Fun Local August Events & Activities

August is packed with exciting local events across the western suburbs, offering everything from outdoor concerts to flea markets and family fun. Check out our list!

Naper Nights Concert Series – Naperville

From August 15-16, wrap up summer nights with live tribute bands, dancing, and local eats at this two-night music fest. Set against the backdrop of the Naper Settlement, Naper Nights brings the community together for great music under the stars. Enjoy Great American Taxi from 6 - 7:30PM and a Wilco Tribute Band from 8 - 10PM. Tickets are $25 for adults and $15 for kids. Buy tickets HERE.

523 S Webster St, Naperville, IL 60540

Oswego Country Market 

Support local businesses every Sunday this August from 9:00AM - 1:00PM and explore a bustling open-air market filled with fresh, locally sourced goods. From seasonal fruits and vegetables to farm-fresh meats, free-range eggs, and handcrafted cheeses, there’s something for everyone. Browse a delicious selection of baked goods, honey, jams, small-batch sauces, and one-of-a-kind handmade items created by local artisans. Whether you're doing your weekly shopping or just enjoying the atmosphere, the market is a great place to connect with local farmers, makers, and the community.

10 Main St, Oswego, IL 60543

Plainfield Cruise Nights 

Make sure to stop by our john greene Plainfield office on Cruise Night Tuesday’s for “golf on the greene” and the “chalk the walk” contest for a chance to win prizes! Classic car fans can also see some amazing cars. Expect polished chrome, local vendors, and a great community vibe. Enjoy up until August 19th!

24102 Lockport St, Plainfield, IL 60544

Frida Destination Festival – Aurora

Check out this free community event celebrating Mexican culture, inspired by the iconic Frida Kahlo. Join in on the fun on Saturday, August 9th from 5 - 9 PM at Altiro Latin Fusion for a vibrant evening. This free event celebrates Mexican culture with live music, dancing, local art, and more! Don’t miss the margarita crawl, featuring eight unique margarita flavors to sample and savor. Want the full tasting experience? $40 day passes for the margarita crawl will be available for purchase at the event!

1 S Stolp Ave, Aurora, IL 60506

Alley Art Festival – Aurora

Celebrate creativity and community at the Alley Art Festival on Saturday, August 30th from 12–5 PM at Water Street Mall in downtown Aurora. This free, family-friendly event is a vibrant end-of-summer celebration featuring street art, live performances, food trucks, local vendors, and dozens of talented artists, performers, and makers. What began in 2010 as a grassroots gathering has grown into a beloved local tradition, blending art, music, and community spirit in an unforgettable outdoor experience. Don’t miss this unique fusion of culture and creativity in the heart of downtown Aurora!

11-13 S. Water St.Aurora, IL 60506

Wheaton All Night Flea Market

On August 16-17, you won’t want to miss this unique overnight market featuring vintage finds, comics, toys, celebrity guests, food trucks, and more! Special guests include Larry Hankin – Seinfeld, Friends, Tony Cox – Bad Santa, Star Wars, Greg Evigan – BJ and the Bear, My Two Dads, John O’Hurley – Seinfeld, Family Feud, and more! From 3PM to 1AM for $10 admission. Children 12 years and under are free with adult. Rain or shine! There are indoor buildings, covered barns, and both indoor and outdoor vendors. Don’t miss your chance to shop thousands of treasures from Midwest dealers - antiques, collectibles, toys, artwork, sports memorabilia, and pop culture items. 

2015 Manchester Rd, Wheaton, IL 60187

Summer Wine Walk Downtown Wheaton

Sip and stroll your way through Wheaton’s charming Summer Wine Walk on Aug. 22! Soak up the sun this summer while enjoying 12 one-ounce wine tastes at participating downtown businesses. Enjoy live music throughout downtown as you stroll between businesses. In addition to tastings, participants take home a souvenir wine glass! This relaxing, adults-only evening is a great way to support local and enjoy a late-summer outing. For more information and tickets, click HERE.

Downtown Wheaton, 60187

Get out and explore all the great events happening – you just might find your new favorite summer tradition! Have fun and enjoy the rest of your summer!