Looking for the best things to do in Naperville this Labor Day Weekend? From downtown dining, shopping and live music to relaxing walks along the Riverwalk, seasonal events and family-friendly attractions, Naperville, Illinois offers plenty of ways to make the long weekend memorable. Whether you’re planning a date night, a day out with the kids or a quick local getaway, this guide highlights top Labor Day Weekend activities to help you make the most of your time in Naperville.
But first…TAB meets at 7PM Thurs., Sept. 3, in Council Chambers…
Resident Bicyclists Encouraged to Attend Transportation Advisory Board, Sept. 3, 2026
Naperville Jaycees Last Fling – Labor Day Parade
The Naperville Jaycees’ Last Fling is a family-friendly community festival which takes place over Labor Day Weekend near Downtown Naperville and, for many, is a fun way to say farewell to summer! The Last Fling offers a wide variety of attractions for all ages to enjoy including: music, food and beverage vendors, a family-fun area, a carnival, unique special events, a business expo, a Labor Day Parade (10AM Mon., Sept. 7) and more. The 2026 Last Fling is a FREE to attend Event. Hours: 5-10PM Friday | noon to 10PM Saturday | noon to 10PM Sunday | 11AM to 6PM Monday. For a complete listing of music, events and family fun, visit www.lastfling.org.
Kindly Note!
Friday
Serendipity Resale Shop Benefits Little Friends, Inc.
10AM to 5PM Monday thru Saturdays, find convenient storefront parking at Serendipity Resale Shop, located at 461 S. Route 59 in Aurora.
Volunteers give time to benefit Little Friends, recognized as a leading service provider for children, adults and families challenged by autism and intellectual/developmental disabilities. The retail resale shop accepts donations of clean, quality clothing (especially winter wear most of the time), household items, bedding and jewelry when the shop is open 10AM to 5PM Monday thru Saturday. Donors and shoppers will find convenient storefront parking at Serendipity Resale Shop, located at 461 S. Route 59 in Aurora.
Kreger’s Brats and Sausage Haus
10AM to 3PM Fridays and Saturdays at Kreger’s Brat and Sausage Haus – 606 N. Ellsworth Naperville, IL 60563
Since 1893, Kreger’s has been a cornerstone of the community, now serving as a wonderful stop for lunch, conversation and camaraderie every Friday and Saturday. And this weekend Kreger’s is back with brats on the grill. Let Tim and Mary Jo know that you know Bill’s wurst is the best. Find more than 20 fresh flavors as well as fresh-baked buns, added varieties of fresh-made salads, pickles, desserts and more. Pre-order at (630) 355-4418. And be reminded Kreger’s sauerkraut slaw is tasty atop a brat or all by itself! Thanks for supporting your local sausage dealer. www.kregersbrats.com. Call today for pick up on Friday and/or Saturday.
Saturday
5th Avenue Naperville Farmer’s Market
7AM to noon at 5th Avenue Train Station – 200 East. 5th Avenue, Naperville, IL 60563
Build a farm-to-table meal with a plethora of locally-grown food. You’ll also find an array products, performances and events, making this a great destination for the whole family.
Rosie’s Home Cookin’ is now open every day!
Find the spacious new diner at CityGate Centre, just off Ferry Road.
Rosie’s Home Cookin’ is open for breakfast, brunch and lunch—now from 7AM to 2PM every day! Rosie’s also is now located in CityGate Centre, near Rt. 59 and I-88. (For more information about Rosie’s co-founders Lynn Lowder and Dale Eisenberg and how the restaurant helps support the mission of the nonprofit Veteran Business Project, click here and check out an earlier post on this website that helps tell the history of this diner with a purpose, also a tribute to Rosie the Riveter.)
Ashley Whippet World Series Invitational Sept. 5 & 6
The original and longest running disc dog competition series in the world takes place at Nike Park.
Sensory Friendly Saturdays
10-11AM at Naper Settlement – 523 S. Webster St. Naperville, IL 60540
Visit Naper Settlement for Sensory Friendly Saturdays, where families can explore the historic grounds in a calm and welcoming atmosphere. Enjoy hands-on activities and sensory stations designed for those with sensory sensitivities. Included in general admission | Learn More.
Sunday
Enjoy Every Day at Quigley’s Irish Pub
11AM Daily at Quigley’s Irish Pub – 43 E. Jefferson Ave. in downtown Naperville
Quigley’s Irish Pub features live music Thursdays, Fridays and Saturdays. The pub also offers a variety of spaces for all types of special events and fundraisers. (Simply contact Andy for more information.) Meanwhile, stop by for honest pub fare and an Irish Coffee or enjoy a cold pint in the friendly pub EDAQ, Every Day at Quigley’s.
Reserve a Table at Mesón Sabika
11:30AM to 9PM at Mesón Sabika – 1025 Aurora Ave. Naperville, IL 60540
Find a choice in dining rooms and private spaces at Mesón Sabika to sample Spanish tapas and delicious sangria for lunch and dinner every day. Located just west of downtown Naperville at 1025 Aurora Avenue, Mesón Sabika has been serving the community since 1990. Built in 1847, the historic mansion with eight air-conditioned dining rooms is set in a beautifully landscaped four-acre estate, providing a welcoming sight with plenty of parking for lunch, dinner, special events, benefits, weddings, meetings and family gatherings throughout the year. Gift Certificates are always available.
Update! Ashley Whippet World Series Invitational Sept. 6
The original and longest running disc dog competition series in the world takes place at Nike Park. See this day’s opening ceremony video and additional photos featuring Ashley Whippet Event Director Tom Wehrli and Veteran Wayne Fischer at James Hoch Photography.
Monday
Last Fling Labor Day Parade
10AM in Downtown Naperville
The Last Fling Labor Day Parade starts its journey through Downtown Naperville at 10AM on Monday, September 7, 2026. The Naperville Jaycees are committed to providing a safe and enjoyable experience for all attendees. KidsMatter has been named Grand Marshal of the 2026 Labor Day Parade. Since 2001, KidsMatter has advocated for the mental, emotional and physical health and well-being of kids and families in DuPage and Will counties. For more info, visit lastfling.org/parade.
Downtown Naperville Summer Painted Sculptures – Dog Days of Summer
All Day Every Day in downtown Naperville thru Labor Day
Come see the painted DOG Sculptures in Downtown Naperville this summer, a group of popular pups and one cat sculptures in attractive designs with special messages that have welcoming families since the first week of June. The Dog Days of Summer are barking up news while getting ready to let autumn begin! For now, they are “pawsitively” awesome and “picture ready” for lasting memories! Remember also to check for any remaining balance on Downtown Naperville Gift Cards, simply “purrfect” for many shopping and dining pleasures in the heart of the City.
Congratulations to The Kelly Law Firm for “Best in Show” during the 2026 Dog Days of Summer Sculpture Display! All 23 dogs and one cat are expected to skedaddle after Labor Day.
