Cycling Climbs in Massachusetts

There are 13,206 cycling climbs in Massachusetts.

Top 100 Hardest Cycling Climbs in Massachusetts

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

Name	Location	Distance	Avg Gradient	Total Elevation	Climb Category
1. Everest?1	Berkshire County	14.88 km	5.7%	854 m	HC
2. Mt Greylock 9-7-19 Hillclimb	Berkshire County	14.59 km	5.7%	836 m	HC
3. Greylock from Luce	Berkshire County	16.14 km	5.2%	831 m	HC
4. N Greylock - Notch to Rockwell	Berkshire County	13.28 km	5.8%	776 m	Cat. 1
5. 7 to the top	Berkshire County	15.72 km	4.5%	709 m	Cat. 1
6. Scott Rd/Summitt	Berkshire County	13.77 km	4.9%	673 m	Cat. 1
7. Greylock Everesting segment from reservoir road	Berkshire County	10.84 km	6.2%	669 m	Cat. 1
8. GreyLock South (N.Main to Summit)	Berkshire County	14.25 km	4.7%	666 m	Cat. 1
9. Greylock After Gate	Berkshire County	10.44 km	6%	623 m	Cat. 2
10. 2015 PAIN in the MASS Tour "Mt. Greylock Summit" Climb	Berkshire County	10.58 km	5.8%	619 m	Cat. 2
11. GL Gravel Park to Summit	Berkshire County	10 km	5.9%	585 m	Cat. 2
12. 2016 Pain in the Mass Tour KOM/QOM TT 2	Berkshire County	10.64 km	5.3%	560 m	Cat. 2
13. Greylock Vistors Center To Tower South Side	Berkshire County	12.68 km	4.2%	528 m	Cat. 2
14. Five Corners to Wawa	Worcester County	26.16 km	2%	524 m	Cat. 2
15. 140 to Summit	Worcester County	15.43 km	3%	470 m	Cat. 2
16. PITM Tomahawk!	Franklin County	14.67 km	3.2%	468 m	Cat. 2
17. Sterling to Wachussett via Pine Hill	Worcester County	21.28 km	2.1%	448 m	Cat. 2
18. greylock SS gate to stop sign	Berkshire County	11.27 km	3.9%	443 m	Cat. 2
19. Tunnel Road to Whitcomb Summit	Berkshire County	4.97 km	8.7%	435 m	Cat. 2
20. whitcomb road all the way to summit	Berkshire County	4.49 km	9.6%	436 m	Cat. 2
21. Zoar to VT via Rowe	Franklin County	11.98 km	3.6%	428 m	Cat. 2
22. Thornliebank to Petersburg summit	Berkshire County	9.46 km	4.4%	435 m	Cat. 2
23. Kingsley Hill to Tilda Hill Climb	Franklin County	9.36 km	4.4%	411 m	Cat. 2
24. Mt. Wachusett from Beaman Rd.	Worcester County	10.73 km	3.8%	407 m	Cat. 2
25. Petersburg via Bee Hill	Berkshire County	6.78 km	6%	404 m	Cat. 2
26. Whitcomb hill rd. from River Rd. full	Berkshire County	4.16 km	9.7%	413 m	Cat. 2
27. Tour De Heifer Long Climb	Franklin County	19.17 km	2.1%	400 m	Cat. 2
28. 2016 Pain in the Mass Tour KOM/QOM TT 1	Berkshire County	9.86 km	4%	399 m	Cat. 2
29. East Hoosac St - Summer Street to the end of the steep part	Berkshire County	4.99 km	8%	398 m	Cat. 2
30. Manning to WaWa Summit	Worcester County	18.2 km	2.2%	397 m	Cat. 2
31. Leominister to Summit	Worcester County	13.04 km	3%	394 m	Cat. 2
32. Whitcomb Hill Road (Short of Summit)	Berkshire County	4.1 km	9.4%	387 m	Cat. 2
33. w. shaft to west summit	Berkshire County	6.97 km	5.5%	386 m	Cat. 2
34. Whitcomb Hill to RT2 (with better gps data)	Berkshire County	3.98 km	9.6%	389 m	Cat. 2
35. E River - Old North	Hampden County	18.84 km	2%	377 m	Cat. 2
36. Greylock dirt climb rte 7 to upper gate	Berkshire County	5.74 km	6.5%	448 m	Cat. 2
37. Wachusett Mtn from 140 Climb	Worcester County	8.36 km	4.4%	370 m	Cat. 2
38. Heath rd up to Bray rd	Franklin County	7.71 km	4.8%	368 m	Cat. 2
39. WaWa up	Worcester County	8.06 km	4.6%	367 m	Cat. 2
40. East Hawley Rd	Franklin County	6.6 km	5.6%	373 m	Cat. 2
41. Jacobs Ladder	Hampden County	10.66 km	3.4%	367 m	Cat. 2
42. 600 ft to 1787 ft	Hampden County	16.89 km	2.2%	362 m	Cat. 2
43. MoWa version 3	Worcester County	7.76 km	4.6%	359 m	Cat. 2
44. Beaman-Pine Hill-up the down	Worcester County	7.15 km	5%	366 m	Cat. 2
45. 116, the whole climb	Berkshire County	8.57 km	4.2%	357 m	Cat. 2
46. Full Russell Stage to Blandford Club	Hampden County	7.01 km	5.1%	401 m	Cat. 2
47. Beaman-Pine Hill-Up the Up	Worcester County	8.17 km	4.3%	390 m	Cat. 2
48. Clesson Brook - Forget	Franklin County	10.82 km	3.2%	351 m	Cat. 2
49. Middle-Hunt climb	Franklin County	7.4 km	4.7%	346 m	Cat. 2
