Historic Downtown Willoughby established in 1834 combines history, culture and community for the perfect place for family, friends and people to gather.
Cass Sunstein
It's time to explore
Downtown Willoughby is made up of a broad scope of restaurants, bars and retail concepts all within walking distance of each other to enjoy from day to night.
Saturday, May 3, 2025 : DTW Margarita Mile Crawl 1- 5 pm
It's getting warmer outside so what better way to celebrate Cinco than with a margarita. Each participating bar or restaurant will have their own margarita flavor. Salud. Get tickets here
Saturday and Sunday, May 17 & 18, 2025 : MDN Events presents The Marous DTW Rib Burn Off
Watch bands and get your hands dirty at one of the biggest events in DTW. Rib Burn Off is a great event to experience DTW, with several stages of music and rib vendors from all over the country, competing for the title of best ribs, this is an event you cannot miss!
Saturday, May 31, 2025 : Lake Humane Society Pup Crawl 1 - 6 pm
Raise money for the Lake Humane Society while hopping from bar to bar in DTW. More details to come. Get tickets here
Saturday, August 2, 2025 : NashWill 1-9 pm
Grab your cowboys boots and hats as DTW transforms into a mini Nashville. Boot and scoot to all participating bars and restaurant for LIVE music, check out attractions and photo opps The town will be humming.
September 27, 2025 : Mac & Cheese Crawl
One of our most delicious events of the year! We align with W.A.G.S 4 Kids to host this incredible food crawl. Sample mac & cheese at all participating bars & restaurants and vote for your favorite - all for a great cause.
W.A.G.S : Training and placing Mobility Service and Autism Spectrum Service Dogs for children with disabilities in Northeast Ohio. This is a ticketed event.
Saturday, October 18, 2025 : Chili Cook-off
It's chili pandemonium as local restaurants and bars go toe to toe in a chili competition. Buy your favorite samples of chili and participate in the People's Choice votes to give local businesses best chili bragging rights. Bring your appetite it's a long chili road.
Saturday, December 13, 2025 : Christmas Ale Crawl
It's the most wonderful time of the year, but it's the bussiest too. Christmas Ale helps! Crawl through DTW and sample different Christmas Ales. Santa is watching. Make sure you dress up and be nice! This is a ticketed event.
City Run Events for 2025
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