Downtown Winter Garden – West Orange Trail loop from Old Winter Garden Road and Lake Drive

Mountain biking trails

United States

Florida

Orange County

Downtown Winter Garden – West Orange Trail loop from Old Winter Garden Road and Lake Drive

Moderate

4.6

(3828)

10,616

riders

Downtown Winter Garden – West Orange Trail loop from Old Winter Garden Road and Lake Drive

03:47

72.6km

280m

Mountain biking

Moderate mountain bike ride. Good fitness required. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: August 20, 2026

Tips

Includes a segment in which cycling is not permitted

After 58.7 km for 272 m

Waypoints

Start point

Bus stop

Get Directions

10.6 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 …

Tip by

13.5 km

West Orange Trail

Highlight (Segment) • Cycleway

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, …

Tip by

17.9 km

West Orange Trail, Killarney Station

Highlight • Rest Area

they are just after the station

Tip by

30.9 km

Scenic views along Lake Minneola, the trail serves as a link in the Florida Coast-to-Coast Trail (C2C). Clermont, at the midpoint, is a designated Florida Trail Town. Along the waterfront between Clermont and Minneola is a particularly enjoyable section.

Tip by

34.5 km

Lake Hiawatha Preserve

Highlight • Natural

Lake Hiawatha Preserve is nestled up against Lake Hiawatha and Lake Minneola and encompasses 220 acres. There are a couple dog parks, playgrounds, and restrooms that you can access from …

Tip by

34.7 km

Lake Hiawatha Preserve

Nature Reserve

35.9 km

Lake Hiawatha Preserve

Highlight • Natural

Lake Hiawatha Preserve is nestled up against Lake Hiawatha and Lake Minneola and encompasses 220 acres. There are a couple dog parks, playgrounds, and restrooms that you can access from …

Tip by

54.6 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, …

Tip by

58.8 km

View of Lake Apopka from Oakland Park

Highlight • Viewpoint

Oakland Park is a tiny and unassuming public park sandwiched between a neighborhood and Lake Apopka. The paved paths are usually quiet and offer views of water pretty much the whole time.

Tip by

72.6 km

End point

Bus stop

Way Types & Surfaces

Way Types