50. Tyringham Road to top of Tyne Road	Berkshire County	8.87 km	3.9%	371 m	Cat. 2
51. Berkshire East to N Adam lookout	Franklin County	21.54 km	1.6%	551 m	Cat. 2
52. Petersburg Pass from Torrey Woods Rd	Berkshire County	6.02 km	5.7%	344 m	Cat. 2
53. Potter Mountain Rd Climb	Berkshire County	1.16 km	29.2%	339 m	Cat. 2
54. Skyline - bottom to western view	Hampshire County	8.91 km	3.8%	338 m	Cat. 2
55. Adamsville Rd > 8A > Burrington Hill Rd	Franklin County	10.87 km	3.1%	371 m	Cat. 2
56. Bolton rd to the WM Summit	Worcester County	5.76 km	5.8%	336 m	Cat. 2
57. mohawk trail/black brook	Franklin County	10.26 km	3.3%	336 m	Cat. 2
58. Briar Hill/West from Williamsburg	Hampshire County	12.24 km	2.7%	334 m	Cat. 2
59. Wachusett Mountain - Team Bolton	Worcester County	4.96 km	6.7%	333 m	Cat. 2
60. Florence to Ashfield 13 Mile Climb	Hampshire County	22.12 km	1.5%	413 m	Cat. 2
61. Hilltowns Up	Franklin County	20.61 km	1.6%	644 m	Cat. 2
62. Wachusett Mountain From 140	Worcester County	6.33 km	5.2%	363 m	Cat. 2
63. Full Russell Stage	Hampden County	6.42 km	5.1%	328 m	Cat. 2
64. Harbor Up	Berkshire County	2.44 km	13.4%	331 m	Cat. 2
65. Wachusett Climb - Up the Down Road.	Worcester County	4.67 km	7%	339 m	Cat. 2
66. Avery Brook Rd to Taylor Brook Rd	Franklin County	6.36 km	5.1%	327 m	Cat. 2
67. East Hawley First Half	Franklin County	4.63 km	7.1%	327 m	Cat. 2
68. Wachusett Hill Climb True Finish	Worcester County	5.97 km	5.4%	325 m	Cat. 2
69. Full Wachu ascent via parking lot	Worcester County	6.15 km	5.3%	324 m	Cat. 2
70. 9 mile Wyola climb	Franklin County	14.73 km	2.2%	341 m	Cat. 2
71. Wachusett Hillclimb Official	Worcester County	5.89 km	5.5%	336 m	Cat. 2
72. Beaman to Wachusett Summit Climb	Worcester County	6.81 km	4.7%	322 m	Cat. 2
73. Wachusett From Start of MH to summit	Worcester County	5.34 km	6%	320 m	Cat. 3
74. Wachusett BUMPS Hillclimb	Worcester County	5.82 km	5.5%	319 m	Cat. 3
75. Hope you like hills	Hampden County	8.59 km	3.7%	317 m	Cat. 3
76. Amherst-Shutesbury via Buffam	Hampshire County	13.2 km	2.4%	412 m	Cat. 3
77. buckland to hawley	Franklin County	8.48 km	3.7%	315 m	Cat. 3
78. First Annual Wachusett Mountain Uphill Bike Climb	Worcester County	6.12 km	5.2%	315 m	Cat. 3
79. Pelham - Buffam	Hampshire County	11.31 km	2.8%	314 m	Cat. 3
80. All the way up	Berkshire County	4.31 km	7.3%	314 m	Cat. 3
81. Greylock South Climb	Berkshire County	5.08 km	6.2%	314 m	Cat. 3
82. East Hoosac -RT to WoodPile	Berkshire County	4.18 km	7.5%	312 m	Cat. 3
83. Full climb from Chester bridge	Hampden County	11.15 km	2.8%	401 m	Cat. 3
84. Big Apple	Franklin County	6.57 km	4.7%	308 m	Cat. 3
85. ToTH 4 - Clesson Brook to Plainfield Rd	Franklin County	8.53 km	3.6%	311 m	Cat. 3
86. Charlemont > Vermont State Line	Franklin County	15.11 km	2%	307 m	Cat. 3
87. Clesson Brook Rd 2.0	Franklin County	8.48 km	3.6%	311 m	Cat. 3
88. Heath Road Climb	Franklin County	6.23 km	4.9%	305 m	Cat. 3
89. Wachusett Up the Down Revised	Worcester County	4.41 km	6.9%	305 m	Cat. 3
90. Honolulu Up Singletrack 2015	Berkshire County	4.45 km	6.8%	340 m	Cat. 3
91. Chesterfield Road - Reservoir to Bofat Hill	Hampshire County	8.39 km	3.6%	313 m	Cat. 3
92. Nobody likes burpees	Worcester County	13.46 km	2.2%	300 m	Cat. 3
93. full thompson	Franklin County	4.75 km	6.3%	300 m	Cat. 3
94. Full Legate Hill Road Climb	Franklin County	3.88 km	7.7%	300 m	Cat. 3
95. Massochistah 2019 (Poland Gate Climb to End of Goat Hill)	Franklin County	21.68 km	1.4%	298 m	Cat. 3
96. Mt. Wachusett climb the whole enchilada	Worcester County	5.23 km	5.7%	296 m	Cat. 3
97. Schermerhorn Road (Gate to Overlook)	Berkshire County	4.11 km	7.2%	319 m	Cat. 3
98. Merick, Pine Hill, & Wachusett	Worcester County	6.49 km	4.6%	296 m	Cat. 3
99. Mohawk Trail Climb from Main Street	Berkshire County	5.37 km	5.5%	296 m	Cat. 3
100. Rte 9 - Williamsburg to Goshen	Hampshire County	9.02 km	3.3%	294 m	Cat. 3

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