Monroe County Farmers Market – Columbia Turner Hall 

Columbia, IL – Stop by the Turner Hall parking lot in Columbia, IL to shop local and support small businesses. You can find fresh produce, flowers, sweet treats, and handmade gifts. We will have our most popular items and showcase something new every week.
Time: 4:00 PM – 7:00 PM

Gentle Flow & Restore – Yoga Sanctuary of Belleville 

Belleville, IL – This NEW class format is a 90-minute class. This class combines gentle flow (vinyasa) yoga with an extended restorative portion of the class. The best of a vinyasa yoga class and a Restorative yoga class together. For tickets, click here.
Time: 5:30 PM – 7:00 PM

10 – String Dream – Bennie’s Pizza Pub 

Belleville, IL – Join us for a cold beverage, some awesome pizza, and some groovalicious tunes, and get the weekend off on the right foot!
Time: 6:00 PM – 9:00 PM

Eric Prewitt Band – Sunset Overlook 

Columbia, IL – Join us for the Sunset Overlook “Warlocks & Whiskey” annual party!
Time: 6:00 PM – 9:00 PM

Friday, October 13th

Smithton Haunted Trail  – Smithton Park 

Smithton, IL – The Smithton Haunted Trail is back in 2023 and it is sure to scare you! We have several scenes that you will walk through after riding on a short hayride in the park. We will have plenty of outdoor activities for families including an outdoor movie theater for kids, kids games, pumpkin decorating, face painting, etc. The concession stand will be serving a variety of food, snacks, and drinks.
Time: 7:00 PM – 10:00 PM 

Strangers – Chateau La Vin

Columbia, IL – Join us at this great venue for live music out on the patio by the Strangers!
Time: 7:00 PM – 10:00 PM

Scotty Morton – Copper Fire 

Belleville, IL – This is going to be a GREAT show. Scotty has opened for Trace Adkins, Lorrie Morgan, Montgomery Gentry and more! No cover so please come show some support for this amazing musician!
Time: 7:00 PM – 11:00 PM

Laughs at the Lincoln After Party – Bennie’s Pizza Pub 

Belleville, IL – Our friends from The Courtney Show are hosting a comedy show like no other. Laughs at the Lincoln will be at the historical Lincoln Theatre, on Friday, October 13th. And Bennie’s is your official after party! Come hang out with us and Tim Convy, from the Courtney Show. Grab some swag from the Arch, catch some live music, and enjoy our drink specials. Oh yeah, and late night snacks? We have those, too!
Start Time: 9:00 PM

Saturday, October 14th

Waterloo PumpkinFest – Waterloo Town Square

Waterloo, IL – Free fall festival including a 5k run/walk, pumpkin games, contests, character meet & greets, pumpkin trains, rock climbing wall, hayrides, magician, juggler, live music, washer tournament, over 150 craft, retail & food vendors and more!
Time: 9:00 AM – 4:00 PM 

Trunk or Treat – Green Mount Road Harley Davidson 

O’Fallon, IL – Join us Saturday, October 14th for our 2nd annual Trunk or Treat Event! It is sure to be some quality family fun. We will have some great organizations across the community here to help us celebrate. There will be games, a bounce house, and more!
Time: 11:00 AM – 2:00 PM

Pamela & a Piano – Bennie’s Pizza Pub 

Belleville, IL – Join us for a delicious slice of your favorite Bennie’s pizza and listen to some tunes on the piano!
Time: 2:00 PM – 5:00 PM

Strangers – Copper Fire

Belleville, IL – Stop by for a fun afternoon with the Strangers including live music, great food, and drinks!
Time: 2:00 PM – 5:00 PM

St. Louis Street Food Festival – Ballpark Village St. Louis 

St.Louis, MO – The 1st ever St. Louis Street Food Festival is coming to Ballpark Village on October 14th & 15th, 2023! This spectacular weekend event will feature the St. Louis area’s best food trucks & restaurants with ALL food items priced at $5 or less! This will give guests the opportunity to sample a wide range of flavors & options from over 20+ vendors! Come for the food, and stay for the fun as there will be tons of live entertainment, general vendors, axe throwing, an Indoor/outdoor pavilion, mechanical bull riding, a free giant chocolate fountain (VIP exclusive), crazy eating challenges, family-friendly activities, general vendor market, cooking demonstrations & more! For more information and tickets, click here.
Time: 2:00 PM – 8:00 PM

Smithton Haunted Trail  – Smithton Park 

Smithton, IL – The Smithton Haunted Trail is back in 2023 and it is sure to scare you! We have several scenes that you will walk through after riding on a short hayride in the park. We will have plenty of outdoor activities for families including an outdoor movie theater for kids, kids games, pumpkin decorating, face painting, etc. The concession stand will be serving a variety of food, snacks, and drinks.
Time: 7:00 PM – 10:00 PM 

The Mother Lovers – Copper Fire 

Belleville, IL – Join us for a fun night full of live music by The Mother Lovers!
Time: 8:00 PM – 11:00 PM

