Join us for a 5K Trail Run and Little Leaf Dash to raise funds for the Winston Prouty Center for Child and Family Development! Come support our mission and enjoy a run or walk through our campus forest and fields. The 5K route is a moderately challenging race through forested trails (75%) and open field (25%). The course traverses 510' of elevation. For families and little ones, there is a special half-mile LITTLE LEAF DASH, which will be on sidewalk and open field, with a slight elevation change. This route is appropriate for young children, strollers and babes in arms! 2026 course map coming soon. See last year's map here: Trail map REGISTRATION* Advance registration: $27.50 for individual 5K runners/$27.50 per Little Leaf Dash family. Day of registration: $32.50 for individual 5K runners/$32.50 per Little Leaf Dash family. Please note, when registering for the Little Leaf Dash, only add one guardian as the registrant. *Registration fee includes all processing fees. *A waiver must be signed to participate in the race and Little Leaf Dash. PARTICIPATION GIFT The first 100 registered participants will receive a 2026 commemorative 16oz Kleen Kanteen stainless steel cup. ACTIVITIES The event will include family-friendly activities such as pumpkin carving, apple cider pressing, face-painting, and lawn games. CHILDCARE We're planning to offer paid childcare for parents/caregivers while they run. If you are interested, please indicate here: Childcare Interest Form – Fill out form REFRESHMENTS Options will be available. Updates to come! SUPPORT We are seeking volunteers to help make this fundraiser a success. Jobs include trail cheerleaders, set-up, registration, kids activities and parking. If you would like to volunteer, click here. SPONSORS This event was made possible with the generous support from our sponsors: All States Material Group Back Roads Granola Black Mountain Builders Brattleboro Portable Storage Brattleboro Savings and Loan Coldflame Mechanical Downs Rachlin Martin Efficiency VT Europa IT Fulflex of Vermont, Inc. Garden Path Elder Living King's Electric Members 1st Credit Union Silver Forest Serv-Pro The Richards Group Vermont Country Deli Unity Heat Pumps
Hotels Near This Race
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Winston Prouty Foliage 5K and Little Leaf Dash 2026 — Brattleboro, VT
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Race Travel Insurance
Don't forget travel insurance for October 10.
You've trained for months and booked a trip to Brattleboro, VT.
A pre-race injury, a delayed flight, or a family emergency can derail the whole thing.
Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it,
and may cover medical costs if something goes wrong on the course. Plans typically only run
5-7% of your total trip cost — and running events are covered under standard plans with no
additional coverage needed.
Trip cancellation up to 100% of prepaid costs
Running events covered under standard plans — no add-ons needed
Trip interruption up to 150% of non-refundable costs
When is Winston Prouty Foliage 5K and Little Leaf Dash 2026 — Brattleboro, VT?
Winston Prouty Foliage 5K and Little Leaf Dash 2026 — Brattleboro, VT takes place on October 10, 2026. The race is held in Brattleboro, Vermont.
Where is Winston Prouty Foliage 5K and Little Leaf Dash 2026 — Brattleboro, VT held?
Winston Prouty Foliage 5K and Little Leaf Dash 2026 — Brattleboro, VT is held at 209 AUSTINE DR in Brattleboro, Vermont.
Where can I find hotels near Winston Prouty Foliage 5K and Little Leaf Dash 2026 — Brattleboro, VT?
RaceHotelFinder shows hotels sorted by distance from the race venue in Brattleboro. Use the map or list view on this page to compare options and book race weekend accommodation.
