Last Stop Willoughby Festival

The annual Last Stop Willoughby Festival will be held on Saturday, August 24, 2019 in charming Downtown Willoughby, brought to you by Heart of Willoughby, the City of Willoughby and sponsors including First Interstate Properties. “Free, Family, Fun” is the theme this year.

The fun begins at 8 am as the Willoughby Outdoor Market starts things off with over 60 vendors bringing fresh produce, bread, pastries, cookies, locally raised beef and pork, plants, dog treats, coffee and more.  There will also be a variety of vendors selling specialty items including soaps, jewelry, beach glass gifts, home décor and more.  Shop local through 12 pm and support home grown and home made.

The popular free Lolly the Trolley Tours will run from 10 am through 6 pm and will give riders a personal tour of the historic areas in and around the downtown area.  Boarding for the trolleys will take place on River Street near the clock in front of City Hall.

Kids Zone will be located in Point Park and will include arts and crafts, as well as face painting.  Trains at Your Place will return with their model train layout around the fountain that gives kids the opportunity to be the train operator.  Music in the gazebo will provide a soundtrack for fun and relaxation in the park.  All activities in the park are free and sponsored by the Heart of Willoughby.

The Willoughby Library will be hosting an elaborate train layout made entirely of Legos.  Both children and adults will marvel at this wonderful display located in the upper level of the newly renovated library.

The annual parade kicks off at 2 pm from South High School, marching down Euclid Ave and through downtown Willoughby. We are offering cash prizes for the best decorated float ($300/$200/$100) and best decorated bike ($75/$50/$25)! To qualify, a “Float” is defined as having wheels!

If you would like to be in the parade, please register:

Another must-see event which we based Last Stop Willoughby on will also be located in the Willoughby Library.  Between 10 am and 4 pm, there will be  continuous screenings of the Twilight Zone episode from Season One titled “A Stop at Willoughby”.  It is a haunting tale of a troubled man who has dreams of living in a wonderful place like Willoughby.

There will also be a Trolley video about the CP&E Trolley system that shuffled people back and forth downtown Cleveland to Willo Beach on the lakefront in Willoughby

For the second year in a row, we offer free booth space to non-profits and community groups to come and tell your story to the community!

Scouts, PTAs Animal orgs, come on down and tell your story!

In Point Park 10:00 - 4:00pm

Download an application here


JOIN US for THE community event of the year! In conjunction with Last Stop Willoughby, the Corn Roast will be a family-friendly gathering for food and fun on August 24th from 3 pm - 6 pm- right after the LSW parade.

  • Live music by Bluesdeville

  • Face painting

  • Balloon Artist

  • Corn husking contest

  • Cornhole

  • Lolly the Trolley rides

  • Food & fun!

Be sure to mark Saturday, August 24th on your calendar.  Join your friends and neighbors for a morning of shopping local at the Heart of Willoughby Outdoor Market and then enjoy the free activities in Point Park and the awesome annual parade. You will see why Willoughby is the place to be your Last Stop!