Sunday, October 15th

Fall Free- For- All – Freeburg Recreation Park 

Freeburg, IL – It’s all FREE: Join us for live music by Journey Praise Band, pumpkin painting, bounce house, photo background, corn hole, washers, kickball, games, fall treats, sidewalk chalk, and more.
Time: 2:00 PM – 4:00 PM 

St. Louis Street Food Festival – Ballpark Village St. Louis 

St.Louis, MO – The 1st ever St. Louis Street Food Festival is coming to Ballpark Village on October 14th & 15th, 2023! This spectacular weekend event will feature the St. Louis area’s best food trucks & restaurants with ALL food items priced at $5 or less! This will give guests the opportunity to sample a wide range of flavors & options from over 20+ vendors! Come for the food, and stay for the fun as there will be tons of live entertainment, general vendors, axe throwing, an Indoor/outdoor pavilion, mechanical bull riding, a free giant chocolate fountain (VIP exclusive), crazy eating challenges, family-friendly activities, general vendor market, cooking demonstrations & more! For more information and tickets, click here.
Time: 2:00 PM – 8:00 PM

Monday, October 16th

Fall Crafts – Columbia Public Library 

Columbia, IL – Children ages 3-6 can make fall inspired crafts such as a handprint witch and Halloween puppet! To register, click here.
Time: 4:30 PM – 5:30 PM

Xtreme Bar Bingo – Columbia City Saloon 

Columbia, IL – Join us every Monday night for  Xtreme Bar Bingo! It’s free to play and you must be 21 to play.
Time: 7:00 PM – 9:00 PM 

Tuesday, October 17th

Horse Hooky Tuesday – Fairmount Park Race Track 

Collinsville, IL – Join us for some exciting horse racing!
Time: 1:00 PM – 5:00 PM

Strengthen & Stretch – Yoga Sanctuary of Belleville

Belleville, IL – This movement class includes balance, strength, and flexibility. We will use body weight, tubes, bands, and/or dumbbells. The class will finish with long slow stretching. For tickets, click here.
Time: 4:30 PM – 5:30 PM

Takozz Food Truck – Millpond Brewing 

Millstadt, IL – Bringing Mexican Street Food to the St. Louis Metro East.
Time: 5:00 PM – 8:00 PM

Wednesday, October 18th

Pop Culture Trivia – 1428 Tap Haus

Belleville, IL – Join us every Tuesday at 7 p.m. for Free Bar Trivia courtesy of Chill Trivia Company! Five rounds of trivia covering all things movies, music, television, sports, and much more! No need to reserve a table, just come out with your friends or family and be ready to enjoy great food and drink at 1428 Tap Haus while answering fun questions for gift cards and prizes.
Time: 7:00 PM – 9:00 PM

Beetlejuice – The Fabulous Fox 

St. Louis, MO – He earned his stripes on Broadway… now the ghost-with-the-most is coming to St. Louis. It’s showtime! Based on Tim Burton’s dearly beloved film, this hilarious musical tells the story of Lydia Deetz, a strange and unusual teenager whose whole life changes when she meets a recently deceased couple and a demon with a thing for stripes. With an irreverent book, an astonishing set, and a score that’s out of this Netherworld, BEETLEJUICE is “SCREAMINGLY GOOD FUN!” And under its uproarious surface (six feet under, to be exact), it’s a remarkably touching show about family, love, and making the most of every Day-O! For tickets, click here.
Time: 7:30 PM – 10:00 PM

Monroe County Farmers Market – Columbia Turner Hall 

Columbia, IL – Stop by the Turner Hall parking lot in Columbia, IL to shop local and support small businesses. You can find fresh produce, flowers, sweet treats, and handmade gifts. We will have our most popular items and showcase something new every week.
Time: 4:00 PM – 7:00 PM

Gentle Flow & Restore – Yoga Sanctuary of Belleville 

Belleville, IL – This NEW class format is a 90-minute class. This class combines gentle flow (vinyasa) yoga with an extended restorative portion of the class. The best of a vinyasa yoga class and a Restorative yoga class together. For tickets, click here.
Time: 5:30 PM – 7:00 PM

Danny Kalaher – Sunset Overlook 

Columbia, IL – Danny Kalaher will be playing all of your favorite songs acoustic style!
Time: 6:00 PM – 9:00 PM

Friday, October 6th

39th Annual Chili Cook Off – Downtown Belleville 

Belleville, IL – 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 50 vendors and is one of the largest festivals in Belleville!
Time: 11:00 AM – 9:00 PM

Strangers – Eckert’s Cider Shed 

Belleville, IL – Stop by for live music by the Strangers while enjoying amazing food!
Time: 6:00 PM – 9:00 PM

Fleetwood Music – Bennie’s Pizza Pub 

Belleville, IL – Join us for great food, music, and atmosphere!
Time: 6:00 PM – 10:00 PM

