderate

2.7

(9)

riders

Downtown Winter Garden – West Orange Trail loop from Winter Garden

03:14

73.4km

560m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: July 25, 2026

Tips

The surface for a segment of your route may not be suitable

Some segments of your route comprise a surface that may not be suitable for your chosen sport.

After 4.13 km for 180 m

Waypoints

Start point

Parking

Get Directions

562 m

Downtown Winter Garden

Highlight • Settlement

The historic town of Winter Garden holds many hidden treasures wrapped in its small town Florida charm. There are stories of train workers spitting tomato seeds into the soil and to their surprise it plants would grow even in the winter. Hence, the name: Winter Garden.

Tip by

747 m

Downtown Winter Garden

Highlight • Settlement

Tip by

1.07 km

Water Fountain at Winter Garden

Highlight • Structure

4.22 km

Lake Brim Park

Highlight • Lake

Lake Brim Park is a small neighborhood that features a fishing pier, loop path around the lake, and access to the West Orange Trail. You can also take a spur trail to the north and connect to Oakland Park, which peers over the lake.

Tip by

6.08 km

West Orange Trail

Highlight (Segment) • Trail

The West Orange Trail totals over 20 miles and is paved the entire way. The trail is normally over 10 feet wide and is really popular for flat running, walking, and biking. There are a bunch of different trailheads, so you can start your tour from a number of different places.

Tip by

9.14 km

West Orange Trail, Killarney Station

Highlight • Rest Area

they are just after the station

Tip by

29.4 km

Sugarloaf Mountain Road

Highlight (Segment) • Cycleway

Sugarloaf Mountain Road in Orange County, Florida, is a favorite among local cyclists looking for elevation in an otherwise flat state. Winding through the rolling hills near Clermont, it leads to the highest point in peninsular Florida—Sugarloaf Mountain, at 312 feet. The road offers steep climbs (by Florida standards), fast descents, and scenic views of citrus groves, open fields, and lakes in the distance. It’s a popular route for road cyclists and training rides, with light traffic but no dedicated bike lanes—so ride with caution. Pair it with nearby roads like North Ridge and Frank Jarrell for a hilly loop.

Tip by

66.6 km

West Orange Trail

Highlight (Segment) • Cycleway

Tip by

73.4 km

End point

Parking

Way Types & Surfaces

Way Types

44.5 km

26.7 km

1.90 km

177 m

153 m

104 m

Surfaces

65.3 km

7.22 km

665 m

176 m

155 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (90 m)

Lowest point (20 m)

Weather

Today

Thursday 30 July

31°C

24°C

90 %

Additional weather tips

Max wind speed: 17.0 km/h

to get more detailed weather forecasts along your route

Comments

Want to know more?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Navigate

Send to Phone

Save

Edit route

Download GPX

Move start point

Embed on a website

Report an Issue

Report restricted access

Nearby routes

Easy

Lakes loop

01:50h

43.1km

70m

Easy

Lake Dora loop

01:47h

43.6km

170m

Easy

5.0

Lake Baldwin Park loop

01:06h

25.2km

40m

Moderate

Cross Seminole Trail loop

04:16h

106km

170m

Moderate

Lake Apopka Loop

04:39h

115km

560m

Moderate

College Park loop

02:07h

53.4km

130m

Moderate

Lake Monroe loop from Lockhart via Seminole Wekiva Trail

04:23h

105km

210m

Moderate

4.9

293

Downtown Winter Garden – West Orange Trail loop from Clermont Park & Ride

02:17h

55.4km

270m

Moderate

4.9

251

West Orange Trail – South Lake Trail loop from Chapin Station

02:20h

56.5km

280m

Moderate

4.8

225

West Orange Trail – Downtown Winter Garden loop from Winter Garden

02:07h

51.6km

170m

Moderate

4.9

153

Lake Hiawatha Preserve – South Lake Trail loop from Johns Lake Road

02:23h

53.1km

330m

Easy

4.8

143

Downtown Winter Garden – West Orange Trail loop from Winter Garden

01:22h

32.7km

150m

Downtown Winter Garden – West Orange Trail loop from Winter Garden

Downtown Winter Garden

Downtown Winter Garden

Water Fountain at Winter Garden

Lake Brim Park

West Orange Trail

West Orange Trail, Killarney Station

Sugarloaf Mountain Road

West Orange Trail

Nearby routes

Sign up or log in to keep exploring this route

We value your privacy ⛰️

We value your privacy ⛰️