Winona County, Wisconsin
81 hiking & walking trails · 0parks, recreation areas & campgrounds · 6 cities. Real OpenStreetMap + Recreation.gov data, with a free trail map for every listing.
About Hiking in Winona County, Wisconsin
Winona County is home to 81 mapped hiking trails and 0 federal parks, campgrounds, and recreation areas spread across 6 cities. Trail data is sourced from OpenStreetMap contributors; park and campground info comes from Recreation.gov.
Looking for something specific? Search all trails in Winona County or browse parks. Want to narrow further? Pick a city below to see only that city’s outdoor options.
Trails & Parks in Winona County
Up to 81 pinpoints showing trail and park locations across the county.
Cities in Winona County
Click any city to see trails and parks within it.
Sample Trails in Winona County
Curated Guides for Winona County
Frequently Asked Questions
Are there hiking trails in Winona County, Wisconsin?
Yes — we have 81 mapped hiking and walking trails in Winona County, Wisconsin, sourced from OpenStreetMap. Browse the full list below, with distance, elevation, and difficulty for each.
What is the most difficult hiking trail in Winona County, Wisconsin?
Old quarry road near Trempealeau is rated hard — the toughest classification among Winona County, Wisconsin's mapped trails.
What is the best hiking trail in Winona County, Wisconsin for families?
Apple Blossom Overlook Trail near La Crescent is one of the best family picks in Winona County, Wisconsin — 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 Winona County, Wisconsin?
Each of the 81 trails in Winona County, Wisconsin 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 Winona County, Wisconsin?
We don't have parks or recreation areas mapped in Winona County, Wisconsin yet.
Can I go camping in Winona County, Wisconsin?
We don't show any campgrounds with mapped campsites in Winona County, Wisconsin right now — check the state level for more camping options nearby.
Where can I find hiking trails and parks near Winona County, Wisconsin?
Browse all hiking trails, walking trails, parks, and campgrounds across Wisconsin for more options beyond Winona County, Wisconsin.
Hiking guides for Wisconsin
Statewide rankings and guides — useful context for Winona County.
Photo: Sergei AkulichThe 10 Longest Hiking Trails in Wisconsin, Ranked
Wisconsin's longest mapped hiking trails, ranked by distance with notes on what makes each route worth the commitment.
Photo: Sergei AkulichWisconsin's 10 Most Punishing Trails by Elevation Gain
Steep is hard. These are the ten Wisconsin trails with the most total elevation gain — quad-burners earned by hard climbing.
Photo: Joshua EarleThe Best Beginner-Friendly Hikes in Wisconsin
Ten gentle, well-marked Wisconsin trails perfect for first-time hikers, families, or recovery days.
Photo: Sergei AkulichThe 10 Most Challenging Hikes in Wisconsin
Wisconsin's ten hardest hikes — expert difficulty, big mileage, or serious exposure. Reserved for experienced hikers.
Photo: Joshua EarleThe Best National Parks & Recreation Areas in Wisconsin
Federal parks and recreation areas in Wisconsin ranked by what they actually offer hikers and campers, not just popularity.
Photo: Joshua EarleBest Waterfall Hikes in Wisconsin: 10 Trails to See Falls Up Close
Wisconsin's best hikes to named waterfalls — from short family-friendly viewpoints to all-day cascade chasing.