City of Willoughby, Ohio

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) | osborne park, 38575 Lakeshore Blvd, Willoughby, OH, 44094, United States
Join the Willoughby Police Department for a night of community, connection, and fun!
🏊 Free admission to the Osborne Park Pool starting at 6 PM
🚓 Meet & chat with Willoughby Police Department members
🎶 Music, 🎯 games, 🍔 food trucks, and more!

City Council Meeting
2026-08-04 19:00 - 20:00 (America/Chicago) | City Hall – B and C Rooms, 1 Public Square, Willoughby, OH, 44094, United States

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

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
