Chesapeake County, Virginia
106 hiking & walking trails · 1parks, recreation areas & campgrounds · 5 cities. Real OpenStreetMap + Recreation.gov data, with a free trail map for every listing.
About Hiking in Chesapeake County, Virginia
Chesapeake County is home to 106 mapped hiking trails and 1 federal parks, campgrounds, and recreation areas spread across 5 cities. Trail data is sourced from OpenStreetMap contributors; park and campground info comes from Recreation.gov.
Looking for something specific? Search all trails in Chesapeake County or browse parks. Want to narrow further? Pick a city below to see only that city’s outdoor options.
Trails & Parks in Chesapeake County
Up to 107 pinpoints showing trail and park locations across the county.
Cities in Chesapeake County
Click any city to see trails and parks within it.
Sample Parks in Chesapeake County
Sample Trails in Chesapeake County
Curated Guides for Chesapeake County
Frequently Asked Questions
Are there hiking trails in Chesapeake County, Virginia?
Yes — we have 106 mapped hiking and walking trails in Chesapeake County, Virginia, sourced from OpenStreetMap. Browse the full list below, with distance, elevation, and difficulty for each.
What is the best hiking trail in Chesapeake County, Virginia for families?
Big Entry Ditch Trail near Portsmouth is one of the best family picks in Chesapeake County, Virginia — 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 Chesapeake County, Virginia?
Each of the 106 trails in Chesapeake County, Virginia 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 Chesapeake County, Virginia?
Chesapeake County, Virginia has 1 parks, recreation areas, and federal facilities in our index (1 classified as recreation areas). Each listing includes activities, photos where available, and directions.
Can I go camping in Chesapeake County, Virginia?
We don't show any campgrounds with mapped campsites in Chesapeake County, Virginia right now — check the state level for more camping options nearby.
Where can I find hiking trails and parks near Chesapeake County, Virginia?
Browse all hiking trails, walking trails, parks, and campgrounds across Virginia for more options beyond Chesapeake County, Virginia.
Hiking guides for Virginia
Statewide rankings and guides — useful context for Chesapeake County.
Photo: Joshua EarleThe 10 Longest Hiking Trails in Virginia, Ranked
Virginia's longest mapped hiking trails, ranked by distance with notes on what makes each route worth the commitment.
Photo: Joshua EarleVirginia's 10 Most Punishing Trails by Elevation Gain
Steep is hard. These are the ten Virginia trails with the most total elevation gain — quad-burners earned by hard climbing.
Photo: Tobias MrzykThe Best Beginner-Friendly Hikes in Virginia
Ten gentle, well-marked Virginia trails perfect for first-time hikers, families, or recovery days.
Photo: Joshua EarleThe 10 Most Challenging Hikes in Virginia
Virginia's ten hardest hikes — expert difficulty, big mileage, or serious exposure. Reserved for experienced hikers.
Photo: Joshua EarleThe Best National Parks & Recreation Areas in Virginia
Federal parks and recreation areas in Virginia ranked by what they actually offer hikers and campers, not just popularity.
Photo: Tobias MrzykBest Waterfall Hikes in Virginia: 10 Trails to See Falls Up Close
Virginia's best hikes to named waterfalls — from short family-friendly viewpoints to all-day cascade chasing.