| Antone Mountain Loop via Wildlife Trail | Manchester | 6.4 mi | 1,596 ft | Hard |
| Appalachian Trail and Sherburne Pass Trail Loop | Killington | 9.1 mi | 2,440 ft | Strenuous |
| Bald Mountain Loop via Long Pond Trail | Northeast Kingdom | 7.2 mi | 2,145 ft | Strenuous |
| Black Swamp Trail and Shrewsbury Peak Trail Loop | Killington | 5.3 mi | 1,577 ft | Hard |
| Burrows Trail and Long Trail Loop | Camel's Hump | 5.1 mi | 2,382 ft | Strenuous |
| Cliff Trail and Long Trail Loop | Stowe | 3.5 mi | 1,690 ft | Hard |
| Emily Proctor Trail and Long Trail Loop | Breadloaf | 13.4 mi | 3,596 ft | Strenuous |
| Forester's Trail and Frank Post Trail Loop | Northern Long Trail | 7.2 mi | 2,146 ft | Strenuous |
| Little Haystack Mountain Loop via Masters Mtn Trail | Manchester | 10 mi | 2,437 ft | Strenuous |
| Appalachian Trail and Bucklin Trail Loop | Killington | 7.2 mi | 2,251 ft | Strenuous |
| Fire Tower Trail and Ridge Trail Loop | Stowe | 3.9 mi | 1,224 ft | Moderate |
| Prospect Rock Loop via Appalachian Trail | Bromley & Stratton | 8.3 mi | 1,711 ft | Strenuous |
| Burke Mountain Loop via Red Trail | Northeast Kingdom | 5.5 mi | 1,862 ft | Hard |
| Mount Carmel Loop via Long Trail | Moosalamoo | 8.8 mi | 1,928 ft | Strenuous |
| Appalachian Trail and Green Mountain Trail Loop | Bromley & Stratton | 6.9 mi | 1,124 ft | Hard |
| Mount Moosalamoo Loop via Keewaydin Trail | Moosalamoo | 5.7 mi | 1,285 ft | Hard |
| Ernie's Trail and Writghts Mountain Trail Loop | Groton | 3.5 mi | 956 ft | Moderate |
| Perry Hill Loop via Rasta Man | Worcester Range | 5.3 mi | 1,136 ft | Hard |
| Spruce Peak Loop via Appalachian Trail | Bromley & Stratton | 6.1 mi | 1,332 ft | Hard |
| Stimson Mountain Loop via Long Trail | Camel's Hump | 7.4 mi | 1,830 ft | Strenuous |
| Terrill Hill Loop via Tower Climb | Stowe | 3.2 mi | 703 ft | Moderate |
| Appalachian Trail and Shrewsbury Peak Trail Loop | Killington | 10.4 mi | 2,988 ft | Strenuous |
| Bald Top Loop via Cross Rivendell Trail | Groton | 5.7 mi | 1,561 ft | Hard |
| The Gallop Loop via Barton Trail | Manchester | 3.3 mi | 782 ft | Moderate |
| Kew Hill Loop via Plum Line | Breadloaf | 5.1 mi | 868 ft | Moderate |
| Neals Hill Loop via Wright Farm Trail | Upper Valley | 2.1 mi | 397 ft | Easy |
| Brigham Hill Loop via Indian Brook Loop Trail | Champlain Valley | 5.7 mi | 599 ft | Moderate |
| Dana Hill Loop via Evolution | Breadloaf | 3.5 mi | 679 ft | Moderate |
| Paine Mountain Trail Loop | Groton | 4.6 mi | 1,188 ft | Hard |
| Saxon Hill Loop via Mojo | Camel's Hump | 2 mi | 417 ft | Easy |
| Bearclaw and Loop Trail | Brattleboro | 1.9 mi | 290 ft | Easy |
| Chamberlain Hill Loop via Full House | Camel's Hump | 2.6 mi | 657 ft | Moderate |
| Irene Falls Loop via Bucklin Trail | Killington | 6.9 mi | 2,082 ft | Strenuous |
| Slab Trail and Summit Trail Loop | Mount Ascutney | 1.4 mi | 309 ft | Easy |
| Deer Knoll Loop via Mount Bluff Traili (White) | Manchester | 2.1 mi | 491 ft | Easy |
| Forehead Bypass and Long Trail Loop | Stowe | 1.6 mi | 870 ft | Moderate |
| Griggs Mountain Loop via Appalachian Trail | Upper Valley | 2.5 mi | 540 ft | Moderate |
| Appalachian Trail and Old Job Trail Loop | Bromley & Stratton | 10.1 mi | 1,231 ft | Strenuous |
| The Glebe Loop via Fireplace Trail | Upper Valley | 2.1 mi | 559 ft | Easy |
| Appalachian Trail and Heyl Trail Loop | Upper Valley | 2 mi | 366 ft | Easy |
| Olga's Falls Loop via Long Trail | Camel's Hump | 14.3 mi | 3,920 ft | Strenuous |
| Ridgeline Trail and West Cliff Trail Loop | Brattleboro | 1.3 mi | 172 ft | Easy |
