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Favorite The vistas from the trail are actually quite amazing when you are not focused on the punishing climb!
Difficult Difficult

Penrose Trail

6.6 mi 10.7 km 2,412' Up 735.19 m Up 264' Down 80.38 m Down

Sheridan, WY
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Favorite No Photos
Easy/Intermediate Easy/Intermediate

Bison Loop

0.9 mi 1.4 km 49' Up 15.01 m Up 52' Down 15.92 m Down

Gillette, WY
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Favorite No Photos
Intermediate/Difficult Intermediate/Difficult

Red Rock Trail

0.5 mi 0.7 km 68' Up 20.63 m Up 15' Down 4.51 m Down

Gillette, WY
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Favorite Rock Valley
Intermediate Intermediate

Antelope Loop

2.0 mi 3.3 km 142' Up 43.3 m Up 152' Down 46.25 m Down

Gillette, WY
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Favorite Walking up Jumbo .2.
Intermediate/Difficult Intermediate/Difficult

Hole of Despair (HOD)

1.5 mi 2.5 km 126' Up 38.51 m Up 350' Down 106.53 m Down

Newcastle, WY
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Favorite Stairs lead down to a pleasant river view along the South River Loop.
Intermediate/Difficult Intermediate/Difficult

1302 Southwest Weston Loop

0.9 mi 1.5 km 254' Up 77.57 m Up 9' Down 2.73 m Down

Sleepy…, WY
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Favorite Etta escape to Outlaw on the east..Its tech, tight, and oh boy!!
Intermediate Intermediate

Outlaw Trail

2.2 mi 3.5 km 289' Up 88.22 m Up 302' Down 92.2 m Down

Sundance, WY
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Favorite No Photos
Intermediate Intermediate

Canyon Street

3.8 mi 6.2 km 756' Up 230.42 m Up 3' Down 0.89 m Down

Sundance, WY
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Favorite No Photos
Intermediate Intermediate

French Creek Road #368

2.1 mi 3.3 km 360' Up 109.68 m Up 359' Down 109.49 m Down

Buffalo, WY
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Favorite No Photos
Intermediate Intermediate

Hershey Trail #1043

6.3 mi 10.1 km 911' Up 277.59 m Up 211' Down 64.43 m Down

Sundance, WY
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Favorite Just past Cougar Rock and coming to the jct of Lasso, Breakneak and Dogie
Difficult Difficult

Lasso

0.2 mi 0.3 km 47' Up 14.44 m Up 18' Down 5.34 m Down

Newcastle, WY
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Favorite Just past Cougar Rock and coming to the jct of Lasso, Breakneak and Dogie
Difficult Difficult

Dogie

0.8 mi 1.2 km 60' Up 18.44 m Up 390' Down 118.97 m Down

Newcastle, WY
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Favorite No Photos
Intermediate Intermediate

Weston Hills Access

1.5 mi 2.3 km 513' Up 156.29 m Up 18' Down 5.41 m Down

Sleepy…, WY
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Favorite No Photos
Intermediate Intermediate

South Ridge

1.4 mi 2.2 km 116' Up 35.26 m Up 43' Down 13.2 m Down

Sleepy…, WY
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Favorite No Photos
Intermediate Intermediate

North Ridge

1.3 mi 2.1 km 41' Up 12.47 m Up 154' Down 46.89 m Down

Sleepy…, WY
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Favorite No Photos
Intermediate Intermediate

Francisco Overlook

0.3 mi 0.5 km 3' Up 1.02 m Up 81' Down 24.78 m Down

Sleepy…, WY
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Favorite No Photos
Easy/Intermediate Easy/Intermediate

Ragnar Ridge

0.3 mi 0.5 km 16' Up 4.73 m Up 35' Down 10.58 m Down

Sleepy…, WY
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Favorite No Photos
Easy/Intermediate Easy/Intermediate

Hwy 59 Overlook

0.3 mi 0.5 km 69' Up 21.08 m Up 26' Down 8.02 m Down

Sleepy…, WY
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Favorite Rock Valley
Intermediate Intermediate

Jackalope Loop

3.5 mi 5.6 km 230' Up 69.96 m Up 241' Down 73.36 m Down

Gillette, WY
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Favorite No Photos
Easy Easy

Government Valley Road

3.8 mi 6.1 km 210' Up 63.93 m Up 145' Down 44.21 m Down

Sundance, WY
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Favorite No Photos
Intermediate Intermediate

Hunter Mesa Rd

2.3 mi 3.6 km 79' Up 23.96 m Up 242' Down 73.83 m Down

Buffalo, WY
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Favorite Ancient Boulders to play on!
Intermediate/Difficult Intermediate/Difficult

Etta Trail

1.3 mi 2.0 km 50' Up 15.26 m Up 162' Down 49.4 m Down

Sundance, WY
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Favorite No Photos
Intermediate Intermediate

1312 South Weston Spur

0.5 mi 0.8 km 74' Up 22.65 m Up 2' Down 0.66 m Down

Sleepy…, WY
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