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Particularly Special Place
Top Trail Running Routes
near Bourbon, Missouri
Bourbon, Missouri 
Recommended Routes, Photos, & More
Intermediate/Difficult
Lewis Trail
7.7 mi 12.5 km • 751' Up 229.04 m Up • 784' Down 239.1 m Down
Weldon…, MO
Intermediate/Difficult
Whispering Pine - North and South
10.2 mi 16.4 km • 1,011' Up 308.04 m Up • 1,006' Down 306.64 m Down
Farmington, MO
Intermediate
Trail Through Time
2.0 mi 3.2 km • 276' Up 84.15 m Up • 287' Down 87.42 m Down
Farmington, MO
Intermediate/Difficult
Trail of Four Winds 25K
16.5 mi 26.5 km • 1,703' Up 519.11 m Up • 1,691' Down 515.5 m Down
Osage B…, MO
Intermediate/Difficult
Frog Hollow Trail
3.6 mi 5.7 km • 337' Up 102.74 m Up • 337' Down 102.61 m Down
Jeffers…, MO
Intermediate
Council Bluff to Brushy Creek Lodge
31.7 mi 51.0 km • 3,018' Up 919.92 m Up • 3,195' Down 973.96 m Down
Bismarck, MO
Intermediate/Difficult
Wagon Wheel Trailhead Loop
3.1 mi 5.0 km • 308' Up 93.9 m Up • 309' Down 94.09 m Down
Columbia, MO
Intermediate/Difficult
Ozark Trail 100 Mile Endurance Run
102.6 mi 165.1 km • 11,169' Up 3404.44 m Up • 11,732' Down 3576.06 m Down
Centerv…, MO
Intermediate
Castlewood State Park Loop
2.3 mi 3.7 km • 327' Up 99.66 m Up • 327' Down 99.53 m Down
Valley…, MO
Intermediate
Young Conservation Area
6.5 mi 10.5 km • 585' Up 178.3 m Up • 591' Down 180.11 m Down
Byrnes…, MO
Intermediate
Alley Spring Mill Loop
1.8 mi 2.9 km • 299' Up 91.12 m Up • 299' Down 91.26 m Down
Eminence, MO
Intermediate
Shooting Star Trailhead Loop
2.5 mi 4.0 km • 207' Up 63.23 m Up • 212' Down 64.64 m Down
Columbia, MO
Intermediate
Rock Bridge Route
7.0 mi 11.2 km • 591' Up 180.11 m Up • 613' Down 186.86 m Down
Columbia, MO
Intermediate
Wilderness Trail
9.0 mi 14.5 km • 904' Up 275.45 m Up • 904' Down 275.56 m Down
Sullivan, MO
Intermediate/Difficult
Ozark Foothills 25k
15.9 mi 25.5 km • 1,483' Up 452.03 m Up • 1,461' Down 445.46 m Down
Wildwood, MO
No Photos
Intermediate
Honey Run Trail Adventure
13.4 mi 21.5 km • 670' Up 204.1 m Up • 670' Down 204.18 m Down
Osage B…, MO
Intermediate
Jack's Loop
4.1 mi 6.5 km • 394' Up 119.98 m Up • 394' Down 119.96 m Down
Weldon…, MO
Intermediate
Moon Loop
5.9 mi 9.4 km • 447' Up 136.32 m Up • 445' Down 135.66 m Down
Ashland, MO
Difficult
Natural Bridge Loop
2.4 mi 3.8 km • 378' Up 115.16 m Up • 379' Down 115.55 m Down
Dixon, MO
Easy
Dames Park Figure 8
1.2 mi 1.9 km • 29' Up 8.89 m Up • 29' Down 8.72 m Down
O'Fallon, MO
Easy
Western Pool Loop
6.5 mi 10.5 km • 52' Up 15.85 m Up • 52' Down 15.84 m Down
Bridgeton, MO
Easy
Moreau Creek Trail
5.4 mi 8.7 km • 466' Up 141.94 m Up • 463' Down 141.26 m Down
Saint M…, MO
Difficult
Stegall Mountain Fire Tower
3.0 mi 4.8 km • 265' Up 80.71 m Up • 265' Down 80.82 m Down
Winona, MO
Intermediate/Difficult
Big Piney Loop Hike Via Cutoff
10.7 mi 17.2 km • 1,019' Up 310.48 m Up • 1,017' Down 310.06 m Down
Fort Le…, MO
Intermediate
Meramec River Out-and-Back
0.8 mi 1.2 km • 105' Up 31.95 m Up • 105' Down 31.89 m Down
Valley…, MO
Easy
Rabbit Run Park Loop
0.9 mi 1.5 km • 60' Up 18.38 m Up • 62' Down 18.77 m Down
Saint P…, MO
Easy
Lakeside Park
4.5 mi 7.3 km • 17' Up 5.12 m Up • 17' Down 5.27 m Down
Saint P…, MO
