Hiking Trails & Parks in Windermere, Florida
28 hiking & walking trails and 0parks, recreation areas & campgrounds in Windermere, located in Orange County, Florida. Free trail map for every listing.
About Outdoor Recreation in Windermere, Florida
Windermere offers 28 mapped hiking trails and 0 federally managed parks within the city or nearby. Located in Orange County, Florida, it’s a starting point for hikers, campers, and casual nature seekers.
Explore more nearby: Orange County overview, all Orange County trails, or statewide Florida list.
Hiking Trails in Windermere
Curated Guides for Windermere
Frequently Asked Questions
Are there hiking trails in Windermere, Orange County, Florida?
Yes — we have 28 mapped hiking and walking trails in Windermere, Orange County, Florida, sourced from OpenStreetMap. Browse the full list below, with distance, elevation, and difficulty for each.
What is the best hiking trail in Windermere, Orange County, Florida for families?
Cafe Au Lait Way near Windermere is one of the best family picks in Windermere, Orange County, Florida — easy difficulty, short enough for kids and first-timers. See the full family hiking guide below for more options.
Is there a trail map for Windermere, Orange County, Florida?
Each of the 28 trails in Windermere, Orange County, Florida has its own page with an interactive map, GPS coordinates, and a link to view it on OpenStreetMap — no app or account needed.
What parks and recreation areas are in Windermere, Orange County, Florida?
We don't have parks or recreation areas mapped in Windermere, Orange County, Florida yet.
Can I go camping in Windermere, Orange County, Florida?
We don't show any campgrounds with mapped campsites in Windermere, Orange County, Florida right now — check the county level for more camping options nearby.
Where can I find hiking trails and parks near Windermere, Orange County, Florida?
Browse all hiking trails, walking trails, parks, and campgrounds across Orange County for more options beyond Windermere, Orange County, Florida.
From the OutsideAtlas Blog
Photo: Tobias MrzykThe 10 Longest Hiking Trails in Florida, Ranked
Florida's longest mapped hiking trails, ranked by distance with notes on what makes each route worth the commitment.
Photo: David MarcuFlorida's 10 Most Punishing Trails by Elevation Gain
Steep is hard. These are the ten Florida trails with the most total elevation gain — quad-burners earned by hard climbing.
Photo: Joshua EarleThe Best Beginner-Friendly Hikes in Florida
Ten gentle, well-marked Florida trails perfect for first-time hikers, families, or recovery days.
Photo: Sergei AkulichThe 10 Most Challenging Hikes in Florida
Florida's ten hardest hikes — expert difficulty, big mileage, or serious exposure. Reserved for experienced hikers.
Photo: Joshua EarleThe Best National Parks & Recreation Areas in Florida
Federal parks and recreation areas in Florida ranked by what they actually offer hikers and campers, not just popularity.
Photo: Tobias MrzykBest Waterfall Hikes in Florida: 10 Trails to See Falls Up Close
Florida's best hikes to named waterfalls — from short family-friendly viewpoints to all-day cascade chasing.