Cycling Climbs in Kentucky

There are 2,839 cycling climbs in Kentucky.

Top 100 Hardest Cycling Climbs in Kentucky

Clicking on the climb category column will toggle between category and difficulty score.

Name	Location	Distance	Avg Gradient	Total Elevation	Climb Category
1. Black Mountain from Looney Fork in Cumberland to Virginia Line	Harlan County	17.58 km	3.9%	681 m	Cat. 1
2. Pine Mtn Summit Finish	Letcher County	10.06 km	4.4%	444 m	Cat. 2
3. Pine Mountain Full Climb	Letcher County	7.2 km	5.7%	409 m	Cat. 2
4. Little Shepherd Trail Climb	Harlan County	5.44 km	7.1%	385 m	Cat. 2
5. Lejunior Climb	Harlan County	5.21 km	7.1%	368 m	Cat. 2
6. Pinacle Rd climb from Hwy25	Bell County	4.61 km	7.5%	348 m	Cat. 2
7. PMSC final climb to finish	Letcher County	4.77 km	6.8%	326 m	Cat. 2
8. 2nd Half of Pine Mtn.	Letcher County	4.82 km	6.4%	311 m	Cat. 3
9. Pinacle Rd climb from Old Wilderness Rd	Bell County	3.46 km	8.3%	285 m	Cat. 3
10. Climb from Elkhorn City to Breaks Park Entrance	Pike County	10.78 km	2.4%	255 m	Cat. 3
11. Thunderstruck makes you Faster	Perry County	4.33 km	5.5%	239 m	Cat. 3
12. Abner Mtn Climb Melvin	Floyd County	4.9 km	4.9%	238 m	Cat. 3
13. Kingdom Come: 160 to the lake	Harlan County	2 km	11.7%	233 m	Cat. 3
14. To Kingdom Come	Harlan County	2.18 km	10.6%	232 m	Cat. 3
15. General Store to Peak	Letcher County	3.44 km	6.6%	226 m	Cat. 3
16. Tour De Kingdom Challenge Climb	Harlan County	2.3 km	9.8%	224 m	Cat. 3
17. Gordon to Little Shepherd Turnoff	Letcher County	2.17 km	9.6%	208 m	Cat. 3
18. Up the Big Hill from the Marathon Gas Station	Madison County	4.62 km	4.5%	207 m	Cat. 3
19. Goshen Ln Climb	Oldham County	1.24 km	15.6%	195 m	Cat. 3
20. Tipton Ridge Rd Climb	Estill County	2.95 km	6.4%	190 m	Cat. 3
21. Peters Mountain Road	McCreary County	6.67 km	2.8%	190 m	Cat. 3
22. State Highway 2003 Climb	Jackson County	1.32 km	14.1%	187 m	Cat. 3
23. U.S. 421 Climb	Madison County	3.02 km	6.2%	186 m	Cat. 3
24. Cowan Mtn.	Letcher County	2.54 km	7.3%	185 m	Cat. 3
25. Tipton Ridge Climb E/B	Estill County	3.02 km	6.1%	194 m	Cat. 3
26. The Best Way Up	Floyd County	4.45 km	4%	179 m	Cat. 3
27. Tipton Climb (real climb)	Estill County	3.05 km	5.8%	179 m	Cat. 3
28. Cobhill Road Climb	Estill County	1.24 km	14.1%	175 m	Cat. 3
29. Cobhill Eastbound	Estill County	1.23 km	14.1%	173 m	Cat. 3
30. War Baby	Leslie County	1.97 km	8.4%	165 m	Cat. 3
31. Mount Olive	Lee County	7.96 km	2.1%	164 m	Cat. 3
32. chicken bacon ranch	Powell County	4.42 km	3.7%	162 m	Cat. 3
33. Rt 519 -> Clack Mountain Rd	Rowan County	13.99 km	1.2%	161 m	Cat. 3
34. Scaffold Burnt Ridge Climb	Madison County	4.58 km	3.5%	161 m	Cat. 3
35. Danjo to Campground	Jackson County	5.48 km	2.9%	158 m	Cat. 4
36. Clear Creek Climb to Top	Bath County	8.02 km	2%	158 m	Cat. 4
37. Front Side of Cowan Mtn	Letcher County	2.9 km	5.4%	155 m	Cat. 4
38. Dry Creek from 519	Rowan County	8.17 km	1.9%	352 m	Cat. 4
39. Hitt Rd Climb	Jefferson County	1.69 km	9%	153 m	Cat. 4
40. State Rock Climb	Powell County	1.58 km	9.7%	153 m	Cat. 4
41. Route 1144 Bottom to Top	Lee County	7.32 km	2%	148 m	Cat. 4
42. Best Part of Kingdom Come Entry	Harlan County	1.45 km	10.2%	148 m	Cat. 4
43. Bracht Piner Rd Climb	Kenton County	0.96 km	15.2%	147 m	Cat. 4
44. Buck Creek Hill	Bath County	5.51 km	2.7%	147 m	Cat. 4
45. 287 climb	Bell County	7.87 km	1.9%	147 m	Cat. 4
46. Cannonball East	Pulaski County	4.85 km	3%	145 m	Cat. 4
47. Route 28 Double Whammy	Perry County	11.81 km	1.2%	146 m	Cat. 4
48. County Road 1029 Climb	Floyd County	1.72 km	8.4%	145 m	Cat. 4
