Cycling Climbs in Dukes County

There are 128 cycling climbs in Dukes County.

Top 100 Hardest Cycling Climbs in Dukes County

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

Name	Location	Distance	Avg Gradient	Total Elevation	Climb Category
1. True Climb Out of Menemsha	Menemsha	2.11 km	2.9%	62 m	N/A
2. Menemsha - Homeward Way	Menemsha	2.28 km	2.5%	57 m	N/A
3. Cedar Tree Climb	West Tisbury	1.8 km	3%	55 m	N/A
4. Aquinnah - Herring Creek to Town Hall	Chilmark	2.93 km	1.7%	50 m	N/A
5. John Cottle Rd to Indian Hill	West Tisbury	3.4 km	1.3%	45 m	N/A
6. Lobsterville Climb (to the top, not the STOP)	Lobsterville	1.04 km	4%	42 m	N/A
7. Menemsha Gate Climb	Chilmark	1.02 km	3.9%	39 m	N/A
8. Irvin Trail uphill	West Tisbury	2.34 km	1.6%	38 m	N/A
9. Big Orange Climb	West Tisbury	1.8 km	2%	37 m	N/A
10. Fulling Mill Brook to Ocean View Farm lookout	Chilmark	0.84 km	4.2%	36 m	N/A
11. Tea Lane Climb-eastward	Chilmark	1.32 km	2.6%	34 m	N/A
12. Tisaquam Climb from Middle	Chilmark	0.77 km	4.4%	33 m	N/A
13. Norton Farm to Wompesket northbound	West Tisbury	1.72 km	1.9%	33 m	N/A
14. Old Farm Road South	Menemsha	2.31 km	1.4%	33 m	N/A
15. Ridge Hill-King's Highway	Chilmark	2.15 km	1.5%	32 m	N/A
16. Tea Ln NB	Chilmark	1.44 km	2%	29 m	N/A
17. The Vineyard's Scenic Misery	Chilmark	4.76 km	0.6%	84 m	N/A
18. Bust a gut	Chilmark	0.59 km	4.8%	28 m	N/A
19. Up Up Up Skiff Ave	Tisbury	0.73 km	3.9%	28 m	N/A
20. Tabor House Rise	Chilmark	0.9 km	3.1%	27 m	N/A
21. North - Tabor House to top of Hill	Chilmark	1.23 km	2.2%	27 m	N/A
22. MGF to the Cliffs	Edgartown	29.35 km	0.1%	26 m	N/A
23. Wapatequa Bottom to Top	Tisbury	1.94 km	1.4%	26 m	N/A
24. Ridge Hill	Chilmark	0.61 km	4.3%	26 m	N/A
25. Lobsterville to Lighthouse	Aquinnah	3.24 km	0.8%	52 m	N/A
26. Forget the Photo Op - get to the Top!	Chilmark	1.85 km	1.4%	38 m	N/A
27. Blackwater to Wompesket	West Tisbury	1.41 km	1.8%	26 m	N/A
28. South to North Gravel	Chilmark	4.75 km	0.5%	25 m	N/A
29. Beetlebung Hill	Chilmark	0.9 km	2.7%	25 m	N/A
30. Tisbury Meadow Techy Climb	Tisbury	0.81 km	3%	24 m	N/A
31. south rd -> brookside ridge	Chilmark	0.47 km	5.1%	24 m	N/A
32. Off Kings to Ocean View west	Chilmark	1.12 km	2.1%	24 m	N/A
33. Ridgeline Traverse Climb	West Tisbury	0.5 km	4.7%	24 m	N/A
34. Blackwater Technical Climb	West Tisbury	1.1 km	2.1%	23 m	N/A
35. punch out of henry hough hollow	Chilmark	0.95 km	2.4%	23 m	N/A
36. Tabor House Reprise	Chilmark	0.77 km	2.9%	22 m	N/A
37. Edgartown Library to Aquinnah	Edgartown	31.05 km	0.1%	20 m	N/A
38. Return from Tashmoo Beach	Tisbury	1.97 km	1.1%	21 m	N/A
39. Tiasquam Wall	Chilmark	0.6 km	3.4%	21 m	N/A
40. old country road - north	West Tisbury	5.33 km	0.4%	20 m	N/A
41. Bluffside (S-N)	Oak Bluffs	0.66 km	3%	20 m	N/A
42. WC PO to Spring	Tisbury	4.78 km	0.4%	19 m	N/A
43. Bakehouse to Tabor House	Tisbury	12.21 km	0.2%	18 m	N/A
44. Into Chilmark Hump	Chilmark	2 km	0.9%	18 m	N/A
45. Just the top	West Tisbury	0.53 km	3.4%	18 m	N/A
46. The Nutcracker	Chilmark	0.3 km	6%	18 m	N/A
47. State Rd. North - Edgartown Rd. to W Spring st.	West Tisbury	9.43 km	0.2%	18 m	N/A
48. Climb to Wompesket - 1	West Tisbury	0.48 km	3.7%	18 m	N/A
49. Going to Chillmark hill	Chilmark	0.37 km	4.6%	17 m	N/A
