Green Mountain Club

Maintaining & Protecting Vermont's Long Trail Since 1910

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Hiking the Long Trail Side-to-Side

The Rock Garden Trail is one of the 88 side trails.
The Rock Garden Trail is one of the 88 side trails. Photo by: Amy Potter

Can’t get enough of the Green Mountains? Try completing the Long Trail’s blue-blazed side trails!

  • Number of side trails in the Green Mountains (spur trails to shelters not included): 88
  • Total mileage: 166.1 miles
  • See list of trails below.

Becoming a Certified Side-to-Sider


Once you’ve completed all the side trails, you can become a certified Long Trail Side-to-Sider!

Certified Side-to-Sider benefits:

  1. Complimentary one-year GMC membership (for first-time members only)
  2. Side-to-Side Certificate
  3. Side-to-Side rocker patch
  4. GMC logo patch
  5. Your name listed in the following summer’s Long Trail News!
  6. Knowing you are among the few and the proud who’ve hiked them all!

To apply:

  • Online:
    1. Download and fill out the Long Trail Side-to-Side Trail Tracker, which you will upload in the online application.
    2. Complete the Long Trail Side-to-Side Certification Online Application (each applicant MUST submit their own application).
  • Or by Mail:
    1. Print and fill out the paper Long Trail Side-to-Side Certification Application (each applicant MUST submit their own application).
    2. Mail to:
      Green Mountain Club
      Side-to-Side Certification
      4711 Waterbury-Stowe Road
      Waterbury Center, Vermont 05677

Side-to-Side applications are processed twice each year.  Applicants who meet the following deadlines will be listed in the Summer edition of the Long Trail News:

  • Deadline #1, if postmarked or submitted online by September 15th you can expect to receive your certificate and patch in October.
  • Deadline #2, if postmarked or submitted online by February 1st you can expect to receive your certificate and patch in March. (If you submit your application after February 1st your name will not be listed in the Long Trail News until the following year.)

 


Side Trails of the Long Trail

This list is divided up based on the 8 map panels on the Long Trail Map (7th Edition, 2025). The map, as well as the Long Trail Guide (2025) are indispensable resources in planning and executing your Side-to-Side.

Southern Terminus to Glastenbury Mountain

  1. Broad Brook Trail – 4.0 miles
  2. Bald Mountain Trail (east and west trailheads) – 5.9 miles
  3. Little Pond Trail – 0.5 miles
  4. West Ridge Trail – 7.8 miles

Big Rock to Styles Peak

  1. Branch Pond Trail – 8.3 miles
  2. Lye Brook Trail – 9.7 miles
  3. Stratton Pond Trail – 3.7 miles
  4. Wanderer Trail – 2.4 miles *Stratton Ski Area trails
  5. Stratton Ridge Trail–0.7 mile *Stratton Ski Area trails

Peru Peak to Governor Clement Shelter

  1. Griffith Lake Trail – 2.0 miles
  2. Lake Trail – 3.3 miles
  3. Baker Peak Trail — 0.9 mile
  4. Old Job Trail – 5.4 miles
  5. Green Mountain Trail & Connector – 4.7 miles
  6. Little Rock Pond Loop — 0.4 mile
  7. Homer Stone Brook Trail – 2.3 miles
  8. Keewaydin Trail — 0.4 mile
  9. White Rocks Cliff Trail — 0.2 mile (Overlook)

Governor Clement Shelter to Cape Lookoff Mountain

  1. Black Swamp Trail – 2.2 miles
  2. Shrewsbury Peak Trail – 4.0 miles
  3. Bucklin Trail – 3.5 miles
  4. Killington Peak Spur — 0.2 mile
  5. Pico Link Trail — 0.4 mile
  6. Sherburne Pass Trail (south) – 3.1 miles
  7. Sherburne Pass Trail (north) — 0.5 mile
  8. Deer Leap Trail – 1.7 miles
  9. Deer Leap Overlook Spur – 0.2 mile
  10. New Boston Trail – 1.2 miles
  11. Chittenden Brook Trail – 3.7 miles

