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

Date
October 4, 2026
Location
Milton-Freewater, OR
Venue
Windrow Estate Winery
Start Time
11:00 AM
Sunrise
6:54 AM
Entry Fee
$35.00 – $45.00
Events
5K, Sip & Stroll
Includes
T-Shirt
Get ready to lace up and let loose at the Vineyard Stomp 5K —a race experience that blends scenic beauty, great competition, and a well-earned celebration at the finish line! This unique course winds its way through beautiful vineyard property at Windrow Estate Winery , offering runners a one-of-a-kind setting with rolling views, fresh air, and the charm of the vines all around. Whether you’re racing for a personal best or simply enjoying the atmosphere, this is a course you won’t forget. All participants will be treated to a fantastic race shirt and a custom finisher medal to commemorate their run. After crossing the finish line, athletes 21 and over can enjoy a complimentary pour of wine, while those under 21 will receive juice—making it a fun and inclusive celebration for everyone. For the competitive runners, there’s plenty to chase. Awards will be presented to the Top Three Male and Female Overall finishers, as well as the Top Three in Masters, Grand Masters, and Senior Masters Overall categories. In addition, awards will be given to the top three athletes in each of the traditional five-year age groups, ensuring runners of all ages have a chance to shine. Come for the run, stay for the experience—because nothing pairs better than a great race and a great pour! This event is capped at: 200

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.

⛰️ 1,040 ft elevation☀️ Typically 66°F / 44°F · 20% chance of rain✈️ Walla Walla Regional Airport (ALW) — 12.2 mi

Hotels Near This Race

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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

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Frequently Asked Questions

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.