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Running Trails
United States
Florida
Orange County

Maitland

The best running trails around Maitland

4.3

(4)

675

runners

85

runs

Jogging around Maitland offers a diverse landscape characterized by numerous lakes and waterways, providing picturesque backdrops for running routes. The region features a network of multi-use paved trails, connecting urban areas with natural settings. Additionally, Maitland is home to several parks and green spaces, offering both structured paths and more natural, wooded options for runners. This variety caters to different preferences and fitness levels, from quick loops to longer journeys.

Best jogging routes around Maitland

  • The most popular jogging route is Lake Osceola loop from Winter Park, a 3.7 miles (6.0 km) trail that takes 37 minutes to complete. This route offers scenic lake views along a paved path.
  • Another top favourite among local runners is Central Park to Lake Maitland loop, a moderate 7.2 miles (11.6 km) path. This route combines urban and lakeside scenery, providing a varied running experience.
  • Local runners also love the Running loop from Winter Park, a 3.3 miles (5.3 km) trail leading through green spaces and residential areas, often completed in about 33 minutes.
  • Jogging around Maitland is defined by its lakes, multi-use paved trails, and green spaces. The network offers options for different ability levels, from easy loops to longer, more challenging paths.
  • The routes in Maitland are highly rated by the komoot community with an average score of 4.25 stars from a few reviews. More than 600 runners have used komoot to explore Maitland's varied terrain.

Last updated: April 28, 2026

4.0

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4

runners

#1.

Lake Osceola loop from Winter Park

5.99km

00:37

10m

10m

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

5.0

(1)

2

runners

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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22

runners

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

4.0

(1)

30

runners

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Popular around Maitland

Hiking around Maitland

Road Cycling Routes around Maitland

Cycling around Maitland

Tips from the Community

oliviakellis
January 29, 2024, Lake Osceola

Lake Osceola is a lovely lake in suburban Orlando that's perfect for a neighborhood cycle.

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oliviakellis
January 29, 2024, Lake Maitland

Lake Maitland, nestled in Winter Park, offers tranquil waters for boating and scenic exercise its shores amidst the local suburbs.

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The Maitland Park System is superb, and one of its star attractions is beautiful Lake Lily Park. This 10-acre park is open from 8 a.m. to sunset. In addition, tucked away in the corner is the Waterhouse Museum, a late 19th-century home.

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oliviakellis
January 17, 2024, Lake Osceola

Lake Osceola is a lovely lake in suburban Orlando that's perfect for a neighborhood run.

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oliviakellis
January 17, 2024, Lake Maitland

Lake Maitland, nestled in Winter Park, offers tranquil waters for boating and scenic runs or walks along its shores amidst the local suburbs.

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Frequently Asked Questions

How many running routes are available in Maitland?

Maitland offers a wide selection of running routes, with over 80 trails available for you to explore. These routes cater to various preferences, from easy loops to more challenging paths, ensuring there's something for every runner.

Are there easy running routes suitable for beginners in Maitland?

Yes, Maitland has 15 easy running routes, many of which are paved and relatively flat, ideal for beginners or those looking for a relaxed jog. These often include paths around lakes and within community parks, providing a gentle introduction to the area's scenic beauty.

Can I find long-distance running trails in the Maitland area?

Absolutely. For longer runs, you can explore options like the Central Park to Lake Maitland loop, which is 7.2 miles (11.6 km) and combines urban and lakeside scenery. The broader region also features trails like the 18.4-mile Lake Apopka Loop Trail for extensive natural runs, and the 7.5-mile Cady Way Trail connecting to other networks.

What kind of natural features or scenic points can I expect to see while running in Maitland?

Maitland's running routes are characterized by picturesque lakes and waterways, providing beautiful backdrops. You'll often encounter green spaces, parks, and sometimes even wooded areas. Notable attractions include Lake Highland Park, Lake Eola Park Loop, and various sculptures like Take Flight Sculpture. The Cady Way Trail is also a highlight for many runners.

Are there any circular running routes around Maitland's lakes?

Yes, Maitland is known for its scenic lake loops. A popular choice is the Lake Osceola loop from Winter Park, a 3.7-mile (6.0 km) paved route offering beautiful lake views. Another option is the Lake Maitland – Fountain in Lake Lily Park loop from Isle of Sicily, which is 10.8 km long and provides diverse lakeside scenery.

What do other runners say about the trails in Maitland?

The running routes in Maitland are highly rated by the komoot community, with an average score of 4.25 stars from several reviews. Runners often praise the diverse landscapes, from serene lake views to urban paths, and the well-maintained multi-use trails that make for an enjoyable experience.

Are there family-friendly running paths in Maitland?

Many of Maitland's paved multi-use trails and park paths are suitable for families. These often feature flat terrain and scenic surroundings, making them enjoyable for all ages. Parks like Maitland Community Park offer dedicated walking paths that are great for a family jog.

Where can I find parking for running routes in Maitland?

Parking availability varies by route. For trails that start in parks, designated parking lots are usually available. For routes that traverse urban areas or connect different neighborhoods, street parking or public lots near trailheads might be an option. It's always advisable to check specific route details for parking information.

Is public transport available to access running trails in Maitland?

Maitland has public transport options that can help you access various parts of the city, including areas near some running trails. For specific routes, you would need to check local bus schedules and stops relative to your chosen trailhead. Some trails, like the Cady Way Trail, connect urban centers, potentially making them accessible via public transport.

What is the best time of year to go running in Maitland?

Maitland's climate is generally warm, making running enjoyable for much of the year. The cooler months from late fall to early spring (November to April) are often preferred for outdoor activities due to more moderate temperatures and lower humidity. Early mornings or late afternoons are best during the hotter summer months.

Are there specific routes that are good for running after rain?

After rain, paved multi-use trails are generally the best option as they drain well and remain less muddy than natural or unpaved paths. Routes around lakes, such as the Running loop from Winter Park, which are often paved, would be suitable choices to avoid muddy conditions.

Can I find running routes with cafes or amenities nearby in Maitland?

Yes, many running routes in Maitland, especially those that pass through or near urban areas and parks, have cafes, restaurants, or other amenities nearby. For example, routes around Lake Lily or through Winter Park often provide easy access to local establishments where you can refuel or relax after your run.

Are there any specific landmarks or attractions I can see along running routes?

Beyond the natural beauty of the lakes, you might encounter various landmarks. For instance, Paint the Trail Artwork can be found along some trails. For a unique experience, consider visiting Dickson Azalea Park in nearby Orlando, which offers shady trails and picturesque landscapes.

Most popular routes around Maitland

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