Cape Lookoff Mountain to Mount Ellen

  1. Sucker Brook Trail – 1.0 mile
  2. Silent Cliff Trail — 0.4 mile
  3. Burnt Hill Trail – 2.2 miles
  4. Skylight Pond Trail – 2.6 miles
  5. Cooley Glen Trail – 3.2 miles
  6. Emily Proctor Trail – 3.5 miles
  7. Clark Brook Trail – 3.0 miles
  8. Battell Trail – 2.0 miles
  9. Jerusalem Trail – 2.4 miles

Mount Ellen to Mount Mayo

  1. Stark Mountain Trail – 2.4 miles
  2. Sunnyside Trail — 0.4 mile
  3. Beane Trail – 1.5 miles
  4. Hedgehog Brook Trail – 2.0 miles
  5. Forest City Trail – 2.2 miles
  6. Burrows-Forest City Connector — 0.1 mile
  7. Burrows Trail – 2.1 miles
  8. Monroe Trail – 3.1 miles
  9. Alpine Trail – 1.7 miles
  10. Dean Trail – 1.0 mile
  11. Allis Trail — 0.3 mile
  12. Duck Brook Trail – 5.4 miles

Mount Mayo to Bowen Mountain

  1. Lake Mansfield Trail – 1.6 miles
  2. Clara Bow Trail — 0.4 mile
  3. Nebraska Notch Trail – 1.5 miles
  4. Butler Lodge Trail – 1.8 miles
  5. Wallace Cutoff — 0.1 mile
  6. Frost Trail – 1.4 miles
  7. Maple Ridge Trail – 1.3 miles
  8. Rock Garden Trail – 0.6 miles
  9. Wampahoofus Trail — 0.60 mile
  10. Forehead Bypass – 1.2 miles
  11. Haselton Trail – 1.6 miles
  12. South Link — 0.6 mile
  13. Laura Cowles Trail – 1.4 miles
  14. Sunset Ridge Trail – 2.0 miles
  15. Cantilever Rock Trail — 0.2 mile
  16. Halfway House Trail – 0.9 miles
  17. Lakeview Trail — 0.8 mile
  18. Canyon North Extension — 0.6 mile
  19. Canyon North Trail — 0.6 mile
  20. Canyon Trail — 0.6 mile
  21. Amherst Trail — 0.3 mile
  22. Cliff Trail – 1.1 miles
  23. Subway Trail — 0.3 mile
  24. Profanity Trail — 0.5 mile
  25. Hell Brook Trail – 1.5 miles
  26. Hell Brook Cutoff — 0.7 miles
  27. Adams Apple Trail — 0.2 mile
  28. Sterling Pond Trail – 1.1 miles
  29. Elephant’s Head Trail — 0.7 mile
  30. Beaver Meadow Trail – 2.3 miles
  31. Chilcoot Trail — 0.8 mile
  32. Whiteface Trail – 1.0 mile
  33. Davis Neighborhood Trail – 1.5 miles

Spruce Ledge Camp to Northern Terminus

  1. Babcock Trail – 1.4 miles
  2. Babcock Trail Extension — 0.4 mile
  3. Frank Post Trail – 2.0 miles
  4. Forester’s Trail – 2.1 miles
  5. Journey’s End Trail – 1.3 miles

Snowshoe Hikes for Beginners

February 3, 2026

You don't have to hike up a mountain to enjoy the trails and the winter scenery. Strap on a pair of snowshoes and explore one of these recommended walks! Don't have snowshoes? Check out this list from the Vermont Department of Forests, Parks, and Recreation of where you can borrow a pair (for … Read more

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Mission

The Green Mountain Club is the founder and maintainer of the Long Trail - the oldest long distance hiking trail in America. Established in 1910 to build this trail stretching the length of Vermont, the club now also maintains the Appalachian Trail in Vermont and trails in the Northeast Kingdom in its mission to "make the Vermont mountains play a larger part in the life of the people." Read more...

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4711 Waterbury-Stowe Road
Waterbury Center, Vermont 05677
802-244-7037 | Email GMC
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