Great Gobble Wobble 2026 — Oconomowoc, WI

Date
November 26, 2026
Location
Oconomowoc, WI
Venue
641 E Forest St
Start Time
8:45 AM
Entry Fee
$5.00 – $60.00
Events
5K, 5K Walk, 10K, 5K Ruck, 1K Kiddo's Race
Includes
T-Shirt
Register NowRegistration Open
What is rucking? Rucking is a physical activity that involves walking or hiking with a weighted backpack (called a rucksack). The term comes from the military, where soldiers train and operate carrying heavy loads over long distances. In civilian fitness and recreation, rucking is gaining popularity as a versatile and low-impact workout. We now offer it at all Chilly Willy Events! More information about rucking. Did you know the average American consumes 4,500 calories on Thanksgiving Day? Start your holiday with a healthy tradition! Join us for the Oconomowoc Great Gobble Wobble 5K & 10K—a fun-filled way to get moving before that tryptophan kicks in. Whether you’re chasing a new PR or enjoying a brisk walk with the family, this course has something for everyone. Kids can join the fun too with our Kiddo’s 1K for just $5—all proceeds benefit the Oconomowoc Christmas Lights Fund! It’s a great way to give back while making holiday memories together. Want to make race day even smoother? Cr

Hotels Near This Race

Find accommodation close to the start line in Oconomowoc, WI. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.

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Great Gobble Wobble 2026 — Oconomowoc, WI

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Race Travel Insurance

Don't forget travel insurance for November 26.

You've trained for months and booked a trip to Oconomowoc, WI. 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.