Rain or shine!! We are having a downtown neighborhood sidewalk sale and there will be many stops! Visit each shops page for business hours and specials!!
This is Taco Show USA — a unique taco experience where you walk, explore, and taste the best tacos from multiple restaurants in one day.
WHAT IS TACO SHOW?
Instead of one location…
You move from spot to spot
You try different tacos
You discover local favorites
You live the taco culture
HOW IT WORKS
Buy your ticket online
Show up on event day
Walk to participating restaurants
Redeem your tacos
Simple. Fun. Delicious.
Join us on Saturday June 27th from 3:00-7:00 pm for our annual Craft Beer Walk in Downtown Belleville. Hosting a few hundred attendees each year, the Craft Beer Walk offers attendees a beautiful evening exploring Downtown Belleville while sampling the best beer selections from over 25 regional breweries.
Not just any dill, a big dill! It’s time to celebrate a fan favorite - PICKLES!
We are teaming up to bring you amazing food and drinks; and we are here to get creative. Save the date, and tune in the official Facebook event as your favorite Main Street businesses showcase what we are sure will pickle your fancy!
Annual Labor Day Parade by Southwestern Illinois Central Labor Council
Downtown’s totally awesome 80's Pub Crawl is back Saturday, September 13th. A rad night of fun in Downtown Belleville and your chance to go back to the future! Live music, DJ's, drink specials, giveaways, and totally awesome fun!
Belleville’s 45th Annual Oktoberfest in beautiful Downtown Belleville!
Get ready to make history with us on Saturday, September 26, 2026, as we commemorate the 10th Anniversary of the Belleville Main Street Marathon and our Half Marathon being designated as the Road Runners Club of America Illinois State Championship Event!!!
Celebration of the LGBTQIA+ Community
Hosted by the Greater Belleville Chamber of Commerce, the Annual Chili Cook-off has featured the culinary creations of individuals, local organizations, and area businesses for more than 40 years! What started with just a few vendors on one block of East Main Street in downtown Belleville has now grown to more than 60 vendors and is one of the largest festivals in Belleville!
https://www.bellevillechili.com/
Join us for the 13th Annual Chili Chase 5K – Belleville’s favorite winter run!
Kick off your morning with a fun and festive race through the heart of Belleville. Whether you’re chasing a personal best, running for fitness, or simply soaking in the community spirit, this event is perfect for runners of all ages and abilities. Enjoy a lively atmosphere, great competition, and the chance to earn awards in multiple age categories. Plus, kids can join the Pepper Dash for their own medal and a big dose of fun!
Come and spend a spooky evening with the Witches of Belleville. Experience the potions and spells of our local shops, restaurants and bars.
Join area seniors 55+ as they shop + dine along Downtown Belleville’s Main Street Friday, October 16th from 10am - 1pm on Main Street Senior Day! Seniors will explore Main Street and enjoy an after-party at the PSOP building (hosted by Main Street Senior Day sponsors, PSOP & St. Clair County Office on Aging) full of fun & giveaways provided by our Belleville Main Street merchants.
Grab your ghouls, gather the goblins, and get your costumes together for Downtown Belleville’s Annual Halloween Pub Crawl! We are bringing you a night of fright and scares, all while having fun and supporting your favorite local Downtown Belleville businesses
VEGAN VIBES — Saturday, November 7th!
Join us in Downtown Belleville for a full day of plant-based fun!
All participating businesses will be offering delicious vegan food, drinks, and treats (where available) — plus vegan-friendly shopping and experiences.
Eat. Drink. Shop. Vibe.
Discover new flavors, support local spots, and celebrate all things vegan in the heart of downtown.
Downtown Belleville
Saturday, November 7th
Check participating businesses for their hours of operation.
The Art & Wine Walk returns Downtown Belleville Saturday, November 14th
Join us in celebration of one of the greatest pairings of all time - Art and Wine! Stroll downtown Belleville Main Street sampling wines, viewing artists' work, and listening to local musicians all while visiting Belleville Main Street merchant locations.
The 15th Annual Belleville Thanksgiving 5K Run and Kids Turkey Chase (In Person Race) will take place on Thanksgiving Day, Nov. 26, 2026, in Downtown Belleville Illinois at the Square.
Join the community of Belleville for this annual parade when Santa comes to town. Sponsored by the Optimist Club of Belleville, this tradition began in 1952 and is the largest parade in Southern Illinois, featuring floats, marching bands, dance groups, and the arrival of Mr. & Mrs. Claus.
Think BIG & Shop SMALL November 28th for Small Business Saturday to support your favorite Downtown destinations. Visit our MERCHANTS page for a list of where to shop, eat, drink, and explore on Main Street this Small Business Saturday, throughout the Holiday season and everyday!
Experience the charm of Downtown Belleville during the holidays! Stroll Main Street and visit quaint shops, local restaurants and more while collecting over two dozen tasty Christmas cookies! Stick around and enjoy the German Christkindlmarkt, gingerbread displays, a horse-drawn trolley, the Santa house and other festivities!
