Explore Belleville

Howlin' Hayride & Moonlight Movie
2025-10-04 17:30 - 21:30 (America/Chicago) | Laderman Park, 1105 Mascoutah Ave., Belleville, 62220, United States
Jump into the spooky season spirit with Belleville Parks & Recreation in our much-loved Howlin’ Hayride & Moonlight Movie. Take a hayride at dusk through historic Walnut Hill Cemetery as your littles check off a Halloween Scavenger Hunt! Return to Laderman Park to roast s’mores over the bonfire, play Halloween themed games, and grab snacks and hot chocolate at our concession stand. And of course, cozy up with your family and watch a movie under the stars: this year’s movie is The Nightmare Before Christmas! Don’t forget your chairs and blankets. Hurry to register, this event sells out!

SICW Wrestling
2025-10-04 18:00 - 22:00 | Belle-Clair Fairgrounds Park, 200 S. Belt East, Belleville, 62220
Professional Wrestling, right here in Belleville!!!
Join us Saturday October 4, 2025 as SICW Returns to the Belle-Clair Fairgrounds Park in Belleville, IL. To reserve your seats, visit www.SICW.org or call (618) 286-4848 for ticket information.

Ecktoberfest
2025-10-05 09:00 - 17:00, 2025-10-11 09:00 - 17:00, 2025-10-12 09:00 - 17:00, 2025-10-18 09:00 - 17:00, 2025-10-19 09:00 - 17:00, 2025-10-25 09:00 - 17:00, 2025-10-26 09:00 - 17:00, 2025-11-01 09:00 - 17:00 | Eckert’s Farms, 951 S. Green Mount Road, Belleville, 62220, United States
Ecktoberfest at Eckert’s is our signature celebration of all things fall—where harvest traditions meet festive fun for the whole family! Head to the farm for a weekend packed with apple and pumpkin picking, live music, and crisp autumn air.
Kids will love exploring the Kid’s Corral, complete with farm-themed activities and plenty of space to play. Enjoy a scenic wagon ride through the orchard, then treat yourself to seasonal favorites like warm kettle corn, cider donuts, and fresh-pressed cider. Adults can sip on hard cider from the Cider Shed while taking in the sounds of live German-style music, including performances by local favorites like the Waterloo German Band.
Make a day of it with shopping in our Country Store, dining in the Country Restaurant, and picking out the perfect fall décor to bring the season home with you.
Ecktoberfest is the ultimate fall festival experience—celebrating the flavors, sights, and traditions of autumn on the farm.

Denim Purse-Painting Workshop
2025-10-09 18:30 - 20:00 | 1020 Artworks, 841 Wabash Ave, Belleville, IL, 62220, United States
👜✨ Denim Purse Painting Party! ✨👜
Bring your style to life at this fun night out! In this class, guests will paint their very own denim purse with a festive fall or Halloween design—think chic pumpkins, autumn leaves, or playful spooky patterns. No art experience needed—our instructor will guide you step by step while you sip, laugh, and create a one-of-a-kind accessory you’ll be excited to carry all season long. Grab your friends, your favorite drink, and get ready for a night of painting, purses, and pure fun!
Purses are handmade by local designer, Judi Masters! Choose from two different handmade styles: crossbody denim or 8″x 8″ denim bag!
Class Fee: $32 (includes handmade denim purse from local designer, Judi Masters and all art supplies)

Belleville Chili Cook-Off
2025-10-10 11:00 - 20:00, 2025-10-11 11:00 - 20:00 | Belleville Public Square, Belleville, 62220
The Annual Chili Cook-off, hosted by the Greater Belleville Chamber of Commerce is held in Downtown Belleville, IL on the second full weekend in October.

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 39 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! Many people attend the Chili Cook-off to enjoy the great chili, entertainment, and other festivities, but most don’t realize that it’s the biggest fundraiser of the year for many non-profit organizations. Over half of the vendors participating at the Chili Cook-off each year are either non-profit organizations or a business raising money for a charity, including the Greater Belleville Chamber of Commerce. 100% of the money spent at each booth goes to that vendor. In addition, attendees are invited to vote in the People’s Choice contest for their favorite chili for $1 per vote. 100% of the proceeds are donated to the Community Interfaith Food Pantry in Belleville.

