Vineyard Stomp 5K – Windrow Estate Winery 2026 — Milton-Freewater, OR

Course & Travel Notes
The Vineyard Stomp 5K kicks off at 11:00 AM on October 4th, 2026, at Windrow Estate Winery in Milton-Freewater, Oregon, giving you plenty of time to sleep in before the race. You'll be running at a modest elevation of 1,040 feet, so it's nothing too extreme to worry about. Fly into Walla Walla Regional Airport if you're coming from out of town—it's just 12.2 miles away—and pack layers since early October weather in the area typically ranges from a high of 66°F down to 44°F, with about a 20% chance of rain. It's a pretty pleasant time of year to visit wine country, so plan accordingly and you'll have a great time.
Hotels Near This Race
Find accommodation close to the start line in Milton-Freewater, OR. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.
Vineyard Stomp 5K – Windrow Estate Winery 2026 — Milton-Freewater, OR
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Race Travel Insurance
Don't forget travel insurance for October 4.
You've trained for months and booked a trip to Milton-Freewater, OR. 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
- Emergency medical up to $250,000
- Cancel For Any Reason add-on available
- 24/7 real-time support
Affiliate links — we may earn a commission at no cost to you. Coverage terms vary by state and plan. Review policy details before purchase.
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When is Vineyard Stomp 5K – Windrow Estate Winery 2026 — Milton-Freewater, OR?
Vineyard Stomp 5K – Windrow Estate Winery 2026 — Milton-Freewater, OR takes place on October 4, 2026. The race is held in Milton-Freewater, Oregon.
Where is Vineyard Stomp 5K – Windrow Estate Winery 2026 — Milton-Freewater, OR held?
Vineyard Stomp 5K – Windrow Estate Winery 2026 — Milton-Freewater, OR is held at Windrow Estate Winery in Milton-Freewater, Oregon.
Where can I find hotels near Vineyard Stomp 5K – Windrow Estate Winery 2026 — Milton-Freewater, OR?
RaceHotelFinder shows hotels sorted by distance from the race venue in Milton-Freewater. Use the map or list view on this page to compare options and book race weekend accommodation.
