Vermont Fun Runs | Fun Run Atlas | RMN
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Vermont fun runs

22 seasonal, themed and one-of-a-kind fun runs in Vermont.

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Food and drink: 9 · Novelty course: 4 · Holiday and seasonal: 3 · Quirky format: 2 · Color, glow and night: 1 · Mud and obstacle: 1 · Animals: 1 · Iconic tradition: 1

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  1. Food and drink 5K Cider Donut Dash at Billings Farm Sat, Oct 10, 2026 · Billings Farm & Museum · Woodstock, VT A foliage-season 5K on mowed paths through a working dairy farm's pastures, with live music on the course and a cider donut and cider at the finish. 5K
  2. Food and drink Rail Trail & Ale 5K Sat, Oct 17, 2026 · Calkins Property · Danville, VT A Halloween-season costume 5K on the Lamoille Valley Rail Trail in the Northeast Kingdom, ending with lunch and an ale poured by a local pizza shop. 5K
  3. Food and drink Heady Trotter 4-Miler @ the Alchemist Sun, Oct 18, 2026 · The Alchemist Brewery · Stowe, VT A 4-miler that starts and finishes on the lawn of the Alchemist, maker of the cult IPA Heady Topper, with a can of Heady at the finish and a music and beer festival. 4 miles
  4. Food and drink Middlebury Maple Run Sun, Oct 18, 2026 · Middlebury, VT Bills itself as 'Vermont's sweetest half marathon', with maple syrup for top finishers and a free post-race breakfast. Half marathon10K5K
  5. Holiday and seasonal Ghostly Gallop Trail 5K Sun, Oct 25, 2026 · Arrowhead Golf Course · Milton, VT A Halloween-costume trail 5K on the 'Laura's Tears' trail at a Milton golf course, for $15. 5K trail
  6. Holiday and seasonal GMAA Turkey Trot 5K Thu, Nov 26, 2026 · UVM Gutterson Fieldhouse · Burlington, VT A roughly 50-year-old Burlington tradition with a suggested $5 donation entry, run on UVM's cross-country course, where only the top 10 times are recorded. 5K1/4-mile kids race
  7. Holiday and seasonal Zack's Place Thanksgiving Turkey Trot Thu, Nov 26, 2026 · Woodstock Elementary School · Woodstock, VT Vermont's largest Thanksgiving trot (1,600+ in 2024) loops through historic Woodstock village toward Billings Farm while a band plays from a flatbed truck. 5K run5K walk
  8. Color, glow and night Morrisville Festival of Lights 5K Fri, Dec 11, 2026 · Top of Portland Street (start) / Oxbow Riverfront Park (finish) · Morrisville, VT A December night run on a snow-packed rail trail lined with lights and luminaries; headlamps are required and glow sticks encouraged, with s'mores and cocoa at the riverside finish. 5K
  9. Quirky format Spartan Death Race Feb 18–20, 2027 · Pittsfield, VT Spartan founder Joe De Sena’s multi-day endurance ordeal in the Vermont woods, held in winter and summer editions. SpartanMulti-day
  10. Quirky format Ragnar Trail Vermont July 9–10, 2027 · Ascutney Outdoor Center · Brownsville, VT Overnight trail relay at Mt. Ascutney with camping, glamping and Ben & Jerry’s in the village. RagnarTeam trail relay (~118 miles)
  11. Mud and obstacle Vermont Spartan Event Weekend Sept 18–19, 2027 · Killington Ski Resort · Killington, VT Spartan’s home-turf Beast and Ultra on Killington’s ski slopes, billed as “Joe’s backyard” where the series began. SpartanSprint 5KBeast 21KUltra 50K
  12. Novelty course Apple Harvest 10K Shelburne Town Beach · Shelburne, VT An out-and-back from Shelburne Town Beach past apple orchards to a covered-bridge turnaround; Shelburne Orchards opens for picking and cider donuts on race day. 10K
  13. Novelty course Ascutney Mountain Race Mount Ascutney State Park entrance · Windsor, VT A 3.7-mile run straight up Mount Ascutney's paved auto road, about 2,300 feet of climbing, held since 2001. 3.7 miles uphill
  14. Food and drink Brain Freezer 5K North Beach Park · Burlington, VT Challengers run half a 5K, eat a full pint of Vermont-made ice cream at Water Works Park, then finish the race. 5K (challenge or fun run)
  15. Novelty course Covered Bridges Half Marathon Saskadena Six Ski Area (start) / Dewey Mills Field, Quechee (finish) · Woodstock, VT A point-to-point half marathon from Pomfret to Quechee that passes four covered bridges and goes through two of them. Half marathon
  16. Novelty course Delta Dental Race To The Top Of Vermont Stowe Mountain Resort (Mansfield Toll Road base) · Stowe, VT Runners, hikers and cyclists all climb the historic Mansfield Toll Road, 4.3 miles and 2,564 vertical feet, to Vermont's highest peak. 4.3 miles uphillKids fun run (~1 km loops)
  17. Food and drink Fairfax Egg Run United Church of Fairfax · Fairfax, VT Finishers are served omelets made to order. 5K10Kkids run
  18. Food and drink Freezy Cheeks 5K Series Zero Gravity Brewery (Feb. race) · Burlington, VT RunVermont's three-race midwinter 5K series with open start windows; registration includes a beer at a Burlington brewery such as Zero Gravity. 5K (x3 races)
  19. Animals IronPooch Bolton Valley Bolton Valley Resort (Timberline Lodge) · Richmond, VT Dog-and-human trail, canicross and obstacle races on Bolton Valley's ski trails, with canine medics on course and detours around every obstacle. Long course 4-6 miShort course 2-3 mi
  20. Iconic tradition M&T Bank Vermont City Marathon & Relay Waterfront Park · Burlington, VT Vermont's largest single-day sporting event, where 2-person and 3-5 person relay teams share a two-loop course past Church Street and Lake Champlain in front of about 20,000 spectators. Marathon2-person relay3-5 person relay
  21. Food and drink Vermont Dairy Festival Milk Run West Enosburg Road (start) / Lincoln Park (finish) · Enosburg Falls, VT A 10K through northern Vermont dairy country during the 70-year-old Vermont Dairy Festival; it is the 'Milk' leg of Franklin County's Sap, Milk and Egg Triple Crown. 10K10K walk
  22. Food and drink Vermont Maple Festival Sap Run Swanton Village park (start) / Taylor Park (finish) · St. Albans, VT Aid stations hand out shots of pure maple syrup, age-group winners get syrup, and the race finishes in the middle of the Vermont Maple Festival. 8.5 miles