City of Willoughby, Ohio

Car Cruise In
2026-06-20 16:00 - 22:00 (America/New_York) | Downtown Willoughby
Rev up for one of Willoughby’s most exciting auto and truck cruise-ins! The Downtown Willoughby Cruise-In returns for its 30th year, bringing together incredible vehicles, passionate owners, and a lively atmosphere in historic Downtown Willoughby.
🚗 Stroll through an impressive lineup of classic and custom cars & trucks🎶 Enjoy live music on two band stages🌳 Relax in the shady park🍔 Savor delicious food from vendors, restaurants, pubs, cafés, and wine spots🛍 Explore unique local merchants
📢 Free Admission!Traffic will be diverted around downtown starting at 1 PM
Proceeds and donations help fund local scholarships and support organizations such as the Willoughby Food Pantry, Susan B. Komen Cancer Research, Wounded Warrior Project, Hospice, Ogre’s Bears for Burns, STAT, and Marine Corps Toys for Tots.

America 250 - July 4th Celebration
2026-07-04 18:00 - 22:00 (America/Chicago) | Launch site on Pelton Rd
Celebrate with us on Saturday, July 4, for a patriotic community celebration featuring the Cleveland Pops Orchestra, family activities, and a fireworks finale in honor of America’s 250th anniversary.
The event will take place on the campuses of Andrews Osborne Academy and the Fine Arts Association, offering a welcoming setting for an evening of music, celebration, and community pride.
Festivities will begin at 6:00 pm with a DJ, setting the tone for a fun and energetic evening. Guests can enjoy family-friendly games and activities, a variety of food trucks, and plenty of space to relax and celebrate with friends and neighbors. The highlight of the evening will be a performance by the Cleveland Pops Orchestra, delivering a patriotic concert worthy of this historic national milestone.
The celebration will conclude with our annual fireworks display following the concert, lighting up the sky as Willoughby joins communities across the country in commemorating 250 years of American independence.
Please note that the fireworks will be launched from a location off of Pelton Road. The display will start at approximately 9:45 pm. Additional suggested viewing locations include:
* Todd Field
* Willoughby Court House
Please Note: No parking or stopping along Pelton Rd or Mentor Ave.

City Council Meeting
2026-07-14 19:00 - 20:00, 2026-08-11 19:00 - 20:00 (America/Chicago) | City Hall – B and C Rooms, 1 Public Square, Willoughby, OH, 44094, United States

Artsfest
2026-07-18 10:00 - 17:00 (America/New_York) | Downtown Willoughby
Immerse yourself in a vibrant celebration of art and creativity at the Willoughby ArtsFest in the heart of Historic Downtown Willoughby! Erie and Center Streets, Euclid Avenue, and Wes Point Park will be transformed into a lively showcase of talented artists featuring unique works. As you explore, enjoy the charming boutiques and specialty shops lining the streets, and take a break from the warm weather at one of the many fantastic local restaurants. Don’t miss this summer tradition filled with art, shopping, and great food!
🎨 Explore unique artwork from local and regional artists🛍 Shop at downtown boutiques & specialty stores🍽 Enjoy delicious dining options at nearby restaurants

Outdoor Movie Night
2026-07-27 18:30 - 20:30 (America/New_York) | Willoughby Library, 30 Public Square, Willoughby, Ohio, 44094
Grab your blankets and lawn chairs, and join us for a magical movie night under the stars! Settle in on the lawn next to the Willoughby Library and enjoy a special outdoor screening with family and friends.
🎬 Free Admission
🎞️ Movie Titles to be announced at a later date
🍦 Free ice cream
🌙 Relax Under the Night Sky
Don’t miss this fun-filled evening—see you at the movies!

Community Shredding Day
2026-08-01 09:00 - 12:00 (America/New_York) | Willoughby Service Garage, 34700 N. Industrial Parkway, Willoughby, OH, 44094, United States
Community Shredding Day is a free event dedicated to keeping your personal information safe! Bring your old documents, bank statements, and sensitive paperwork to be securely shredded on-site.

