Vermont Outdoor Events Calendar
Explore upcoming Vermont hikes, cycling gatherings, running events, Nordic skiing, and community activities. Initial edition: October 25, 2026. Focus: Addison and Chittenden counties, with select nearby events. All dates below are in 2026. Always verify with the organizer before traveling.
Upcoming Events
Fallen Leaves 5K Series
Nov 7, 14, 21, 2026 · Montpelier, Vermont. Event information and organizer details. Confirm the schedule, eligibility, registration, and conditions directly.
Rikert Open House and Community Hikes
Nov 8, 8am–3pm, 2026 · Ripton, Vermont. Event information and organizer details. Confirm the schedule, eligibility, registration, and conditions directly.
Addison County Bike Club Season Ender
Nov 11, 6pm, 2026 · Middlebury, Vermont. Event information and organizer details. Confirm the schedule, eligibility, registration, and conditions directly.
Castleton Turkey Trot 5K
Nov 26, 8am, 2026 · Castleton, Vermont. Event information and organizer details. Confirm the schedule, eligibility, registration, and conditions directly.
Middlebury Union High School Solstice Sprint
Dec 21, 2026 · Ripton, Vermont. Event information and organizer details. Confirm the schedule, eligibility, registration, and conditions directly.
New Year’s Eve Lantern Ski
Dec 31, 4:30–7pm, 2026 · Ripton, Vermont. Event information and organizer details. Confirm the schedule, eligibility, registration, and conditions directly.
Find More Vermont Outdoor Events
Explore the Green Mountain Club calendar for hikes and stewardship, VMBA for cycling communities, RunVermont for races, and Catamount Trail Association for winter recreation.
Suggest an Event
Know of a local ride, run, hike, ski outing, volunteer day, or community gathering? We welcome suggestions with an official organizer link, date, time, location, and participation details. Listings are selected editorially and may change.