Experience the charm of Downtown Belleville during the holidays! Stroll Main Street and visit quaint shops, local restaurants and more while collecting over two dozen tasty Christmas cookies! Stick around and enjoy the German Christkindlmarkt, gingerbread displays, a horse-drawn trolley, the Santa house and other festivities!
Make your gift list and check it twice! Take advantage of later shopping hours to finish your gifting needs. The holidays are magical on Main Street, and we can’t wait to meet you there!
Dust off those sweaters, borrow from grandma, go thrifting, or go a different route and check out our local boutiques for something cute. Get ready to deck the halls because Downtown Belleville is throwing an Ugly Sweater Party December 19th on Main Street!
A Community Fundraiser Supporting First Responders
Mark your calendars: The second annual Rock the Blue returns Saturday, June 6!
Rock the Blue 2026 brings together great food, curated bourbon, and live blues music in a fun, family-friendly atmosphere, all in support of first responders.
This is one of the biggest parades in southern Illinois. This past year it lasted two and a half hours. All businesses/organizations are welcome to participate.
We invite you to join us for the annual Belleville Memorial Day Parade on May 26, 2025. It is our hope that numerous residents will gather along the parade route and that various organizations will participate in paying tribute to the individuals who have given their lives to protect our freedoms.
Join us for an unforgettable weekend featuring 109 incredible artists, 11 diverse art categories, and talent from 27 states, plus 1 artist from outside the U.S. Let the countdown to creativity begin!
In this fun and interactive class, moms and their kiddos will sit across from each other and paint each other’s portraits (yes… this should be interesting ). No experience needed—just come ready to have fun!
This is open house style, so purchase your tickets, come anytime between 10:30 & 2
Each participant will get their own easel, canvas, and all the supplies needed to create their masterpiece.
Cost: $12 per person
Add-On Option:
Make it even sweeter with our DIY Canvas Cake Kit for just $9! Decorate your own mini cake to match your artistic vibe (or just eat it—we won’t judge).
Spots will be limited, so don’t wait to sign up! This is the perfect way to spend quality time, get a little creative, and leave with a one-of-a-kind keepsake
The annual Bloody Mary walk is Saturday, May 9th, from 10am -2pm.
Spend your day in downtown Belleville sampling great Bloody Marys from local bars and restaurants, while shopping at our many retail stores.
PRIVATE SUNDAY BRUNCH! Grab your girls for the ultimate brunch experience, Mother’s Day Mixology Event. Treat mom with a unique gift, leave the kids at home and grab your mom friends, or come just because you want to enjoy the fun!
Our highly skilled and amazing bartenders will teach you how to make four incredible cocktails. Our mixology brunch workshops for Mother’s Day have been a total hit and everyone had so much fun!
Come Downtown Belleville and shop, eat & drink! Enjoy various strawberry themed foods, drinks, candy, treats, clothing, jewelry & products from all the restaurants, cafes, pubs and shops downtown!
Don't miss your chance to run or walk Belleville’s oldest 5K on May 2, 2026, through historic Downtown Belleville—then stick around for the epic post-race party!
Ready to take your photography to the next level? Join us for this essentials photography class! In this class we'll cover essential camera settings, off camera flash, and studio lighting setups/patterns. We'll also have Q&A time for you to find solutions to other issues you may be having. Cost is $20 and class lasts 1.5 hours. NEW to high street studio? Message for your first class FREE
Join us for the Inaugural Belleville HomebrewFest! Try some of the most unique beers of the area from the fantastic pool of local homebrewers! Your ticket gets you a custom tasting glass and access to a growing list of beers, ciders, and mead! Proceeds to benefit the Belleville Area Humane Society!
Join area seniors 55+ as they shop + dine along Downtown Belleville’s Main Street Friday, April 24th 10am - 1pm on Senior Day! Seniors will explore Main Street and enjoy an after-party at the PSOP building (hosted by Senior Day sponsors, PSOP & St. Clair County Office on Aging) full of fun & giveaways provided by our Belleville Main Street merchants.
Save the Date for our 2nd Putt Crawl at all of your favorite spots on the historic Belleville Main Street. All proceeds go directly to Whiteside Education Foundation. More details to come soon!
Sawdust & Glitter & Bennies Pizza Pub are collaborating to bring you some fun and amazing food!
Stop by Sawdust & Glitter on April 18th between 10-3 to make a tie-dye t-shirt, then head down to Bennies to grab a slice of pizza!
We are doing this as a first come first serve walk in type of DIY day.
Stop By Sawdust & Glitter first to tie-dye your shirt and get your voucher for your pizza!