50. Lobsterville - Lighthouse - State Rd	Lobsterville	8.38 km	0.2%	17 m	N/A
51. Lighthouse Pain Cave	Aquinnah	0.71 km	2.3%	17 m	N/A
52. Edgertown Vinyard Haven Rd. Climb	Tisbury	0.84 km	2%	16 m	N/A
53. Chappy Ferry - North Neck Rd	Edgartown	1.8 km	0.9%	17 m	N/A
54. Real Tisbury Tech Climb	Tisbury	0.37 km	4.4%	16 m	N/A
55. Menemsha Recross Rd	Chilmark	1.52 km	1.1%	16 m	N/A
56. Dirt road from Lobsterville	Lobsterville	2.17 km	0.7%	15 m	N/A
57. Aquinnah Afterburner	Aquinnah	0.46 km	3.1%	14 m	N/A
58. two climbs on moshup	Aquinnah	0.97 km	1.5%	14 m	N/A
59. Key In and Out	Aquinnah	4.6 km	0.3%	47 m	N/A
60. Herring Creek to Moshup Sprint	Chilmark	0.49 km	2.8%	14 m	N/A
61. Radar Love	Chilmark	1.41 km	0.9%	13 m	N/A
62. Corner of State Rd/North Rd to Old Farm Rd.	West Tisbury	3.03 km	0.4%	13 m	N/A
63. Pasture Two	Chilmark	1.38 km	0.9%	13 m	N/A
64. Southern Woodlands (County-Old Back)	Oak Bluffs	1.4 km	0.9%	13 m	N/A
65. MV DUVINE Hustle	Chilmark	0.48 km	2.6%	12 m	N/A
66. West chop - VH Library via Main	Tisbury	1.9 km	0.7%	12 m	N/A
67. Tisbury meadows grass loop climb	Tisbury	0.44 km	2.8%	12 m	N/A
68. Ancient Way – Stoney to Holmes	West Tisbury	1.47 km	0.8%	12 m	N/A
69. Old Holmes Hole W to O SWR4	Oak Bluffs	0.91 km	1.3%	11 m	N/A
70. Moshup Climb to State Road	Aquinnah	1.7 km	0.7%	11 m	N/A
71. up to Kings Hwy	Chilmark	1.06 km	1%	11 m	N/A
72. Takemmy Path Climb	West Tisbury	0.89 km	1.2%	11 m	N/A
73. Greenlands Connector Up	West Tisbury	0.31 km	3.3%	10 m	N/A
74. Pennywise - VH Rd to intersection	Edgartown	1.36 km	0.7%	10 m	N/A
75. Featherstone Hill Climb	Oak Bluffs	0.31 km	3.3%	10 m	N/A
76. Seven gate to Old Farm	West Tisbury	2.55 km	0.4%	10 m	N/A
77. North Road - All of it...	Menemsha	9.88 km	0.1%	155 m	N/A
78. South / North rd	West Tisbury	19 km	0.1%	10 m	N/A
79. Hotel Ave to Trail Entrance	Edgartown	0.86 km	1.1%	11 m	N/A
80. Old Road to Oak Bluffs Plus Tower Hill Northbound	Oak Bluffs	2.81 km	0.3%	9 m	N/A
81. North Rd. to Middle Rd.	Chilmark	2.63 km	0.4%	9 m	N/A
82. Barnes Road Bomb Run (South to North)	Edgartown	2.87 km	0.3%	9 m	N/A
83. Plank City Up	West Tisbury	0.42 km	2.1%	9 m	N/A
84. WT Rd to Roundabout	Edgartown	3.78 km	0.2%	9 m	N/A
85. oak bluffs school	Oak Bluffs	0.51 km	1.8%	9 m	N/A
86. Wapatequa S to N	Tisbury	1.04 km	0.9%	9 m	N/A
87. Herring Creek Straightaway	Edgartown	3.4 km	0.3%	9 m	N/A
88. Square Field W	West Tisbury	0.65 km	1.4%	9 m	N/A
89. West Chop - Yellow Climb	Tisbury	0.53 km	1.7%	9 m	N/A
90. Greenlands 5 - From Stoney Hill Farm	West Tisbury	2.17 km	0.4%	8 m	N/A
91. Watch the roots!	Chilmark	0.69 km	1.2%	8 m	N/A
92. West Spring Street Climb	Tisbury	0.73 km	1.1%	8 m	N/A
93. Duarte Little Climb	Oak Bluffs	0.31 km	2.7%	8 m	N/A
94. Martha's to Barnes	Edgartown	3.99 km	0.2%	25 m	N/A
95. Fire Trail 5 north to Earl's Folley	West Tisbury	2.41 km	0.3%	8 m	N/A
96. Field, Fire Station, Blow Your Horn Corner	Edgartown	1.27 km	0.6%	10 m	N/A
97. Gay Head to State Rd.	Aquinnah	4.73 km	0.2%	7 m	N/A
98. Misty Trail West to East	West Tisbury	2.65 km	0.3%	7 m	N/A
99. Old Back Rd S - Pond View to Bayes	Oak Bluffs	0.55 km	1.4%	7 m	N/A
100. Road to the Plains Sprint (SW to NE)	Edgartown	1.22 km	0.6%	7 m	N/A

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