Windrow Estate Haunted Wine Run 5k
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Event overview
The Windrow Estate Haunted Wine Run 5K takes place on Sunday, October 5, 2025, at Windrow Estate Winery in Milton-Freewater, Oregon (52015 Seven Hills Rd, Milton-Freewater, OR 97862). The event is a Halloween-themed, chip-timed 5K run/walk scored by J3 Timing. Registration includes a t-shirt, a shatterproof collapsible wine glass, a wine-glass-shaped finisher medal, a chip-timed race bib, results posted online, and a pour of wine for eligible participants. Free race photos are available for download.
Entry and logistics
The race is open to ages 1 to 99. Posted entry fees show tiered pricing and a discounted rate for ages 1–20. Minors may participate and receive a discounted registration that includes a shirt, medal, and bib; minors do not receive a wine glass or a pour of wine. Strollers are allowed but not recommended due to uneven ground; children in strollers may participate for free and do not need to register. Dogs are not allowed on site. Age group awards are given by 10-year categories, with the top three finishers in each category receiving custom awards; awards must be collected on race day at the registration table. Packet pickup is race-day only. A course map will be posted; a MapMyRun route is listed. A virtual participation option is available, with an option to have race packets shipped for a shipping fee. Visit the organization's website for the most recent information.