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Bike touring routes & trails

Downtown Winter Garden – West Orange Trail loop from Montverde

Bike touring routes & trails

Downtown Winter Garden – West Orange Trail loop from Montverde

Moderate

4.9

(3433)

16,604

riders

Downtown Winter Garden – West Orange Trail loop from Montverde

02:58

50.6km

270m

Cycling

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: August 7, 2026

Waypoints

A

Start point

Parking

1

12.5 km

Picnic Shelters at Waterfront Park

Highlight • Rest Area

Camping is not permitted in this area. However, there are several shelters from storms and sun.

Tip by

2

26.3 km

West Orange Trail, Killarney Station

Highlight • Rest Area

they are just after the station

Tip by

3

33.0 km

Scenic Street in Winter Garden

Highlight • Settlement

4

33.6 km

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

5

33.7 km

First Baptist Church of Clermont

Highlight • Religious Site

6

33.8 km

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

7

38.2 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

8

41.8 km

West Orange Trail – Killarney Station

Highlight • Rest Area

Friendly place. If you are a C2C thru cyclist, they will take your pic and post it.

Tip by

B

50.6 km

End point

Parking

Way Types & Surfaces

Way Types

38.7 km

10.6 km

922 m

190 m

132 m

< 100 m

Surfaces

45.0 km

4.73 km

726 m

120 m

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Elevation

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

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Weather

Powered by Foreca

Today

Tuesday 13 October

31°C

21°C

0 %

Additional weather tips

Max wind speed: 10.0 km/h

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Downtown Winter Garden – West Orange Trail loop from Montverde

02:58h

50.6km

270m