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Best Walking Trails & Routes in Winter Park

Q: Which is the best trail or route to walk in Winter Park?

According to Pacer users, the best trail to walk in Winter Park is Winter Park High School Outdoor Track , which has a 4.5 star rating from 1 reviews. This walking route is 0.3 miles/0.4 km long.

Q: What is the longest trail or route in Winter Park?

According to Pacer’s walking routes data, the longest walking routes in Winter Park is Cady way . This walking route is 9.8 miles/15.8 km long.

Q: How many walking trails or routes are in Winter Park?

There are 10 walking trails or routes in Winter Park. These walking trails and routes have an average rating of 3.4 from users in the Pacer community.

Q: How do I find walking trails or routes near me in Winter Park?

The best way to find walking trails or routes in Winter Park is with the Pacer Walking App. You can find walking trails or routes with real user activities, images, and reviews in Pacer. Just download the Pacer Walking App today and start exploring with the interactive map of walking trails and routes.

Explore the best walking trails and routes in Winter Park. Explore scenic nature walks, urban adventures, and hidden gems right in your city. Start your journey today and uncover the best walking trails & routes near you with this curated list from Pacer Walking App.

Length

0~5 km5~10 km10~20 kmMore than 20 km

Showing 10 trails & routes

Sorted by: Most Reviewed

Maitland Community Park, Florida, USA

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Winter Park High School Outdoor Track

Length 0.4 Km

Winter Park High School Outdoor Track walking route map in Winter Park

Pedestrian Path around HBR

Length 0.3 Km

Pedestrian Path around HBR walking route map in Winter Park

1 - 10 of 10

Explore More Trails & Routes in Florida

Sholom Park - Southeast Side Trails

5.0 · 1 Review

Sholom Park - Labyrinth Trail

5.0 · 1 Review

Sholom Park - Enchanted Forest Trail

5.0 · 1 Review

Ocala Regional Sportsplex Walking Trail

5.0 · 1 Review

Henderson Beach State Park

5.0 · 1 Review

Indian Pines Elementary School

4.5 · 1 Review

DeSoto National Memorial

4.5 · 2 Reviews

Lake Charleston Park

4.5 · 5 Reviews

Frequently Asked Questions About Trails & Routes Near Winter Park

Which is the best trail or route to walk in Winter Park?

Pacer allows you to create walking clubs for friendly competitions with your walking community or have a discussion about any health-related topics easily. Pacer is the best walking app for finding walking clubs.

What is the longest trail or route in Winter Park?

How many walking trails or routes are in Winter Park?

How do I find walking trails or routes near me in Winter Park?

Last updated: Dec 8, 2025

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