Chili Chase 5K and Kids Pepper Dash
2025-10-11 | E Main and Church Street, Belleville, 62220, United States
RACE INFORMATION
Registration is Open October 11, 2025 at East Main & Church St. Click here to see the Route Map.
Awards: Trophy to overall 1st place finisher, male and female. Medals to the Top 3 finishers male and female in each race: 13 & under, 14-18, 19-24, 25-29, 30-34, 35-39, 40-44, 45-49, 50-54, 55-59, 60-64, 65+. Each child participating in the Pepper Dash will receive a medal.

Registration Fee: Adults $30 includes a long-sleeve shirt.

T-Shirts: “Chili Chase” shirts and sizes are guaranteed for 5K registration ONLY and registration must be received by September 21, 2025.Timing System: Bib Chip Timing by Final Lap Race Management
Payment: Cash, Check, Credit Card (online)
Packet Pick-Up: Bennie’s Pizza | Oct. 8 | 4-6:30pm
Morning of Race 7:15 – 8:15 a.m. at E. Main and Church Street.

Cancellations: Event will run rain or shine! – NO REFUNDS.
​For more information: call 618-233-2015.

Motorcycle Swap Meet
2025-10-12 10:00 - 15:00 | Belle-Clair Fairgrounds Park, 200 S. Belt East, Belleville, 62220
Motorcycle Swap Meet
Sunday October 12th, 2025
General Admission 10:00am-3:00pm / Early Bird Admission 8:00am
General Admission is a 10:00am for $7.00
Early Bird Admission is 8:00am for $10:00

8th Haunted Belleville Walking Tour: Back to BellEVILle
2025-10-15 - 2025-10-18 | Daphne Sumner History Discovery Center, 705 E Washington Ave, Belleville, IL, 62220, United States
Step into the night with us as we explore the haunted history of the Old Belleville Historic District.
The eighth edition of this unique event beckons with tales of the past and of encounters with the unexplained.

Downtown Belleville Witches Brew Walk
2025-10-16 16:00 - 23:00 | Downtown Belleville, Illinois, Belleville, 62220, United States
Calling All Basic Witches
Grab your broomsticks, it’s time to stir up some trouble… because the 4th Annual Witches Brew Walk is bubbling back—and it’s more fab-boo-lous than ever! 🕸️🎃
This frightfully fun event is TOTALLY FREE, so don’t ghost us—creep it real and come get your spook on! 👻
🧹 Need a lift? No magic carpet required! We’ve conjured up a trolley to whisk you around—ride or glide between stops as you haunt the town. 🚋💨
🕓 The cauldron starts bubbling at 4 PM, and the witching hour lasts ’til the businesses close their crypts.
Start your eerie evening at Venue on Main to snag your Witches Bingo Card. 🧛‍♀️ Each square casts a deal or special from a local biz—get a BINGO, and you might just hex your way into some spook-tacular prizes! 🎁✨
Starting point is Venue on Main to pick up your BINGO Card 4pm-?

Main Street Senior Day - 2025 Halloween Edition!
2025-10-17 10:00 - 13:00 | Programs and Services for Older Persons, 201 N Church Street, Belleville, IL, 62220, United States
It’s time to start thinking about your costumes! Dress up and have fun on this Belleville Main Street Senior Day, Halloween Edition!!
Join area seniors 55+ as they shop + dine along Downtown Belleville’s Main Street Friday, October 17th from 10am – 1pm on Main Street! 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) where we will draw for prizes provided by our Belleville Main Street merchants.
Admission to this event is $10Registration is from 10am-11am at PSOP – participants will receive their Senior Day passports & $5 in Downtown Dollars to spend during the event. A shuttle will be available to participants for transportation to/from PSOP and along Main Street. Shuttle is provided by Keystone Place at Richland Creek

Out of the Darkness Community Walk
2025-10-18 08:00 - 23:00 | 1st Block of West Main Street and the NW Quadrant of Honorary Veterans Memorial Square, Belleville, IL, 62220, United States
The Out of the Darkness Community Walks are held in hundreds of cities across the US, bringing people together to raise awareness of mental health, to honor loves ones lost to suicide, and ultimately prevent suicides. Including those we honor is Jon Allard Jr., who worked at the County Courthouse for 20 years and died by suicide in 2018.

Belle-Clair Flea Market
2025-10-18 09:00 - 16:00, 2025-10-19 09:00 - 15:00 | Belle-Clair Fairgrounds Park, 200 S. Belt East, Belleville, 62220
Indoor and Outdoor Flea Market.
The Flea Market is the 3rd full weekend of every month.
Open to the public Saturdays 9am-4pm, and Sundays 9am-3pm.
Free Parking and Admission.

