Cycling Climbs in Northeastern Connecticut Planning Region

There are 478 cycling climbs in Northeastern Connecticut Planning Region.

Putnam (19)

Quasset Lake (1)

Quinebaug (2)

Scotland (7)

South Killingly (6)

South Woodstock (13)

Sterling (14)

Thompson (44)

Union (10)

Voluntown (33)

Warrenville (9)

Witches Woods (5)

Woodstock (37)

Top 100 Hardest Cycling Climbs in Northeastern Connecticut Planning Region

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

Name	Location	Distance	Avg Gradient	Total Elevation	Climb Category
1. 197 all the way up	Woodstock	15.22 km	1.2%	187 m	Cat. 3
2. Pumpkin Hill	Chaplin	5.07 km	2.6%	133 m	Cat. 4
3. Another Camp Quinebaug Climb	Sterling	9.65 km	1.4%	133 m	Cat. 4
4. Valley Rd Climb	Killingly	6.44 km	2%	131 m	Cat. 4
5. Up Old Turnpike	Woodstock	3.34 km	3.8%	127 m	Cat. 4
6. Westford Hill Road Ashford	Ashford	3.02 km	4.2%	126 m	Cat. 4
7. Climb for some wine	Brooklyn	4.59 km	2.7%	125 m	Cat. 4
8. Hartford Pike Climb	Dayville	1.17 km	10.2%	119 m	Cat. 4
9. Climb out of South Woodstock	South Woodstock	6.48 km	1.8%	119 m	Cat. 4
10. Pumpkin Hill 198 to Colts Pond Rd	Chaplin	4.15 km	2.9%	118 m	Cat. 4
11. Rt89 north of Rt44	Warrenville	5.31 km	2.2%	117 m	Cat. 4
12. 1st Dresser Hill Section	Quinebaug	2.69 km	4.3%	117 m	Cat. 4
13. New Rd Cat 4 Climb	Plainfield	3.9 km	3%	116 m	Cat. 4
14. May St Climb	Plainfield	0.59 km	19.8%	116 m	Cat. 4
15. Goshen Rd Climb	Chaplin	2.67 km	4.3%	116 m	Cat. 4
16. Barlow Mill and Kinney Hollow	Ashford	6.29 km	1.8%	114 m	Cat. 4
17. High Meadow Dr Climb	Plainfield	2.31 km	5%	114 m	Cat. 4
18. Windham Rd Climb	Brooklyn	1.24 km	9.1%	113 m	Cat. 4
19. South Bear Hill Road Climb	Chaplin	2.28 km	4.9%	113 m	Cat. 4
20. Cook Hill Rd Climb	Dayville	1.29 km	8.7%	112 m	Cat. 4
21. 169-Brickyard	Woodstock	4.31 km	2.6%	112 m	Cat. 4
22. 14a Double climb	Plainfield	4.71 km	2.4%	112 m	Cat. 4
23. Big Boy Climb	Plainfield	2.47 km	4.5%	111 m	Cat. 4
24. North Road Climb	Killingly	2.27 km	4.9%	110 m	Cat. 4
25. County Rd	Woodstock	4.88 km	2.2%	109 m	Cat. 4
26. Waterfall road to top	Ashford	5.91 km	1.8%	109 m	Cat. 4
27. Ayers Dr Climb	Canterbury	1.01 km	10.6%	107 m	Cat. 4
28. English Neighborhood	South Woodstock	4.99 km	2.1%	107 m	Cat. 4
29. Bigelow Hollow - To the Top	Union	1.94 km	5.4%	105 m	Cat. 4
30. Kate Downing Rd Climb	Plainfield	1.46 km	7.2%	105 m	Cat. 4
31. Wed Night Ride: North Rd. Climb including 1-3% Run Out	Killingly	3.6 km	2.9%	104 m	Cat. 4
32. 44 and 74 after getting off 89	Warrenville	5.77 km	1.8%	102 m	Cat. 4
33. Westford Rd / Rte 89 Climb 44 to the Church	Warrenville	6.35 km	1.6%	101 m	Cat. 4
34. Ziegler Rd	Scotland	5.37 km	1.9%	100 m	Cat. 4
35. Fire Tower Rd Climb	Pomfret	2.25 km	4.3%	97 m	Cat. 4
36. England Road Climb	Chaplin	1.66 km	5.8%	101 m	Cat. 4
37. Silver Bullet	Brooklyn	3.61 km	2.7%	96 m	Cat. 4
38. Halls Pond Rd. Westbound to Top	Chaplin	3.67 km	2.6%	99 m	Cat. 4
39. County Rd to Mellen Rd climb	Woodstock	2.48 km	3.8%	95 m	Cat. 4
40. Hillside to 89	Ashford	2.98 km	3.2%	94 m	Cat. 4
41. Sterling Hill Rd Climb	Plainfield	1.39 km	6.7%	93 m	Cat. 4
42. Rte 14 Hillclimb	Canterbury	2.72 km	3.4%	92 m	Cat. 4
43. Bigelow Hollow Climb	Union	1.27 km	7.2%	91 m	Cat. 4
44. Gibson Hill (From River to Sawmill Hill Rd)	Oneco	4.18 km	2.2%	91 m	Cat. 4
45. Bull Hill Senexet to Viewpoint	South Woodstock	2.7 km	3.4%	91 m	Cat. 4
