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United States
Florida
Orange County

Winter Park

The best traffic-free bike rides around Winter Park

4.3

(55)

448

riders

18

rides

No traffic touring cycling routes around Winter Park, Florida, traverse a landscape characterized by a network of paved trails, urban parks, and scenic routes. The region features a relatively flat terrain, making it suitable for touring cyclists. Notable physical features include the Chain of Lakes, such as Lake Virginia, Lake Osceola, and Lake Maitland, which are often visible from the trails. The area also incorporates green spaces and botanical gardens, providing varied natural and urban scenery.

Best no traffic touring…

Last updated: May 28, 2026

4

riders

#1.

Lake Highland Park – Cady Way Trail loop from Rollins Museum of Art

23.8km

01:26

50m

50m

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Popular around Winter Park

Traffic-free bike rides around Winter Park

Tips from the Community

Ag🅰via 🦥
January 18, 2026, Cady Way Trail

The trail is very well developed and leads through the suburban areas directly into downtown Orlando.

Translated by Google

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Lots of walkers, strollers, dogs on leash, bicycles, etc. on the trail around the lake. If you're on a bicycle, make it a habit to let people know you're about to pass them.

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mtm05005
January 16, 2025, Lake Underhill Path

The Lake Underhill Path is a paved trail that connects several of Orlando's parks. The trail is fully paved and flat, so it is not a challenging trail.

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mtm05005
January 16, 2025, Lake Estelle Park

Lake Estelle Park is a small park that borders the lake that shares the same name. There is a walking and biking trail that takes you through the park, as well as some benches to take a break and enjoy the view.

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mtm05005
January 16, 2025, Lake Highland Park

Lake Highland Park is a serene park on the banks of Lake Highland. It is connected to the Orlando Urban Trail and has a large grassy area and some benches.

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A historic park where you can relax

Translated by Google

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Lake Estelle Park is a small and peaceful park that offers a scenic view of Lake Estelle, a 45-acre private lake that is part of the Howell Branch Watershed. The park has a paved exercise path that runs around the lake, where you can enjoy walking, biking or running. The park is located across the street from the Orlando Art Museum and near Loch Haven Park, where you can find more cultural attractions and green spaces.

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Caro "Bandit"
January 29, 2024, Lake Susannah

Lake Susannah is a nice lake in the vicinity of busy Orlando. A trail leads from this lake to Lake Baldwin an adjacent Lake Baldwin Park in the north.

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Frequently Asked Questions

How many no-traffic touring cycling routes are available in Winter Park?

There are 23 dedicated no-traffic touring cycling routes around Winter Park. The vast majority, 22 of them, are rated as easy, making them accessible for most cyclists.

What kind of terrain can I expect on these car-free cycling routes in Winter Park?

The no-traffic touring cycling routes in Winter Park, Florida, primarily feature paved trails and urban paths. The region is known for its flatter terrain, making for a comfortable and consistent riding experience suitable for touring cyclists.

Are there any family-friendly no-traffic cycling routes?

Yes, many of the routes are ideal for families due to their easy difficulty and car-free nature. For example, the Lake Baldwin Gazebo – Lake Baldwin Park loop is a shorter, easy option at just under 9 km, perfect for a leisurely family ride.

What can I see along the no-traffic touring cycling routes in Winter Park?

Many routes offer scenic views of Winter Park's beautiful Chain of Lakes, including Lake Virginia, Lake Osceola, and Lake Maitland. You can also cycle through urban parks and green spaces. Highlights include the Cady Way Trail itself, which is a popular route, and nearby attractions like Lake Highland Park and Lake Estelle Park.

Are there any circular no-traffic cycling routes in Winter Park?

Yes, several routes are designed as loops, allowing you to start and end at the same point. A great example is the Lake Baldwin Park – Lake Baldwin Park loop, which offers a pleasant 22.5 km ride.

What do other touring cyclists enjoy most about cycling in Winter Park?

The area is highly rated by the komoot community, with an average score of 4.2 stars. Reviewers often praise the well-maintained, car-free paths and the scenic views of the lakes and urban green spaces, making for a relaxing and enjoyable ride.

Are there any routes that pass through specific parks or gardens?

Yes, routes like the Cady Way Trail – Baldwin park and bike trail loop often feature urban parks and lake views. While not directly on the routes, the city's green spaces like Central Park, Mead Botanical Garden, and Kraft Azalea Garden are easily accessible from many of the cycling paths.

What is the best time of year for no-traffic touring cycling in Winter Park?

Winter Park, Florida, offers pleasant cycling conditions for much of the year. The cooler, drier months from late fall through spring (November to April) are generally considered ideal, avoiding the peak heat and humidity of summer.

Where can I park my car when accessing these no-traffic cycling routes?

Many of the routes, especially those starting from urban parks or trailheads, offer designated parking areas. For example, routes like the Cady Way Trail – Baldwin park and bike trail loop often have parking available near their starting points, such as Winter Park High School or public park facilities.

Are there any longer no-traffic routes for more extensive touring?

While many routes are shorter, you can combine segments or explore longer loops. The Lake Highland Park – Cady Way Trail loop, for instance, covers nearly 24 km, offering a more extended ride through varied landscapes.

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