Shirts are $18
****includes a slice of pizza, shirt, and everything you need to tie-dye and of course fun!
**while supplies last
Join the Courtney Show for an evening of laughs with special guest Dustin Nickerson. A Seattle native now suffering in Southern California, Dustin Nickerson is “the world’s most average person” but is far from it when on stage. He brings you into his life through his jokes about the struggles of parenting, marriage, and being generally annoyed by most people. He’s been featured on The Tonight Show with Jimmy Fallon, Comedy Central and Netflix on Kevin Hart’s Hart of the City, The Late Late Show with James Corden, and is a regular on After Midnight with Taylor Tomlinson. Online, his stand-up clips and jokes have received hundreds of millions of views and his podcast, Don’t Make Me Come Back There, has made millions laugh.
Belleville’s turning up the volume!
Belleville welcomes you to the 1st Annual Songwriter Festival
Get ready for an incredible ticketed main event PLUS free shows at area bars and restaurants all day long.
Crafty Kids on the Square: a hands-on, make-and-take event by Sawdust and Glitter designed especially for little creators! Celebrate spring with a day full of DIY fun, painting, tie-dye, and colorful crafts in the heart of the square. Kids can explore their creativity through guided projects, playful materials, and plenty of imagination—no experience needed, just a love for making things.
Crafty Kids on the Square is all about creativity, smiles, and messy-in-the-best-way fun. Come craft, paint, and create springtime memories together!
Main Street Kid’s Day returns to Downtown Belleville after three successful years! With more than 500 families attending, Belleville Main Street is expanding Kid’s Day to include more fun for families in our community.
When the Sun Goes Down… The Hunt Lights Up!
Grab your friends and hop through Downtown Belleville as participating businesses hide glowing Eggs throughout their establishments!
Blacklight vibes
Glow-in-the-dark Eggs
Nighttime surprises
Find the Golden Glow Egg to win a Downtown prize bundle!
Somebunny’s first bar hop is happening on the West Side of Downtown !
Hop on out and support our West Side Bars for their 1st Annual West Side Bar Hop ! We’re lining up egg-cellent fun, festive drinks, and activities for all the bunnies hopping in and out of each stop.
Bring the whole family and explore participating Downtown Belleville businesses as you search for hidden Easter eggs throughout the district.
Surprises in Every Egg!
Find the GOLDEN EGG and win a
Downtown Easter Basket filled with local delights!!
Grab a map, hop from shop to shop, and let the egg hunt begin!
Glen Templeton is live at the Lincoln Theatre in Belleville with guest Miranda Bury.
The Belleville Main Street Committee and Belleville Oktoberfest are teaming up again this year to bring the annual Lucky Leprechaun 5K Run/Kid’s Rainbow Dash and St. Patrick’s Day Block Party to downtown Belleville!
Kick off your Belleville St. Patrick's Day Celebrations with our 5K run/walk & the 50 yard Rainbow Dash for kids 12 & under.
Come Celebrate St. Patrick's Day on the East-Side - start with our 5K, then enjoy the Parade and Block party with your Family and Friends!
Etta May and the Southern Fried Chicks is made up of Etta May, Jodi White and Sonya White. The Southern Fried Chicks is the story of Three different women, all from the South, and their hilarious take on life, love and the pursuit of happiness.
Etta May has appeared on Oprah, Showtime, Comic Strip Live, MTV and as a guest commentator on 'CBS Sunday Morning,' plus so much more. She headlines the successful all-female comedy tour, 'Etta May and the Southern Fried Chicks,' selling out theatres all over the country. Think Blue Collar Comedy Tour with better hair and bigger attitude! In addition to television, Etta May is a regular on Sirius-XM Comedy Channels and the syndicated Bob & Tom radio show
WIG OUT ON MAIN
Saturday, February 28, 2026
11:00 AM – Close
Downtown Belleville
We’re turning downtown into a full-day party — wigs highly encouraged, fun guaranteed.
Throw on a wig (the crazier the better ) and crawl Main Street for a day-into-night of drink specials, music, contests, photo ops, and plenty of laughs.
In between stops, we encourage you to shop local, grab bites, wander downtown, and enjoy some top-tier people watching. Make a day of it — Belleville style.
Contests: YES
Drink specials: DUH
Fun: ABSOLUTELY
No wig? Still welcome.
Wig wearers? Extra fun.
Chocolate on Main
A sweet stroll through Downtown Belleville!
A handful of Main Street spots, each serving up something chocolatey and totally different
Grab a bite
Sip something sweet
Stroll Main Street
Support local businesses
Saturday, 2/21/26
Main chocolate event: 11:00 AM – 5:00 PM
Chocolate cocktails & beers: for those open past 5:00 PM
Downtown Belleville – Main Street
Juan Cordona in concert at the mighty Lincoln Theatre Pipe Organ. This is a great opportunity for you to enjoy and hear one of the only theatre pipe organs in the area outside of the Fox in St Louis.
"Hank Williams: "Lost Highway" star and 2003 Obie Award winner Jason Petty re-creates the role he has become famous for, while renowned vocalist Gail Bliss star of "Just A Closer Walk With Patsy Cline" gives a jaw-dropping performance as Patsy Cline.
In a show like no other, Petty and Bliss pay tribute to the two most influential singers in country music history. Over 20 of their chart-topping hits are performed with a live band.