NashWill
2026-08-01 13:00 - 21:00 (America/New_York) | Downtown Willoughby
Get ready for NashWill – an all day music fest hosted by the Downtown Willoughby Bar and Restaurant Association.
Check back for event details.

National Night Out
2026-08-04 17:00 - 20:00 (America/New_York) | Daniels Park
Join the Willoughby Police Department for a night of community, connection, and fun!
🚓 Meet & chat with Willoughby Police Department members
🎶 Music, 🎯 games, 🍔 food trucks, and more!

ChalkFest
2026-08-08 10:00 - 15:00 (America/New_York) | Downtown Willoughby
The 6th Annual CHALKFEST, sponsored by the Willoughby Arts Collaborative is:
Saturday August 8, 202610:00 AM -3:00 PM in Downtown Willoughby.
This event is part of Last Stop Willoughby

Last Stop Willoughby Event and Parade
2026-08-08 10:00 - 16:00 (America/Chicago) | Downtown Willoughby
Join us for the 2026 Last Stop Willoughby festival!
Schedule of Events:Outdoor Market | 8am -Noon | City Hall Parking Lot
Chalkfest | 10 am – 4 pm | Downtown Willoughby | Hosted by Willoughby Arts CollaborativeKid Zone | 10am-2pm | Wes Point ParkNonprofit Alley | 10am-2pm | Wes Point Park
Showings of “A Stop at Willoughby” 10am-4pm Willoughby Library
PARADE – begins at 2 pm from IC Church

Roar By the Shore
2026-09-05 12:00 - 16:00 (America/New_York) | osborne park, 38575 Lakeshore Blvd, Willoughby, OH, 44094, United States
Get ready for an exciting day of classic cars, cool rides, and community fun as Roar at the Shore comes to Osborne Park in Willoughby!
🏎️ Stunning classic & custom cars on display
🎟️ Spectators attend for FREE!
🏁 Vehicle registration: $10 (register on the day of at the tent)
Don’t miss out on the roar of the engines, and join us for an unforgettable afternoon! 🚙💨

Relay For Life
2026-09-12 16:00 - 22:00 (America/Chicago) | Wes Point Park, Wes Point Park, Willoughby, 44094, United States

DTW 5K
2026-09-13 10:00 - 12:00 (America/Chicago) | Downtown Willoughby

DTW Chili Cook Off
2026-10-17 13:00 - 17:00 (America/Chicago) | Downtown Willoughby
Who has the best chili in DTW? Come down to Downtown Willoughby, stop at each tent, and vote for the top dog. A portion of the proceeds supports Willoughby Eastlake schools.

Pumpkin Chunkin'
2026-10-24 10:00 - 11:00 (America/Chicago) | osborne park, 38575 Lakeshore Blvd, Willoughby, OH, 44094, United States
2026 Rules

Trick or Treat Trail
2026-10-24 12:00 - 14:00 (America/Chicago) | osborne park, 38575 Lakeshore Blvd, Willoughby, OH, 44094, United States
Join us at Osborne Park for the Trick or Treat Trail! Local businesses will line the 1 mile trail to pass out candy!

Willo Woof
2026-10-27 17:00 - 19:00 (America/New_York) | Downtown Willoughby
Join the DTW Merchants for their 6th Annual Willo Woof Halloween Event — a tail-wagging good time for pups and people alike!

Tuesday, October 27 from 5p-7p
Start at Barktown 4074 Erie St Downtown Willoughby
Trick or treat with your pup up and down Erie St – many shops and restaurants participating!
Costume contest, treats, photo ops, and shop specials!

Bring your furry friend in their best costume and celebrate Halloween the Willoughby way!