46. Gran Fondo New England Sterling, CT Main St. KOM	Sterling	1.6 km	5.7%	91 m	Cat. 4
47. WINY to VBC	Putnam	5.64 km	1.6%	91 m	Cat. 4
48. Gran Fondo New England CT-MA State Line KOM	Thompson	3.41 km	2.6%	89 m	Cat. 4
49. Woodstock Hill 169 Climb	South Woodstock	3.56 km	2.5%	88 m	Cat. 4
50. Climb from Jericho Past Winery to Kimball Hill	Pomfret	3.28 km	2.7%	87 m	Cat. 4
51. Dugg Hill toward state line	Woodstock	5.97 km	1.5%	87 m	Cat. 4
52. Sawmill Hill Rd Climb	Plainfield	1.62 km	5.3%	86 m	Cat. 4
53. Ashford climb (rte 44)	Warrenville	3.58 km	2.4%	86 m	Cat. 4
54. Sawmill Hill	Sterling	1.95 km	4.4%	86 m	Cat. 4
55. Slade Rd Climb	Warrenville	1.36 km	6.3%	85 m	Cat. 4
56. Webster Rd Climb	Union	2.21 km	3.8%	85 m	Cat. 4
57. N. Bear Detour	Chaplin	1.55 km	5.5%	85 m	Cat. 4
58. Pomfret St Climb	Pomfret	1.4 km	6%	84 m	Cat. 4
59. Valley View Rd Climb	Plainfield	1.42 km	5.9%	84 m	Cat. 4
60. Arvidson/Roxbury to 169	South Woodstock	1.73 km	4.8%	84 m	Cat. 4
61. Plainfield Pike Climb	Plainfield	1.29 km	6.5%	84 m	Cat. 4
62. RT 198	Chaplin	19.25 km	0.4%	82 m	Cat. 4
63. Tower Hill Road from Chaplin	Chaplin	2.08 km	4%	83 m	Cat. 4
64. MP_2_Rt6	Plainfield	6.59 km	1.3%	83 m	Cat. 4
65. 244 to Ragged Hill	Pomfret	2.04 km	4%	81 m	Cat. 4
66. Thompson - 12 to 200 (start AFTER the light..)	Mechanicsville	2.61 km	3.1%	81 m	Cat. 4
67. Miller Rd Climb	Plainfield	1.98 km	4%	80 m	Cat. 4
68. Station Rd Climb	Hampton	1.67 km	4.8%	80 m	Cat. 4
69. Snake Meadow Climb	Plainfield	3.8 km	2.1%	104 m	N/A
70. Hell Hollow climb to 49	Voluntown	2.11 km	3.7%	79 m	N/A
71. Swamp Thing	Sterling	1.73 km	4.6%	79 m	N/A
72. Chestnut Hill N->S	Ballouville	4.67 km	1.7%	78 m	N/A
73. Woodstock Fair Grade 171 to E. Quasset Rd	South Woodstock	3.48 km	2.2%	77 m	N/A
74. Barrett Hill	Brooklyn	1.77 km	4.3%	77 m	N/A
75. Somers Turnpike (series of climbs)	Witches Woods	4.35 km	1.8%	76 m	N/A
76. Thompson Hill Rd complete	Thompson	2.77 km	2.7%	76 m	N/A
77. Pumpkin Hill South to North	Chaplin	7.49 km	1%	76 m	N/A
78. north bear hiil rd climb	Chaplin	0.84 km	8.9%	74 m	N/A
79. Grosvenor Rd	Pomfret	1.72 km	4.3%	74 m	N/A
80. Cook Hill Rd (N-S complete)	Killingly	6.26 km	1.2%	74 m	N/A
81. All of Cook Hill Ascent	Killingly	6.24 km	1.2%	73 m	N/A
82. New Road Until the Stop Sign Climb	Plainfield	1.71 km	4.2%	72 m	N/A
83. Over hill and dale	Voluntown	17.65 km	0.4%	332 m	N/A
84. Squaw Rock	Killingly	3.31 km	2.1%	70 m	N/A
85. Airline_RT44-OldGriffen	Pomfret	11.17 km	0.6%	71 m	N/A
86. Bull Climb Dirt	Woodstock	1.52 km	4.6%	70 m	N/A
87. Rte 12 to High St	Mechanicsville	12.72 km	0.6%	71 m	N/A
88. Sw. Main st. Climb from state line	Thompson	3.34 km	2.1%	70 m	N/A
89. 244 Golf Course Hill	Pomfret	2.04 km	3.4%	70 m	N/A
90. Plainfield Pike Climb 2	Plainfield	1.16 km	6%	69 m	N/A
91. 244E Initial Hill	Eastford	1.41 km	4.8%	68 m	N/A
92. 6 West to Bailey Hill Crest	Killingly	1.34 km	5.1%	72 m	N/A
93. Heritage Rd (full climb)	Putnam	2.34 km	2.9%	68 m	N/A
94. Schoolhouse Hill	Eastford	0.85 km	7.9%	68 m	N/A
95. Who Put That Wall There	Woodstock	2.83 km	2.4%	67 m	N/A
96. Hazard Rd	Voluntown	5.06 km	1.3%	67 m	N/A
97. Stickney Hill Rd ~7%	Union	1.14 km	5.9%	67 m	N/A
98. the climb to Cujo's house	Witches Woods	3.06 km	2.2%	66 m	N/A
99. westford climb	Ashford	2.46 km	2.7%	66 m	N/A
100. bigelow rd climb	Hampton	2.73 km	2.4%	66 m	N/A

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