113 Trails in Connecticut

Rank Trail Name Difficulty Length (mi) Rating City
51. Old Saybrook Preserve Intermediate difficulty 20.0 **** Old Saybrook
52. Salmon River State Forest Intermediate difficulty 7.0 *** Colchester
53. Day Pond Intermediate difficulty 7.0 ***** Colchester
54. Steep Rock Advanced difficulty 7.0 **** Washington
55. Cheshire Lock 12 Easiest difficulty 18.0 ***** Cheshire
56. Cranberry Park Easiest difficulty 7.0 *** Norwalk`
57. Stratton Brook State Park Intermediate difficulty 5.0 **** Simsbury
58. Sessions Woods difficulty 20.0 *** Burlington
59. Crandall Park Advanced difficulty 8.0 ***** Tolland
60. Middlebury Greenway Easiest difficulty 10.0 **** Middlebury
61. Genesee Recreation Area Beginner difficulty 10.0 *** Madison
62. Devil's Hopyard Expert difficulty 12.0 *** East Haddam
63. Mohawk Mountain State Park Beginner difficulty 15.0 *** Goshen
64. Bigelow Hollow State Park Beginner difficulty 11.0 *** Union
65. The Jumps Beginner difficulty 1.0 *** West Hartford
66. Powder Ridge Bike Park Intermediate difficulty 0 *** Middlefield
67. Brotherin Trail System Intermediate difficulty 4.0 *** Madison
68. Stony Creek Quarry Preserve Intermediate difficulty 10.0 *** Branford
69. Dingle Brook Trail difficulty 6.0 *** Newtown
70. Racebrook Tract difficulty 11.0 *** Middletown
71. Canfield difficulty 6.0 **** Deep RIver
72. Air line trail Intermediate difficulty 26.0 *** Hampton
73. Brooksvale Park And Naugatuck State Forest Advanced difficulty 10.0 ** Hamden
74. Thomaston Dam Easiest difficulty 0.0 *** Thomaston
75. Gurski Farm Intermediate difficulty 4.0 *** Brookfield
76. Trumbull Rail Trail Easiest difficulty 6.0 ** Trumbull
77. Water Company Owned Woods Intermediate difficulty 2.0 ** Enfield
78. Mile Creek Preserve Easiest difficulty 2.0 ***** Old Lyme
79. Gilbert Mountain / Winsted Woods Intermediate difficulty 5.0 ** Winsted
80. Farmington Canal Heritage Trail Easiest difficulty 5.0 * Hamden
81. Corn Fields Easiest difficulty 3.0 ** Madison
82. White Memorial Foundation Beginner difficulty 35.0 **** Litchfield
83. Blue and Red trails Intermediate difficulty 5.0 **** Old Saybrook
84. Upper Paugussett State Forest difficulty 6.0 Newtown
85. Funny Farm North Beginner difficulty 5.0 * Newtown
86. Satan's Ridge (Nepaug State Forest) difficulty 3 New Hartford
87. Lower Paugussett State Forest difficulty 6.0 Newtown
88. Central difficulty 1.0 Simsbury
89. Rockwell Park difficulty 0 Bristol
90. Miller Pond Dam difficulty 2.0 Waterford
91. Blue Trail (Trout Brook Valley) difficulty 2.0 Westport
92. airline trail difficulty 17.0 Lebanon
93. Red Trail difficulty 1.0 East Hampton
94. Hyper Coiler difficulty 5.0 Old Lyme
95. Timberlands difficulty 5.0 Madison
96. Monroe Rail Trail difficulty 8.0 Monroe
97. Double D difficulty 0.4 Groton
98. Van Otterloo Preserve difficulty 1.0 Bloomfield
99. Outer Loop difficulty 1.0 Westbrook
100. Oswegatchie difficulty 5.0 East Lyme

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