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Top Rated Trail Running Trails
near Annapolis, Missouri

Annapolis, Missouri Expand menu

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Favorite Some of the bizarre, organic shapes carved into the sandstone of the cliffs lining the riverbanks.
Intermediate/Difficult Intermediate/Difficult

Little Grand Canyon Loop

3.0 mi 4.9 km • 529' Up 161.34 m Up • 527' Down 160.59 m Down

Murphys…, IL
Explore in 3D
Favorite Tree roots along the Chubb Trail.
Intermediate/Difficult Intermediate/Difficult

Chubb Trail

6.7 mi 10.8 km • 714' Up 217.72 m Up • 667' Down 203.17 m Down

Eureka, MO
Explore in 3D
Favorite Under the bluffs at Trillium Trail.
Intermediate/Difficult Intermediate/Difficult

Trillium Trail

1.3 mi 2.1 km • 234' Up 71.29 m Up • 233' Down 71.13 m Down

Carbondale, IL
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Favorite Dogs finally slowing down a little on the trail.
Intermediate/Difficult Intermediate/Difficult

DeClue Trail

8.4 mi 13.6 km • 907' Up 276.4 m Up • 910' Down 277.41 m Down

Eureka, MO
Explore in 3D
Favorite No Photos
Intermediate/Difficult Intermediate/Difficult

Ozark Trail - Courtois Section

48.8 mi 78.6 km • 5,003' Up 1524.82 m Up • 4,819' Down 1468.85 m Down

Bourbon, MO
Explore in 3D
Favorite The entrance to the River Trail; a 20' deep ditch to practice your descent and climb skills in. There's a super smooth transition at the bottom, keep your momentum up, and you'll hardly have to pedal out!
Intermediate/Difficult Intermediate/Difficult

Green Rock Trail

14.7 mi 23.7 km • 1,504' Up 458.37 m Up • 1,494' Down 455.35 m Down

Pacific, MO
Explore in 3D
Favorite Meadow that the trail begins from near Roby lake.
Intermediate Intermediate

Big Piney Trail

16.1 mi 25.9 km • 1,539' Up 469.2 m Up • 1,527' Down 465.42 m Down

Fort Le…, MO
Explore in 3D
Favorite Mina Sauk Falls from the Ozark Trail
Intermediate/Difficult Intermediate/Difficult

Mina Sauk Falls Trail

2.8 mi 4.5 km • 451' Up 137.5 m Up • 438' Down 133.62 m Down

Ironton, MO
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Favorite Trail through the pine forest.
Intermediate Intermediate

North Trail

6.2 mi 10.0 km • 726' Up 221.41 m Up • 721' Down 219.89 m Down

Farmington, MO
Explore in 3D
Favorite No Photos
Intermediate Intermediate

Deer Run Trail

3.0 mi 4.8 km • 354' Up 108 m Up • 349' Down 106.34 m Down

Wildwood, MO
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Favorite Triple Lean at Horsetooth Mountain
Intermediate Intermediate

Ozark Trail: Marble Creek Section

8.9 mi 14.3 km • 889' Up 270.86 m Up • 1,088' Down 331.53 m Down

Ironton, MO
Explore in 3D
Favorite An autumn day along the Bottomland Trail.
Easy Easy

Grant's Trail

8.4 mi 13.5 km • 30' Up 9.24 m Up • 198' Down 60.45 m Down

Oakland, MO
Explore in 3D
Favorite No Photos
Easy Easy

North Prairie Loop

0.7 mi 1.1 km • 5' Up 1.63 m Up • 8' Down 2.42 m Down

Eureka, MO
Explore in 3D
Favorite No Photos
Intermediate Intermediate

Ozark Trail: Courtois Section, Berryman Trail Loop East

14.8 mi 23.8 km • 1,577' Up 480.66 m Up • 1,475' Down 449.52 m Down

Steelville, MO
Explore in 3D
Favorite View of the park and river from the overlook along the River Bluff Trail at Cliff Cave County Park
Intermediate Intermediate

