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. Purple Mountain Trail

Purple Mountain Trail earns the #1 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect 2 ft of gain 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 Purple Mountain Trail trail page →Map, elevation profile, current weather, and OSM source.

#2. Phillip's Canyon Access Trail (Crosses Private Land Please Stay On Trail)

Phillip's Canyon Access Trail (Crosses Private Land Please Stay On Trail) earns the #2 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect dirt 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. 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 Phillip's Canyon Access Trail (Crosses Private Land Please Stay On Trail) trail page →Map, elevation profile, current weather, and OSM source.

#3. Wally World (Open to Motorized July 1 to September 9)

Wally World (Open to Motorized July 1 to September 9) earns the #3 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect dirt 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. 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 Wally World (Open to Motorized July 1 to September 9) trail page →Map, elevation profile, current weather, and OSM source.

#4. South Boundary-Lynx Creek Trail / Continental Divide

South Boundary-Lynx Creek Trail / Continental Divide earns the #4 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect ground surface on a forgiving grade. Compared to similar trails in Wyoming, this route trades difficulty for either solitude or scenery — sometimes both. 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 South Boundary-Lynx Creek Trail / Continental Divide trail page →Map, elevation profile, current weather, and OSM source.

#5. South Shore Shoshone Lake Trail / Continental Divide

South Shore Shoshone Lake Trail / Continental Divide 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 South Shore Shoshone Lake Trail / Continental Divide trail page →Map, elevation profile, current weather, and OSM source.

#6. North Two Ocean Creek Trail / Continental Divide

North Two Ocean Creek Trail / Continental Divide earns the #6 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect ground 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. 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 North Two Ocean Creek Trail / Continental Divide trail page →Map, elevation profile, current weather, and OSM source.

#7. Fox Park-Yellowstone Trail / Continental Divide

Fox Park-Yellowstone Trail / Continental Divide earns the #7 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect ground 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. 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 Fox Park-Yellowstone Trail / Continental Divide trail page →Map, elevation profile, current weather, and OSM source.

#8. Old Beauty Park Creek Road / Continental Divide

Old Beauty Park Creek Road / Continental Divide earns the #8 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect ground 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. 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 Old Beauty Park Creek Road / Continental Divide trail page →Map, elevation profile, current weather, and OSM source.

#9. South Shore Shoshone Lake / Continental Divide

South Shore Shoshone Lake / Continental Divide earns the #9 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect ground surface on a forgiving grade. Compared to similar trails in Wyoming, this route trades difficulty for either solitude or scenery — sometimes both. 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 South Shore Shoshone Lake / Continental Divide trail page →Map, elevation profile, current weather, and OSM source.

#10. North Buffalo Fork Trail / Continental Divide

North Buffalo Fork Trail / Continental Divide earns the #10 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 North Buffalo Fork Trail / Continental Divide trail page →Map, elevation profile, current weather, and OSM source.

Planning your Wyoming trip

A few pieces of context are worth keeping in mind specifically for Wyoming. July through mid-September is the high-country window; afternoon thunderstorms and grizzly activity are baseline conditions. Grizzly bears (carry spray), lightning above treeline, and unbridged stream crossings on Wind River routes are the standard hazards.

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 Wyoming hiking guides

If you found this useful, the rest of our Wyoming coverage continues below.