Schedule and packet pickup
EVENT SCHEDULE
September 24. Deadline to Guarantee Swag. October 4. 9:00 am.Check In Opens at race site. 11:00 am.Race Starts.
Monsters & Mimosas 5K - Windrow Estate Winery 2026
- Date
- Sunday, October 4, 2026
- Start time
- 11:00 AM start (Los Angeles)
- Location
- Milton-Freewater, Oregon
- Entry fee
- From $35
- Included with entry
- Includes a shirt
- Fundraising
- Takes optional donations when you register
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Events and entry fees
| Event | Distance | When | Entry fee | Cap |
|---|---|---|---|---|
| 5K | 5K | Oct 4, 202611:00 AM | $35$40 after Sep 28, 2026 | – |
| Sip & Stroll | – | Oct 4, 202611:00 AM | $35$40 after Sep 28, 2026 | – |
| Virtual 5KVirtual | 5K | Oct 4, 202611:00 AM | $36 | – |
Entry fees exclude processing fees. Prices and dates come from the race's registration page and refresh nightly.
Race day planning
Entry fee schedule
- $40 until Oct 4, then $45 until Oct 5.
Online registration closes Oct 5, 2026, unless the race fills first.
How the price compares
At $35, entry is about the same as a typical 5K in Oregon ($35).
What a typical finish looks like
A typical finisher at a 5K in Oregon runs 36:56, about 11:53 a mile, based on 97 races with published results. Women typically finish in 39:52 and men in 31:51.
Light and altitude
Sunrise on race morning is at about 6:53 AM, and the 5K starts at 11:00 AM. The start sits about 1,500 feet above sea level.
Fees exclude processing fees. Comparisons use current entry fees and published results from races nearby.
Start location and course
Windrow Estate Winery, Milton-Freewater, OR 97862
The pin marks the address the race lists, which is usually the start. Course maps are the organizers' own.
Typical race-day weather
Around October 4 the day usually runs from 52°F at dawn to 70°F in the afternoon, with measurable rain on about 9% of days. Cold snaps dip to 43°F and hot years reach 79°F.
Based on 75 days within a week of the date over the last 5 years, from historical weather for the start area. Not a forecast.
From the race's page
What the organizers of Monsters & Mimosas 5K - Windrow Estate Winery cover on their registration page, in brief.
Schedule and packet pickup
Virtual Run
Can't make it out to the event site on race day? Still want to participate or support the cause and have a shot at an award? or maybe you saw the shirt and said: "Sweet.I want one!" Then the virtual race is for you. Run when & where you…
Schedule and packet pickup
Packet Pickup
We always do packet pickup on race morning starting one hour prior to the start of the race. If we have an early pickup available, it will be added here.
Course
Course & Timing
We’re at Milton-Freewater and we'll be running along the paved roadways and between the vines. We'll be chip timing the start & finish. Click Here for Course Map. Water Stations. We will have water stations approximately every 1.5 miles.
Shirt and medal
Awards & Goodies
All finishers will receive a custom finisher medal and a mimosa. Awards to the top finishers as follows: Top 3 Overall M/F. Top 3 Overall Masters M/F (40 yrs+). Top 3 Overall Grand Master M/F (50 yrs+). Top 3 Overall Senior Master M/F (60…
Shirt and medal
Groups & Teams
Grab your Family, Friends, Co-workers, and random strangers of the street to get a great discount, as well as some bonus swag. 5+ team members get $2.50 off each. 11+ team members get $3.75 off each. 21+ team members get $5.00 off each…
Race details
- Where
- Windrow Estate Winery, Milton-Freewater, OR 97862Map
- Course
- Road
- Start elevation
- About 1,500 feet
- Included with entry
- T-Shirt
- Donations
- Accepted when you register
- Distances
- 5K
- Editions
- 2026 (Oct 4, 2026)
Organize this race? Add details or a correction
Plan your race
Quick answers
- When is Monsters & Mimosas 5K - Windrow Estate Winery?
- Sunday, October 4, 2026, starting at 11:00 AM.
- How much does it cost?
- Entry starts at $35 before processing fees.
- When does registration close?
- Online registration closes Oct 5, 2026, unless the race fills first.
- Is the entry fee high for Oregon?
- At $35, entry is about the same as a typical 5K in Oregon ($35).
- Do runners get a shirt or medal?
- Entry includes a shirt, according to the race's registration page. Check it for sizes and whether kids' races get the same.
- Can I donate to a cause when I register?
- Yes. The registration form offers an optional donation, usually for the charity or nonprofit the race supports. The race's own page names the cause.
- What distances can I run?
- 5K.
- Where does it start?
- Windrow Estate Winery, Milton-Freewater, OR 97862.
- Is there a course map?
- Yes, the organizers publish the route on MapMyRun; the link is under Start location and course.
From the organizers
Get ready for a spooky-good time at the Monsters & Mimosas 5K, where Halloween fun meets festive celebration! This spirited run invites ghosts, goblins, and costumed creatures of all kinds to hit the course for a frightfully fantastic fall morning.
Join us at Windrow Estate Winery in Milton-Freewater where all race participants will receive a custom finisher medal, a race-themed shirt, and a refreshing mimosa waiting for them at the finish line—because even monsters deserve a little sparkle after a solid run! We'll have juice and water for those under 21.