Green Mountains, Vermont Hiking Trails 1. Abbey Pond Trail Addison County 2. Baker Peak Trail Rutland County 3. Barnard Trail Windsor County 4. Battell Trail Addison County 5. Bayley Hazen Military Road Trail Orleans County 6. Beane Trail Chittenden County 7. Bear Den Trail Caledonia County 8. Bear Hill Trail Orange County 9. Beaver Meadow Trail Addison County 10. Big Deer Mountain Trail Caledonia County 11. Bloodroot Mountain Trail Rutland County Bloodroot is the perfect challenge to any expert o... 12. Branch Pond Trail Bennington County 13. Bucklin Trail Rutland County 14. Burnt Hill Trail Addison County 15. Canty Trail Rutland County Excellent trails, great hike, and most important g... 16. Catamount Cross Country Trail Washington County 17. Chandler Ridge Trail Addison County 18. Chittenden Brook Cross-Country Ski Trail Rutland County 19. Chittenden Brook Trail Rutland County 20. Circle Trail Rutland County 21. Clark Brook Trail Addison County 22. Coldwater Brook Trail Caledonia County 23. Cooley Glen Trail Addison County 24. Cooridor 7 Windham County 25. Dalley Loop Trail Washington County There is supposed to be an 1783 old settlement nea... 26. Deerfield Trail Windham County 27. Duval Trail Addison County 28. Emily Proctor Trail Addison County 29. Falls of Lana Trail Addison County 30. Green Mountain Trail Rutland County 31. Groton State Forest Nature Trail Caledonia County 32. Hamilton Falls Trail Windham County 33. Haselton Trail Lamoille County 34. Healing Springs Nature Trail Bennington County 35. Hedgehop Hill Loop Trail Washington County 36. Herbert Hawkes Hiking Trail Caledonia County 37. Homer Stone Trail Rutland County 38. Hosmer Brook Trail Caledonia County 39. Jerusalem Trail Chittenden County 40. Jones Brook Trail Bennington County 41. Juggernaut Trail Rutland County 42. Keewaydin Trail Addison County White Rocks,great trail 0.8 miles up. Trails inter... 43. Keewaydin Trail Rutland County 44. Kettle Pond Trail Caledonia County 45. Lake Trail Rutland County 46. Leicester Hollow Trail Addison County 47. Little Deer Trail Caledonia County 48. Little Michigan Trail Bennington County 49. Loggers Loop Trail Essex County 50. Long Trail Addison County 51. Loon Trail Essex County 52. Lye Brook Trail Bennington County 53. Mad Tom Trail Bennington County 54. Main Trail Essex County 55. Moose Trail Essex County 56. Mount Moosalamoo Campground Trail Addison County 57. Mount Moosalamoo Trail Addison County 58. Mount Moosalamoo Trail Addison County 59. Mount Peg Foot and Bridal Trails Windsor County 60. Mount Pisgah Trail Orleans County 61. Nature Trail Addison County 62. New Boston Trail Rutland County South of Rutland rt 7 south to rt 140 east. Entran... 63. North Branch Trail Addison County 64. Nose Dive Trail Chittenden County 65. Oak Ridge Trail Addison County 66. Old Job Trail Rutland County 67. Osmore Pond Hiking Loop Caledonia County 68. Owls Head Trail Caledonia County Drove all over looking for summit view. Was there ... 69. Peacham Bog Trail Caledonia County 70. Railroad Bed Trail Windham County 71. Red Pine Trail Essex County 72. Robert Frost Interpretive Trail Addison County 73. Sawmill Loop Trail Washington County 74. Shore Trail Essex County 75. Shore Trail Essex County 76. Silver Lake Trail Addison County 77. Silver Ledge Trail Caledonia County 78. Skylight Pond Trail Addison County 79. South Pond Trail Rutland County 80. South Shore Hiking Trail Orleans County 81. Staples Trail Bennington County 82. Stevenson Brook Trail Washington County 83. Sucker Brook Trail Addison County 84. Telefon Trail Rutland County 85. The Long Trail Lamoille County 86. Utley Brook Trail Bennington County 87. West Ridge Trail Bennington County 88. Wetmore Gap Trail Rutland County 89. Windows Trail Addison County 90. Wrights Mountain Trail Orange County