| Bemis Hill Loop via Hemlock Trail | Brattleboro | 3.2 mi | 484 ft | Moderate |
| Brownsville Trail and Norcross Trail Loop | Mount Ascutney | 7.5 mi | 2,893 ft | Strenuous |
| Norcross Trail and Windsor Trail Loop | Mount Ascutney | 7.1 mi | 2,656 ft | Strenuous |
| Shaw Hill Loop via Florence | Stowe | 3.3 mi | 356 ft | Easy |
| Blue Ribbon Trail and Firetower Trail Loop | Upper Valley | 1.2 mi | 279 ft | Easy |
| Cady Hill Loop via Schween Outer | Stowe | 1.5 mi | 190 ft | Easy |
| Hurricane Hill Loop via Beacon Hill Loop | Upper Valley | 1 mi | 208 ft | Easy |
| Mount Peg Loop via Constant Flow | Upper Valley | 1.1 mi | 234 ft | Easy |
| Muddy Pond Loop via Carriage Trail | Killington | 4.2 mi | 509 ft | Moderate |
| Seeley Hill Loop via Loggers' Loop Trail | Stowe | 1.5 mi | 157 ft | Easy |
| Cady Hill Connector Loop | Stowe | 5.4 mi | 612 ft | Moderate |
| Chipman Hill Top Trail and TAM / Sidewinder Loop | Breadloaf | 1.1 mi | 198 ft | Easy |
| Rattlesnake Point Loop via Keewaydin Trail | Moosalamoo | 6.5 mi | 1,772 ft | Strenuous |
| Crescent Lake Trail Loop | Upper Valley | 1.7 mi | 318 ft | Easy |
| Cort's Jester Loop | Mount Ascutney | 2.4 mi | 406 ft | Easy |
| Pond View Loop via Pond Circuit Trail | Stowe | 2.8 mi | 314 ft | Easy |
| Bill Hill Trail Loop | Upper Valley | 1.7 mi | 270 ft | Easy |
| Bolton Firetower Loop via Cobrass Run | Worcester Range | 2.6 mi | 1,032 ft | Moderate |
| Overlook View Loop via Fusters | Killington | 6.5 mi | 773 ft | Moderate |
| Pond Circuit Trail and Ridgeline Trail | Stowe | 2 mi | 405 ft | Easy |
| Railroad Bed East and Railroad Bed West Loop | Groton | 3.3 mi | 162 ft | Easy |
| Masters Mtn Trail Loop | Manchester | 5.2 mi | 1,518 ft | Hard |
| Pond Circuit Trail and Ridgeline Trail and Carriage Barn Link | Stowe | 2.9 mi | 393 ft | Easy |
| Silver Lake Loop Trail | Moosalamoo | 9.6 mi | 1,246 ft | Strenuous |
| green trail and Lewis Deane Original Trail Loop | Manchester | 1.8 mi | 554 ft | Easy |
| Indian Brook Outer Loop | Champlain Valley | 2 mi | 333 ft | Easy |
| Pond Circuit Trail and Ridgeline Trail and Carriage Barn Link (2.4 mi) | Stowe | 2.4 mi | 288 ft | Easy |
| Forehead Bypass and Long Trail Loop and Wampahoofus Trail | Stowe | 2 mi | 1,056 ft | Moderate |
| Indian Lookout Loop | Camel's Hump | 1.1 mi | 200 ft | Easy |
| Charlie's and Florence Loop | Stowe | 1.4 mi | 193 ft | Easy |
| Summit Trail and Zaphod's Run Loop | Bennington | 1.7 mi | 692 ft | Easy |
| Amenta's Way and Leonard's Loop | Breadloaf | 3.5 mi | 445 ft | Moderate |
| Hunker Down and Shale Shifter Loop | Manchester | 2.3 mi | 560 ft | Moderate |
| Hunker Down and Shale Shifter Loop and Porcupine | Manchester | 2.5 mi | 574 ft | Moderate |
| Viewpt Trail Loop | Manchester | 2 mi | 509 ft | Easy |
| Chipman Hill viewpoint Loop via Chipman Hill Top Trail | Breadloaf | 1.3 mi | 226 ft | Easy |
| Congdon Shelter Loop via Appalachian Trail | Glastenbury | 3.1 mi | 345 ft | Easy |
| Eastern Meadow Trail Loop | Moosalamoo | 1.5 mi | 232 ft | Easy |
| Ice Bed Trail Loop | Killington | 1.7 mi | 355 ft | Easy |
| Beacon Hill Loop and Tower Trail | Upper Valley | 1.5 mi | 322 ft | Easy |
| Ledges overlook trail Loop | Brattleboro | 1.4 mi | 641 ft | Easy |
| Laird's Loop | Killington | 1.6 mi | 446 ft | Easy |
| Meadow Trail and South Meadow Trail Loop | Moosalamoo | 1.2 mi | 222 ft | Easy |
| Amity Pond Shelter Loop via Amity Pond Trail | Upper Valley | 1.5 mi | 303 ft | Easy |
| Bishop Trail and Rim Run Loop | Brattleboro | 1.9 mi | 469 ft | Easy |
| Story Spring Shelter Loop via Appalachian Trail | Bromley & Stratton | 1.5 mi | 265 ft | Easy |
RidgeSync