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Cruise Nites
2026 Dates Coming Soon
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!
Depot District
Oktoberfest
2026 Dates Coming Soon
Berwyn's annual Oktoberfest takes place in September in the city's Depot District. The family-friendly festival featured live music, food vendors, beer gardens, and a carnival.
Mini Golf Pub Crawl
2026 Dates Coming Soon
The Depot District Mini-Golf Pub Crawl is an annual event in Berwyn, Illinois, that usually takes place in the spring
Taste of Cermak
2026 Dates Coming Soon
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
Dec 6th 2025 5-9PM
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.
Berwyn's Pride Parade
2026 Date Coming Soon
Celebrate Pride Month at the Berwyn Pride Walk, a display of community support and recognition for the LGBTQ+ community in Berwyn. Join us as we walk together to honor diversity, promote inclusion, and celebrate every identity.
Coming Soon
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