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Road cycling routes
United States
Florida
Orange County

Maitland

The best road cycling routes around Maitland

4.9

(54)

816

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56

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Road cycling around Maitland features an expanding network of dedicated bike paths, bike lanes, and multi-use trails. The terrain includes diverse landscapes, often traversing through scenic parks, residential areas, and commercial districts. Routes frequently offer views of serene lakes and passages along canals, connecting various green spaces and points of interest.

Best road cycling routes around Maitland

  • The most popular road cycling route is Lakes loop — Eatonville, a 26.8 miles (43.2 km) trail that takes 1 hour 50…

Last updated: July 22, 2026

9

riders

#1.

Lakes loop

43.1km

01:50

70m

70m

The Lakes loop offers a delightful and accessible road cycling experience through the Orlando area, perfect for a leisurely ride. You'll glide along mostly well-paved paths, enjoying views of Lake…

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2

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The Cross Seminole Trail loop offers a fantastic opportunity for road cycling enthusiasts to explore a significant portion of Seminole County's multi-use trails. This moderate route spans 65.9 miles (106.0…

Moderate
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Popular around Maitland

Hiking around Maitland

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Cycling around Maitland

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.

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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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Update from March 2025: Many fences have now been replaced with new, unpainted ones. They had weathered or fallen victim to storms.

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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

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Andrus
September 16, 2024, Seminole Bridge

The Seminole Bridge takes cyclists and pedestrians safely over the Florida National Scenic Trail, also known in this part as the Seminole Trail. Pass over the busy highway 4 and enjoy Oval Park on the west end of the bridge.

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Some of the works of art are a bit weathered, but that doesn't detract from the experience. Simply great 👏

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The Seminole Wekiva Trail is a 14-mile multiuse trail. It is a fully paved trail and is part of the Florida National Scenic Trail. The trail is flat, so it is not a difficult ride. This section takes you into Lake Mary. It takes you next to some nice small lakes and ponds.

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Frequently Asked Questions

How many road cycling routes are available around Maitland?

Maitland offers a wide selection of road cycling routes, with over 50 options to explore. These routes traverse diverse landscapes, including dedicated bike paths, bike lanes, and multi-use trails.

What kind of terrain can I expect on road cycling routes in Maitland?

Road cycling in Maitland features varied terrain, from dedicated bike paths and lanes to multi-use trails. Routes often weave through scenic parks, residential areas, and commercial districts, frequently offering views of serene lakes and passages along canals. You'll find a mix of urban and natural settings.

Are there easy road cycling routes suitable for beginners in Maitland?

Yes, Maitland has plenty of easy road cycling routes, with over 30 options designed for less experienced riders or those seeking a relaxed pace. An example is the Lakes loop — Eatonville, which is rated as easy and offers pleasant views.

What are some scenic highlights or landmarks I can see while cycling in Maitland?

Maitland's cycling routes often feature beautiful natural and cultural highlights. You can enjoy serene lake views at places like Lake Lily Park, Lake Minnehaha, and Lake Maitland. Routes also pass through green spaces such as Maitland Community Park and Covered Bridge Park. For cultural interest, the Maitland Art Center and Waterhouse Residence Museum are notable landmarks in the city.

Are there any routes that connect to larger regional trail networks?

Yes, Maitland's cycling network provides excellent connectivity to regional trails. The Cross Seminole Trail loop — Apopka is a prime example, utilizing a significant regional trail for extended cycling opportunities. The Cady Way Trail is another 7.5-mile paved multi-use pathway that connects to Maitland's routes.

Are there any challenging road cycling routes for experienced riders?

While Maitland is known for its accessible routes, there is at least one route categorized as difficult for those seeking a greater challenge. Many moderate routes, such as the Seminole Bridge – Paint the Trail Artwork loop from Winter Park, also offer longer distances and varied terrain to test your endurance.

What do other road cyclists enjoy most about cycling in Maitland?

The road cycling routes around Maitland are highly rated by the xenvaroqil.infomunity, with an average score of 4.8 stars from over 40 reviews. Cyclists often praise the expanding network of dedicated paths, the scenic views of lakes and parks, and the diverse landscapes that make for an engaging ride.

Are there any circular road cycling routes in Maitland?

Many of Maitland's road cycling routes are designed as loops, offering convenient circular journeys. For instance, the Lake Osceola – Lake Maitland loop from Winter Park provides a comprehensive circular experience around some of the area's beautiful lakes.

Where can I find parking for road cycling trails in Maitland?

Maitland's parks, such as Lake Lily Park, Maitland Community Park, and Minnehaha Park, often serve as excellent starting points for cycling routes and typically offer parking facilities. The city's focus on accessibility means many trailheads are designed with cyclist convenience in mind.

Are there family-friendly road cycling options in Maitland?

Yes, Maitland is well-suited for family-friendly cycling. The city's dedicated bike paths and multi-use trails, particularly those through parks like Lake Lily Park and Maitland Community Park, provide safe and enjoyable environments for riders of all ages. Many routes are easy-rated, making them ideal for families.

What is the best time of year for road cycling in Maitland?

Maitland's climate generally allows for road cycling year-round. However, the cooler, drier months from late fall through early spring (roughly November to April) are often considered ideal, offering more comfortable temperatures for longer rides compared to the warmer, more humid summer months.

Can I find cafes or amenities along the cycling routes?

Maitland's cycling routes often weave through residential and commercial areas, providing easy access to amenities. You'll find opportunities for rest stops and refreshments, especially in areas near parks or town centers. The city's expanding infrastructure aims to integrate cycling with local services.

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