River Bluff Trail

0.9 mi 1.4 km • 122' Up 37.19 m Up • 81' Down 24.8 m Down

Oakville, MO
Explore in 3D
Favorite No Photos
Intermediate Intermediate

Ozark Trail: Between the Rivers Section

29.6 mi 47.7 km • 3,631' Up 1106.88 m Up • 3,296' Down 1004.48 m Down

Van Buren, MO
Explore in 3D
Favorite No Photos
Intermediate Intermediate

Ozark Trail: Current River Section, Peck Bypass

7.9 mi 12.7 km • 354' Up 108 m Up • 558' Down 170.1 m Down

Winona, MO
Explore in 3D
Favorite Little Paddy Creek crossing on the north-south connector of the Big Piney Trail.
Difficult Difficult

Big Piney Trail North-South Connector

2.0 mi 3.3 km • 164' Up 50.01 m Up • 268' Down 81.63 m Down

Licking, MO
Explore in 3D
Favorite No Photos
Intermediate Intermediate

Ozark Trail: Middlefork / John Roth Memorial Section

24.1 mi 38.8 km • 2,509' Up 764.78 m Up • 2,691' Down 820.25 m Down

Centerv…, MO
Explore in 3D
Favorite Morning sunrise
Intermediate Intermediate

Brushy Creek Alternate Trail

3.8 mi 6.2 km • 158' Up 48.23 m Up • 48' Down 14.56 m Down

Eminence, MO
Explore in 3D
Favorite Heading south, approaching the uphill. Prairie to the left.
Easy Easy

South Prairie Loop

0.8 mi 1.4 km • 6' Up 1.9 m Up • 10' Down 3 m Down

Eureka, MO
Explore in 3D
Favorite No Photos
Easy Easy

George Winter Trail

0.3 mi 0.6 km • 19' Up 5.86 m Up • 13' Down 3.83 m Down

Fenton, MO
Explore in 3D
Favorite No Photos
Easy Easy

Nature Trail

1.5 mi 2.4 km • 107' Up 32.72 m Up • 107' Down 32.52 m Down

Oakville, MO
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Favorite Starting out on the Chinkapin Trail at West Tyson County Park.
Intermediate Intermediate

Chinkapin Trail

0.4 mi 0.6 km • 103' Up 31.3 m Up • 136' Down 41.55 m Down

Eureka, MO
Explore in 3D
Favorite No Photos
Intermediate Intermediate

Hickory Hollow Trail

0.6 mi 0.9 km • 61' Up 18.48 m Up • 54' Down 16.52 m Down

Green Park, MO
Explore in 3D
Favorite View of McLane Park from the trail
Easy Easy

McLane Park Trail

1.2 mi 1.9 km • 44' Up 13.41 m Up • 46' Down 13.9 m Down

Poplar…, MO
Explore in 3D
Favorite 172 Loop Trail typical scenery -- big trees and rolling topography punctuated by creek bottoms.
Intermediate Intermediate

172 Loop Trail

8.8 mi 14.2 km • 945' Up 288.18 m Up • 811' Down 247.34 m Down

Greenville, MO
Explore in 3D
Favorite No Photos
Intermediate Intermediate

Crooked Branch Trail

5.4 mi 8.6 km • 741' Up 225.74 m Up • 727' Down 221.5 m Down

Poplar…, MO
Explore in 3D
Favorite No Photos
Easy Easy

Hawk's Rest Trail

0.3 mi 0.5 km • 34' Up 10.31 m Up • 18' Down 5.44 m Down

Green Park, MO
Explore in 3D
Favorite No Photos
Easy Easy

Deer Path Trail

0.3 mi 0.5 km • 31' Up 9.33 m Up • 21' Down 6.29 m Down

Green Park, MO
Explore in 3D
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