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Cruise Nites
1st & 3rd Monday's Jun-Aug 2026
Berwyn Cruise Nites are free, community car shows that take place on the first and third Monday evenings from June through August in the Historic Depot District. Held from 6–9 p.m. along Windsor Avenue, the events feature classic cars, local food and drinks, and live music. Car enthusiasts can show off their vehicles, and families are welcome to attend to enjoy the atmosphere and community spirit.
Rt 66 Car Show
August 29th 2026
This is a yearly event every August/September on Ogden Ave which is also Route 66. Participants show off a wide variety of cars from rusty old pick-ups to original 57 Chevy’s to low riders. If you like cars, it’s definitely worth the trip at least once. There were some awesome rides!
Taste of Cermak
July 16th 5-9pm
An annual event in Berwyn where you can sample small plates and treats from various restaurants along Cermak Road. For a single ticket, attendees can enjoy a variety of food, sweets, and drink specials, with a trolley service available to travel between participating locations.
Elfin Around
The Depot
2026 Dates Coming Soon
Put on your best elf costume, reindeer antlers, or any festive holiday attire and join Berwyn's merriest event of the season! This holiday-themed pub crawl will have you “elfing around” the Depot District, completing a fun scavenger hunt while enjoying festive drinks or specials.
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