Discover Naperville: Monthly Local Events – May
There’s so much to do in and around Naperville this May! From Cinco de Mayo to the annual Memorial Day parade and everything in between, you’ll find something to do for everyone. We hope to see you around the neighborhood!
Weed Ladies Spring Sale
Thursday, Friday & Sunday, May 1, 2 & 4 | Naper Settlement | 10a-3:30p
Join The Weed Ladies for their annual Spring Sale featuring Floral design sales. This year’s Spring Sale will be held May 1 & 2 from 10 AM to 3:30 PM and May 4 from 1-4p. Admission to any Weed Ladies Sale is free. Please enter Naper Settlement’s main entrance and inform the Guest Services team that you are attending the sale. Purchasing a floral arrangement from the Weed Ladies benefits Naper Settlement’s education and preservation programs.
For more info, visit napersettlement.org.
Naperville Food Truck Festival
Saturday, May 4 | Naper Settlement | 12-7p
Featuring 25+ of the area’s best food trucks, live music entertainment, a Mega bubble Show, Cinco de Mayo beer garden and a local vendor village featuring face painters, balloon artist & kids tattoo artist.
This is a family friendly event with food & entertainment for kids plus everyone can enjoy the expansive Naper Settlement historical grounds.
For more info and tickets, click here.
Cinco de Barko
Saturday, May 3 | Two Bostons – Any Location
Swing by any Two Bostons store on Saturday, May 3rd between 12 PM and 4 PM for a tail-waggin’ good time! FREE dog-friendly tostadas; Refreshing Mutt-garitas (all pet-safe, of course!); and A festive Cinco-themed selfie booth so you can snap adorable photos with your pup!
From tasty treats to colorful photo ops, this event is the perfect way to kick off May with your dog by your side. No RSVP required—just stop in and enjoy the fun while supplies last!
For more info, visit twobostons.com/events
Annual Asian Heritage Fest 2025
Saturday, May 3 | Mall of India | 12-5p
This free event is being organized to celebrate the various Asian American communities who bring their vibrant and varied heritage and enrich the city of Naperville and the entire region. The attendees to this event will be treated to dance performances, explore visual arts, learn about the musical traditions, fashion show, get a glimpse into the languages, and sample a variety of authentic culinary delights (complementary) from the diverse regions of Asia.
Build a Bouquet – Mother’s Day Weekend Event
Saturday, May 10 | Starts at Naperville Woman’s Club | 10a-2p | $50
Ticketed attendees are invited to stroll through a number of downtown Naperville businesses and build a bouquet for mom, all while receiving special surprises at each stop along the way. This event takes place the day before Mother’s Day and offers kids and their moms a fun outing to celebrate her!
For more info & tickets, click here.
Chinese Kite-Making Workshop
Saturday, May 10 | DuPage Children’s Museum | 10:30a & 1p
Soar into creativity at DCM’s Chinese Kite-Making Workshop with artist Rich Lo! Discover the rich history and artistry behind traditional Chinese kites as you design and build your own masterpiece. Guided by Rich Lo, a talented artist and children’s book illustrator, participants will explore cultural symbolism, experiment with colors and patterns, and bring their kites to life.
For more info, visit dupagechildrens.org.
Mother’s Day Paw Printing
Saturday, May 10 | Two Bostons – Any Location | 12-4p
Stop by any Two Bostons location on Saturday, May 10th from 12:00 PM – 4:00 PM to create a heartfelt keepsake with your four-legged family member. Pets can decorate a FREE flower pot using non-toxic, pet-safe paint (while supplies last). It’s a thoughtful gift made with love—and a little help from their paws.
For more info, visit twobostons.com.
Origins of Naperville Walking Tour
Thursday, May 15 | Naper Settlement | 5:30-6:30p
Listen to stories from Naperville’s founding to the generosity of Caroline Martin Mitchell on a walking tour of the west side of downtown Naperville. Tours last approximately 60 minutes and cover about two miles. Pre-registration is required.
For more info and to register, visit napersettlement.org.
Naperville Artisan Market
Saturday & Sunday, May 17 & 18 | CityGate Centre | 10a-4p
An outdoor market in Naperville, IL showcasing the Midwest’s finest artisans in fashion, food, home goods + art. This curated, 2-day outdoor market celebrates the ingenuity of independently owned, small businesses who channel their passions into creating one-of-a-kind products. Meet & shop with the makers themselves – and learn how they create their unique and functional products. Support small, local, safe & sustainable.
For more info and tickets, visit napervilleartisanmarket.com.
Soap Box Derby
Saturday & Sunday, May 17 & 18 | 1695 Frontenac Rd
The Soap Box Derby is a youth car racing program. Come watch children ages 7 – 20 compete.
For more info and to register, visit greaterchicago.soapboxderby.org.
Centennial Beach Open for Season
Saturday, May 24 | Centennial Beach
Wade into the zero-depth entry and swim to depths of 15 feet. For generations, Centennial Beach has been the local “swimming hole” for many Naperville residents and their guests. It’s a great place to meet friends, gather with family or simply relax and enjoy! Centennial Beach is open annually from Memorial Day weekend through Labor Day. Visit Centennial Beach by purchasing a daily pass or season-long membership.
For more info, visit napervilleparks.org.
Memorial Day Parade 2025
Monday, May 26 | Downtown Naperville | 10:30a
The Naperville Memorial Day Parade kicks off at 10:30 A.M. on Monday, May 26. The route will be starting at Centennial Beach, east to Jackson to North on Main, East on Benton across Washington, ending at Court Place.
For more info, visit napervillememorialdayparade.org.
COMING SOON >>
Summer Duck Sculptures
Monday, June 2 | Downtown Naperville
Come find and enjoy the artistry of 18 Painted Duck Sculptures that will be on display all summer long in Downtown Naperville. Including one from The Ville Team!
Welcome to Naperville’s Monthly Events Hub, your go-to resource for staying connected with all the exciting happenings in this vibrant community! Whether you’re a longtime resident, a new neighbor or just visiting, Naperville offers something for everyone throughout the year. From cultural festivals and family-friendly activities to outdoor adventures and seasonal markets, there’s always something to look forward to.
Each month, Naperville is buzzing with special events and gatherings that bring people together. You can expect a diverse range of events, such as:
Live Music and Concerts
Enjoy performances featuring local bands and nationally recognized artists at venues like the Naperville Riverwalk or North Central College.
Farmers Markets
Fresh produce, local goods, and artisanal crafts are available weekly at our bustling farmers markets, perfect for those who love supporting local businesses.
Family-Friendly Fun
From outdoor movie nights to interactive exhibits at the DuPage Children’s Museum, there are plenty of events to entertain kids and adults alike.
Festivals & Fairs
Whether it’s the beloved Last Fling over Labor Day weekend, the Naperville Ale Fest, or the holiday lights at Naper Settlement, our town knows how to celebrate.
Stay in the Loop
Naperville is always evolving, with new events popping up every month. Check back regularly for the latest updates on concerts, art shows, fitness events, and more. Don’t miss out on seasonal festivals, neighborhood fairs, and exciting happenings right in your backyard.
Be sure to stay connected and make the most of everything Naperville has to offer by following us on social media!