When hikers ask which trails in Mississippi are worth a full day — or several — the conversation always circles back to the same handful of routes. Below we've ranked the ten longest hiking trails in Mississippi by total mapped distance, drawing from the 972 trails OutsideAtlas currently tracks in the state. Each entry includes the distance, what makes the route distinctive, and an honest note on who should actually attempt it.
Mississippi is mostly low-elevation pine flatwoods, blackwater bayous, and Mississippi River bottomland — gentle, humid, and quietly biodiverse. The Tuxachanie Trail, Black Creek Trail, and Natchez Trace Trail (60+ mi) provide the bulk of Mississippi long-distance mileage. October through April is the practical window; summer humidity and mosquitoes make midday hiking unappealing.
Our rankings here are data-driven — pulled from the 972 mapped entries OutsideAtlas tracks in Mississippi — but the data has limits worth being honest about. OpenStreetMap distance tags are crowd-sourced and inconsistent. A route may appear longer or shorter than the official measurement, especially when long-distance trails (like state and national scenic trails) are tagged in segments rather than as a single relation.
The Ranking
Ranked from #1 to #10. Click through any entry for the full trail page — map, elevation profile, weather forecast, and direct OpenStreetMap source link.
#1. Cornerstone Sports Complex Walking Trail
Cornerstone Sports Complex Walking Trail earns the #1 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect asphalt surface on a forgiving grade. Local trail-association reports tend to agree this is one of the better-maintained options in the area, which matters more on a hike of this length than on a quick walk. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Cornerstone Sports Complex Walking Trail trail page →Map, elevation profile, current weather, and OSM source.#2. Greenville Cypress Preserve walking path
Greenville Cypress Preserve walking path earns the #2 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect fine_gravel surface on a forgiving grade. The route is well documented in OpenStreetMap, which is what put it on our radar — community-mapped routes tend to be the ones that get hiked enough to stay open. A gravel-and-dirt tread holds up well after rain, though loose surface on descents calls for trekking poles or careful footing. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Greenville Cypress Preserve walking path trail page →Map, elevation profile, current weather, and OSM source.#3. Northwest Jogging, Walking, Running Path
Northwest Jogging, Walking, Running Path earns the #3 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect concrete surface on a forgiving grade. It earns its ranking on the data, but trail conditions can change quickly after storms or fire seasons, so verify before you commit a full day. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Northwest Jogging, Walking, Running Path trail page →Map, elevation profile, current weather, and OSM source.#4. Mississippi State Capitol Walking Path
Mississippi State Capitol Walking Path earns the #4 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect paving_stones surface on a forgiving grade. Compared to similar trails in Mississippi, this route trades difficulty for either solitude or scenery — sometimes both. Rocky tread punishes thin-soled shoes; bring stiff hikers and pace yourself on the descents to spare your knees. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Mississippi State Capitol Walking Path trail page →Map, elevation profile, current weather, and OSM source.#5. Black Creek National Recreation Trail
Black Creek National Recreation Trail earns the #5 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect ground surface on a forgiving grade. What makes this one earn its spot on the list is the combination of mapped detail and the kind of through-and-through experience that justifies a longer drive. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Black Creek National Recreation Trail trail page →Map, elevation profile, current weather, and OSM source.#6. River Bottomland/Hardwood Boardwalk
River Bottomland/Hardwood Boardwalk earns the #6 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect wood surface on a forgiving grade. Local trail-association reports tend to agree this is one of the better-maintained options in the area, which matters more on a hike of this length than on a quick walk. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the River Bottomland/Hardwood Boardwalk trail page →Map, elevation profile, current weather, and OSM source.#7. Persimmon Hill Multi-Purpose Trail
Persimmon Hill Multi-Purpose Trail earns the #7 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect asphalt surface on a forgiving grade. The route is well documented in OpenStreetMap, which is what put it on our radar — community-mapped routes tend to be the ones that get hiked enough to stay open. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Persimmon Hill Multi-Purpose Trail trail page →Map, elevation profile, current weather, and OSM source.#8. North Cypress Non-Motorized Trail
North Cypress Non-Motorized Trail earns the #8 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect unpaved surface on a forgiving grade. It earns its ranking on the data, but trail conditions can change quickly after storms or fire seasons, so verify before you commit a full day. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the North Cypress Non-Motorized Trail trail page →Map, elevation profile, current weather, and OSM source.#9. Wilgus Fitness and Wellness Trail
Wilgus Fitness and Wellness Trail earns the #9 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect asphalt surface on a forgiving grade. Compared to similar trails in Mississippi, this route trades difficulty for either solitude or scenery — sometimes both. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Wilgus Fitness and Wellness Trail trail page →Map, elevation profile, current weather, and OSM source.#10. Natchez Trace Trail - Blackland Prairie Section
Natchez Trace Trail - Blackland Prairie Section earns the #10 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Tagged easy in OpenStreetMap. What makes this one earn its spot on the list is the combination of mapped detail and the kind of through-and-through experience that justifies a longer drive. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Natchez Trace Trail - Blackland Prairie Section trail page →Map, elevation profile, current weather, and OSM source.Planning your Mississippi trip
A few pieces of context are worth keeping in mind specifically for Mississippi. October through April is the practical window; summer humidity and mosquitoes make midday hiking unappealing. Cottonmouths and copperheads in lowlands; alligators on river-corridor trails; brutal humidity and heat.
Always cross-reference the official land-manager page before driving out — closures, fire restrictions, and seasonal road access can change quickly. Our trail pages link directly back to the OpenStreetMap source so you can see the tags we're working from.
If you're new to hiking generally, our beginner's guide covers footwear, layering, and the day-pack basics. For safety planning on bigger objectives, the ten essentials guide is worth twenty minutes of reading.
More Mississippi hiking guides
If you found this useful, the rest of our Mississippi coverage continues below.
- Steepest trails in Mississippi — Hikes with the most elevation gain in the state.
- Best beginner hikes in Mississippi — Easy, well-marked trails for first-time hikers.
- Most challenging hikes in Mississippi — Expert-rated routes for experienced hikers only.
- Best national parks in Mississippi — Federal parks and recreation areas ranked.
- Best waterfall hikes in Mississippi — Trails leading to named falls, ranked by accessibility.
- Best dog-friendly hikes in Mississippi — Where leashed dogs are explicitly welcome.
- Best family hikes in Mississippi — Short, easy trails sized for kids and grandparents.
Rankings like this are starting points, not verdicts. Trail conditions change, new routes get tagged, and what was the toughest trail in Mississippi last year might not be next year. We refresh these articles when the underlying data shifts meaningfully.
Got a correction, a route we missed, or a question? Drop us a note via the contact page. We read every email and we'd rather hear it from you than miss it.
