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United States
Florida
Orange County

Winter Park

The best walks and hikes around Winter Park

4.4

(5)

135

hikers

32

hikes

Hiking around Winter Park explores a landscape of high-altitude valleys, dense pine forests, and alpine meadows. The area is situated within the Arapaho National Forest, with many trails following rivers or ascending toward the Continental Divide. The network offers a range of routes from gentle riverside walks to more challenging ascents.

Best hiking trails in Winter Park

  • The most popular hiking route is Orlando Urban Trail, a 2.8 miles (4.5 km) trail that takes 1 hour 9 minutes to complete. This is an easy path suitable for various skill levels.
  • Another top favourite among local hikers is Cady Way Trail, a moderate 6.0 miles (9.6 km) path. The route features minimal elevation gain.
  • Local hikers also love the Minnehaha Park Loop, a 0.9 miles (1.5 km) trail leading through parkland, often completed in about 22 minutes.
  • Hiking around Winter Park is defined by its high-altitude forests, river valleys, and access to alpine terrain. The trail network provides options for different ability levels, from easy family-friendly hikes to more demanding routes.
  • The routes in Winter Park are highly rated by the komoot community with an average score of 4.4 stars from over 5 reviews. More than 130 hikers have used komoot to explore Winter Park's varied terrain.

Last updated: April 26, 2026

1

hikers

#1.

Minnehaha Park Loop

1.48km

00:22

0m

0m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

4.52km

01:09

10m

20m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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9.61km

02:25

0m

20m

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

1.01km

00:16

0m

10m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Popular around Winter Park

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Cycling around Winter Park

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Tips from the Community

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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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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Lake Marlon is a small rainwater lake with lily pads that attract small local wildlife.

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Lake Highland Park is a historic and scenic park that offers a relaxing escape from the city. The park is located on the shore of Lake Highland, one of the oldest lakes in Orlando.

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Lake Highland Park is a historic and scenic park that offers a relaxing escape from the city. The park is located on the shore of Lake Highland, one of the oldest lakes in Orlando.

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Frequently Asked Questions

Are there any easy, family-friendly hikes in Winter Park?

Yes, the area offers several gentle trails perfect for families. The Orlando Urban Trail Loop — Orlando, Florida is a great option, offering a mostly flat path that's suitable for all skill levels. Another excellent choice is the Fraser River Trail, which is a well-regarded local favorite that follows the river with minimal elevation gain.

Can I bring my dog on the hiking trails around Winter Park?

Many trails in the Winter Park area and the surrounding Arapaho National Forest are dog-friendly, but they must be kept on a leash. Always check the specific regulations for the trail you plan to hike. It's also important to bring water for your dog and to pack out all waste.

Are there any hikes with waterfalls near Winter Park?

The Jim Creek Trail is a popular choice for those hoping to see a waterfall. This trail winds through the forest and leads to a scenic waterfall. The hike itself is considered moderate and offers beautiful natural scenery along the way.

What are some good trails for seeing wildflowers?

The alpine meadows around Winter Park burst with color during the summer, typically from late June to early August. Trails that climb into higher elevations, such as those near the Continental Divide, often provide the best displays. The Second Creek Trail is known for its beautiful wildflower viewing opportunities as you ascend towards the alpine zone.

How should I prepare for the high altitude in Winter Park?

Altitude sickness can affect anyone. To minimize its effects, it's crucial to stay well-hydrated by drinking plenty of water before and during your hike. Choose an easier, shorter trail for your first day to allow your body to acclimate. Listen to your body and descend if you start to feel symptoms like headache, nausea, or dizziness.

Are there challenging day hikes available near Winter Park?

Yes, for experienced hikers seeking a challenge, the region offers strenuous climbs with rewarding views. The Byers Peak Trail is a well-known difficult hike that rewards with panoramic vistas of Grand County. Another option is the hike to Columbine Lake, which involves a significant elevation gain through forests and meadows to reach a stunning alpine lake.

Do I need a permit to hike in the Winter Park area?

For most day hikes in the Arapaho National Forest around Winter Park, you do not need a permit. However, permits may be required for overnight backpacking trips, especially in designated Wilderness Areas like the James Peak Wilderness. Always check with the local U.S. Forest Service ranger district for the most current regulations before you go.

What are the trail conditions like in winter?

Many lower-elevation trails remain accessible for winter hiking, snowshoeing, or cross-country skiing. Trails like the Fraser River Trail are often packed down and suitable for a winter walk. For higher elevation routes, you will need snowshoes or skis, as well as avalanche safety knowledge and equipment. Always check local trail conditions and avalanche forecasts before heading out.

Where can I find good views of the Continental Divide?

Many trails offer spectacular views of the Continental Divide. For an accessible option, driving to Berthoud Pass provides immediate access to high-altitude trails that run along the Divide. For a more immersive experience, guided hikes like the Cirque Hike at Winter Park Resort take you to sweeping viewpoints overlooking the Fraser Valley and the Divide.

What do other hikers enjoy about the trails in Winter Park?

The trails around Winter Park are highly regarded by the komoot community. Reviewers often praise the stunning high-altitude scenery, from dense pine forests along river valleys to the wide-open alpine meadows. The variety of trails, catering to both casual walkers and serious hikers, is another frequently mentioned highlight.

Are there any circular or loop trails available?

Yes, there are several loop trails. The Cady Way Trail, Lake Baldwin Park & Lake Susannah Loop — Orlando, Florida is a moderate loop that circles several lakes. For a shorter walk, the Lake Baldwin Gazebo – Orlando Veterans Memorial Park loop from Little Saigon takes you through local parks.

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