49. Spradlin Branch Rd Climb	Floyd County	1.46 km	9.8%	143 m	Cat. 4
50. Booneville Road	Breathitt County	5.64 km	2.5%	142 m	Cat. 4
51. Abner Mountain Rd Climb	Floyd County	1.99 km	7.1%	141 m	Cat. 4
52. State Highway 404 Climb	Floyd County	1.96 km	7.2%	141 m	Cat. 4
53. Dan Ridge Rd Climb	Menifee County	1.77 km	7.9%	140 m	Cat. 4
54. Pine Mountain Rd Climb	Letcher County	1.63 km	8.5%	139 m	Cat. 4
55. The "Extra" One	Menifee County	1.69 km	8.1%	138 m	Cat. 4
56. Zilpo -> Buck Creek Rd	Bath County	7.02 km	2%	137 m	Cat. 4
57. Kentucky 801 Climb	Rowan County	1.28 km	10.6%	136 m	Cat. 4
58. Big Perry Climb -> Martin's Branch	Rowan County	12.64 km	1.1%	136 m	Cat. 4
59. Racoon Creek Full	Jackson County	4.14 km	3.3%	135 m	Cat. 4
60. Route 451 Climbs	Perry County	12.65 km	1.1%	135 m	Cat. 4
61. 1274 Climb	Rowan County	5.47 km	2.5%	134 m	Cat. 4
62. Fixer - Lecco from Cave Fork	Lee County	8.42 km	1.6%	134 m	Cat. 4
63. Longfield Avenue Climb	Jefferson County	3.48 km	3.8%	134 m	Cat. 4
64. Holly Fork to the Top	Rowan County	6.67 km	2%	133 m	Cat. 4
65. Lilley Cornett Woods Climb	Letcher County	1.65 km	7.9%	131 m	Cat. 4
66. fromtheferrytomainstreet	Madison County	20.08 km	0.7%	131 m	Cat. 4
67. Rt 801 - FS 16	Rowan County	12.03 km	1.1%	129 m	Cat. 4
68. First half of Cave Run CCW	Rowan County	13.12 km	1%	130 m	Cat. 4
69. River to Rock	Laurel County	6.76 km	1.9%	129 m	Cat. 4
70. Rt 801: Farmers to 1274	Rowan County	17.19 km	0.8%	129 m	Cat. 4
71. Hamim to CCC Trail	Rowan County	4.85 km	2.7%	128 m	Cat. 4
72. Eskalapia Hollow Climb (correct measurements)	Lewis County	1.51 km	8.5%	128 m	Cat. 4
73. State Highway 1787 Climb	Rockcastle County	1.26 km	10.1%	127 m	Cat. 4
74. The Ridge	Rowan County	4.8 km	2.6%	127 m	Cat. 4
75. Coal Harbor	Perry County	3.5 km	3.6%	126 m	Cat. 4
76. 519 Climb	Rowan County	4.55 km	2.8%	126 m	Cat. 4
77. Bottoms Up	Trimble County	19.04 km	0.7%	126 m	Cat. 4
78. Crestwood Dr Climb	Floyd County	0.83 km	15.2%	126 m	Cat. 4
79. Cold Springs + Weaver Ridge	Rowan County	5.36 km	2.3%	125 m	Cat. 4
80. Mount Victory RR Outbound	Pulaski County	17.1 km	0.7%	124 m	Cat. 4
81. Eagle Station Rd climb	Owen County	2.03 km	6.1%	124 m	Cat. 4
82. To the HaHa	Rowan County	2.87 km	4.3%	124 m	Cat. 4
83. Jefferson Hill Road Climb	Jefferson County	3.59 km	3.5%	124 m	Cat. 4
84. The Ferry to Logana	Fayette County	6.62 km	1.9%	124 m	Cat. 4
85. Frenchburg to Mariba	Menifee County	6.33 km	2%	124 m	Cat. 4
86. Valley View Up	Fayette County	3.01 km	4.1%	123 m	Cat. 4
87. Bull Creek Climb	Mason County	4.29 km	2.9%	123 m	Cat. 4
88. Bee Creek	Whitley County	3.25 km	3.8%	122 m	Cat. 4
89. Cold Springs Hollow Climb	Rowan County	1.39 km	8.8%	121 m	Cat. 4
90. Jacks Creek to Raven Run	Fayette County	4.37 km	2.8%	121 m	Cat. 4
91. Clay's Ferry + Elk Lick Falls	Fayette County	4.51 km	2.7%	121 m	Cat. 4
92. Drew Godsey Rd Climb	Perry County	2.3 km	5.3%	121 m	Cat. 4
93. Weavers Run to Martin Hill 1417	Bullitt County	11.62 km	1%	120 m	Cat. 4
94. Steepest mile on Peter's Mountain Rd.	McCreary County	1.83 km	6.6%	120 m	Cat. 4
95. Clack Mountain East Rd Climb	Rowan County	2.47 km	4.9%	120 m	Cat. 4
96. The Whole Holsclaw Up Hill	Jefferson County	5.85 km	2.1%	120 m	Cat. 4
97. Lakeview Full Trail	Rowan County	2.66 km	4.5%	160 m	Cat. 4
98. Sulphur Well Rd.	Jessamine County	2.95 km	4.1%	120 m	Cat. 4
99. old halls gap climb	Lincoln County	2.71 km	4.4%	119 m	Cat. 4
100. 1541 extended	Jessamine County	2.14 km	5.6%	119 m	Cat. 4

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