1 K Wine Walk
2025-10-19 | The Weingarten, 1780 East IL-15, Belleville, 62221, United States
10/19/2025
Walk with us at Weingarten and enjoy 5 tastings along the route.
Registration $35.00 in advance
$40 day of event.

Pumpkin Decorating at The Edge
2025-10-19 11:00 - 14:00 | The Edge, 701 S Belt W, Belleville, IL, 62220, United States
Bring the whole family and join us in our pumpkin decorating event. We can’t wait to see you!
$5 per person: Includes pumpkin, decorating supplies, small beverage and goody bag.

Trunk-or-Treat Benefitting The National Children's Cancer Society (NCCS)
2025-10-19 14:00 - 16:00 | 5500 N Belt W, Belleville, IL 62226, 5500 N Belt W, Belleville, 62226
Join us for a fun-filled afternoon of trunk-or-treating, activities, and contests on Sunday, October 19, 2025, from 2–4 pm in the parking lot of Danny’s Irish Pub, located at 5500 N Belt W in Belleville, IL.
This family-friendly event will feature a variety of activities, including a Best Decorated Car Contest and a Kids Costume Contest, a temporary tattoo station, a kids rave complete with a bubble machine and music, interactive games, and a photo booth for capturing all the fun. Admission is free, and all ages are welcome to attend!
We’re also looking for wicked cool cars to join the fun!
For just $20 per vehicle, you can take part in the spookiest showdown of the season. All proceeds help provide children with cancer and their families access to lifesaving medical care, educational resources, and emotional support.
We accept cash, checks, and credit cards for contributions.
Checks can be mailed to:
The National Children’s Cancer Society
Attn: Trunk or Treat
2900 Frank Scott Parkway West, Suite 928, Belleville, IL 62223

City of Belleville Downtown Trick or Treat
2025-10-24 17:30 - 19:30 | E Main Street from HWY 159 to Charles Street
Make plans to join us for our City of Belleville Downtown Trick or Treat event on Friday, October 24th, from 5:30pm-7:30pm. Enjoy treats from the City of Belleville and other local businesses, schools, and churches. Have fun and enjoy our Boo-tiful downtown area as a family! For City of Belleville children ages 12 and under.

Gun and Knife Show
2025-10-25 09:00 - 16:00, 2025-10-26 09:00 - 14:00 | Belle-Clair Fairgrounds Park, 200 S. Belt East, Belleville, 62220
Belleville Gun and Knife Show
October 25 @ 9:00 am – 4:00 pm and October 26 9:00 AM – 2:00 PM
The Belleville Gun & Knife Show will be held on October 25-26, 2025 in Belleville, IL. This show is held at Belle-Clair Fairgrounds and hosted by Pope Creek Shows. All federal, state, and local firearm ordinances and laws must be obeyed.
General Admission: $10.00
VENDORS:
Go to https://pcshows.net/index.php/vendors/ to apply as a vendor!
Tables: $45.00/each if paid in advance
Tables $50.00/ each the week of
Dealer Setup:
Friday: 2:00pm – 8:00pm
Saturday: 7:00am – 9:00am

Keyboard Praise Concert
2025-10-26 19:00 - 21:00 | St. Matthew Church, 1200 Moreland Dr., Belleville, IL, 62220, United States
Keyboard Praise is an annual celebration of music from many different eras. It features ten grand pianos and an organ! During the event, you will experience high-quality musicianship from our performers and a fun environment for the whole family! If you have never experienced Keyboard Praise, this is your chance. Remember to bring your friends and family along, you wouldn’t want anyone to miss out!
Keyboard Praise is streamed LIVE nightly on the church website.

Crazy Train
2025-10-30 19:30 - 22:00 | The Lincoln Theatre, 103 E Main Street, Belleville, IL, 62220, United States
America’s Ozzy tribute. Their Performance is electric, capturing the true spirit of the Prince of Darkness himself. Bark at the Moon with us on Oct 30th in downtown Belleville

Homegrown for the Holidays Vendor Fair
2025-11-01 - 2025-11-02 | Eckert’s Cider Shed, 951 S Green Mt Rd, Belleville, IL, 62220, United States
‘Tis the season to begin your holiday shopping! Join us for our annual Holiday Market. The Festival will be an indoor-outdoor event at our NEW Cider Shed with a variety of retailers for shopping, live music, and delicious food from our Cider Shed. This festival is free to attend and open to the public.

Shopping will be set up outside on both days of the festival, and include a selection of offerings, such as bath and beauty products, hot cocoa bombs, candles, handmade jewelry, children’s clothes, crafts, handmade signs, and more.