Willo Boo
2026-10-28 18:00 - 20:00 (America/Chicago) | Downtown Willoughby
Trick or Treat in downtown Willoughby with the DTW merchants!

Trick or Treat
2026-10-31 18:00 - 20:00 (America/Chicago) | City-wide
Please leave your porch light on if you are participating! This annual celebration takes place on Oct 31st – rain or shine!

SHOP THE BLOCK | Golden Ticket Raffle
2026-12-03 10:00 - 2026-12-23 17:00 (America/New_York) | Downtown Willoughby
Shop the Block: Golden Ticket Raffle December 3rd – December 23rd
Get ready for the most exciting shopping event of the season hosted by the DTW Merchants Association! When you SHOP SMALL, you could WIN BIG in our Shop the Block Golden Ticket Raffle!
How It Works:Every time you make a qualifying purchase at participating Downtown Willoughby shops during the event period, you’ll receive a Golden Ticket for a chance to win one cash prizes!

Holiday Lighting Ceremony
2026-12-03 19:00 - 19:30 (America/New_York) | Downtown Willoughby
Get into the holiday spirit and join us in Downtown Willoughby for the annual Holiday Lighting Celebration on Thursday, December 3rd at 7 pm. Before we turn on the holiday lights, enjoy the sounds of the season from local entertainment:

Event performances will be posted at a later date.

We will LIGHT UP DTW following the last performance at APPROXIMATELY 7:35 pm.

Additional events on Thursday evening include a Live Nativity, sponsored by Willoughby United Methodist Church from 6 pm – 8 pm.
The annual Evening Lions Holiday Auction downstairs of City Hall to benefit the Lions Eye Care Program and community service projects starting at 7:45 pm (after the lights).

Santa and Mrs. Claus will also be on stage after the lighting to greet the children. A line will form in front of the clock, on the south side of the stage.

Santa House
2026-12-04 17:00 - 20:00, 2026-12-05 14:00 - 17:00, 2026-12-06 14:00 - 17:00, 2026-12-10 17:00 - 20:00 (America/New_York) | Wes Point Park, Wes Point Park, Willoughby, 44094, United States
Visit Santa at his house in Wes Point Park from December 4th – 20th.
Dates: Times:
Thursdays: 5:00-8:00 PM
Fridays: 5:00-8:00 PM
Saturdays: 2:00-5:00 PM
Sundays: 2:00-5:00 PM
We will also be collecting non-perishable food to donate to the Willoughby United Methodist Church food pantry.

Miracle On Erie Street 5K
2026-12-05 11:00 - 14:00 (America/Chicago) | Downtown Willoughby, Erie Street, Willoughby, OH, 44094, United States
Make the Miracle on Erie Street 5k a holiday tradition! All runners get a race shirt, finishers medal and your very own Santa hat. After the race, the celebration continues with complimentary drink tickets to be used in Downtown Willoughby. It’s our way of saying cheers and thanks for joining in. Your participation in this event brightens up countless Christmas mornings for deserving families. So come run, walk, and be merry with us – because this isn’t just a run… it’s A Miracle on Erie Street!
Check back to register!
All race proceeds to benefit Erie Street Miracles, as Willoughby-based non-profit that provides “Christmas Mornings” to deserving families in Lake, Geauga and Cuyahoga counties. https://www.facebook.com/ErieStreetMiracles

Santa Parade
2026-12-12 11:00 - 13:30 (America/Chicago) | City-wide
Step outside on December 13th to get a glimpse of Santa as he rides through Willoughby! Santa and his elves will travel through neighborhoods beginning at 11:00 am with the help of the Willoughby Fire Department. The elves will be collecting non-perishable food items for the Willoughby Food Pantries along the route for those who wish to donate.
Parade Route to be posted the week before.

Board of Zoning Appeals
2027-08-11 19:00 - 21:00 (America/Chicago) | City Hall – C Room, 1 Public Square, Willoughby, OH, 44094, United States