Night Photoshoot – Larissa Photography 

Belleville, IL – Join Larissa for a fun evening creating epic photos in downtown Belleville. Cost is $25 per person. Larissa will take 15+ photos of each person/couple, around the city lights in downtown Belleville. High res digital files are only $60 extra! Great for couples, singles, high school seniors, models, and teens. We will be going out in a small group so you won’t have to worry about drawing attention to yourself. It’s a great chance to put on something fancy or trial run your homecoming dress and get amazing photos in advance of actual homecoming so you can have them ready to post on homecoming night! Comment to reserve your spot!
Time: 6:30 PM – 7:30 PM

Saturday, October 7th

39th Annual Chili Cook Off – Downtown Belleville 

Belleville, IL – 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 50 vendors and is one of the largest festivals in Belleville!
Time: 11:00 AM – 9:00 PM

Klose Kuarters – Copper Fire 

Belleville, IL – Klose Kuarters will be playing live music at Copper Fire! You don’t want to miss it!
Time: 2:00 PM – 5:00 PM

Ott’stoberfest 2023 – Ott’s Tavern/ Millstadt FIsh Stand 

Millstadt, IL – We’re gonna set up a tent in the parking lot, close down the street, and have some GREAT fun celebrating our German heritage! Enjoy a Bratwurst and some Kettle Corn and wash it down with some GREAT German and German-style beers!! We’ll also have other foods available – and the Fish Stand opens at 3pm! The kids will have a GREAT time in the “Country Financial Children’s Play Area” featuring the Ainad Shrine Krazy Klowns making balloon animals for 2 hours. Other activities in our Fenced-in Yard will include: Decorating small white pumpkins with Stickers and Markers, Playing with Bubble wands, and a general play area. There will be 2 beer trucks, plus our Pavilion Bar – so you won’t go thirsty! We’re gonna make it easy on everyone by having a ticket system for the beer stand. Food stands will take cash, and of course there is an ATM in the bar.
Time: 2:00 PM – 10:00 PM

Heavy Hearts Trio – Bennie’s Pizza Pub 

Belleville, IL – We’re bringing the funk back to Bennie’s in Belleville for the chili cook off! The best pies in the area, funky feel good music and chili! What better way to spend a Saturday evening?
Start Time: 6:00 PM

Rock Solid – Columbia City Saloon 

Columbia, IL – Come early, get some dinner and enjoy live tunes after!
Start Time: 8:00 PM 

Sunday, October 8th

Silly Jilly the Clown – Eckert’s Country Store & Farms 

Belleville, IL – Bring the kids to Eckert’s Belleville for autumn fun, including magic shows full of belly laughs by Silly Jilly the Clown. Getting into the Fun Corral is free, and my shows are free. Carnival rides and pony rides are available for a fee.
Time: 11:45 AM – 4:45 PM

Eli Ward – Vintage Wine Bar 

Waterloo, IL – Join us this Sunday afternoon for a live performance by Eli Ward!
Time: 2:00 PM – 4:00 PM 

Monday, October 9th

Mascoutah Pumpkin Festival – Betty Ann Market 

Mascoutah, IL – Mascoutah Pumpkin Festival! Join us for a 3-day celebration of everything Fall! October 9th, 10th and 11th. Pick Your Own Pumpkin Patch Open Monday 10am-7pm, Tuesday 3pm-7pm and Wednesday 3pm-7pm. Live Music, Food Trucks, Vendor Fair, Petting Zoo and MORE!!
Time: 10:00 AM – 7:00 PM 

Xtreme Bar Bingo – Columbia City Saloon 

Columbia, IL – Join us every Monday night for  Xtreme Bar Bingo! It’s free to play and you must be 21 to play.
Time: 7:00 PM – 9:00 PM 

Tuesday, October 10th

Mascoutah Pumpkin Festival – Betty Ann Market 

Mascoutah, IL – Mascoutah Pumpkin Festival! Join us for a 3-day celebration of everything Fall! October 9th, 10th and 11th. Pick Your Own Pumpkin Patch Open Monday 10am-7pm, Tuesday 3pm-7pm and Wednesday 3pm-7pm. Live Music, Food Trucks, Vendor Fair, Petting Zoo and MORE!!
Time: 10:00 AM – 7:00 PM 

Horse Hooky Tuesday – Fairmount Park Race Track 

Collinsville, IL – Join us for some exciting horse racing!
Time: 1:00 PM – 5:00 PM

Strengthen & Stretch – Yoga Sanctuary of Belleville

Belleville, IL – This movement class includes balance, strength, and flexibility. We will use body weight, tubes, bands, and/or dumbbells. The class will finish with long slow stretching. For tickets, click here.
Time: 4:30 PM – 5:30 PM

Wednesday, October 11th

Mascoutah Pumpkin Festival – Betty Ann Market 

Mascoutah, IL – Mascoutah Pumpkin Festival! Join us for a 3-day celebration of everything Fall! October 9th, 10th and 11th. Pick Your Own Pumpkin Patch Open Monday 10am-7pm, Tuesday 3pm-7pm and Wednesday 3pm-7pm. Live Music, Food Trucks, Vendor Fair, Petting Zoo and MORE!!
Time: 10:00 AM – 7:00 PM 

Youth Story Time – Millstadt Library 

Millstadt, IL – Join us for Story Time with Miss Penny every Wednesday! We’ll read a few books and then complete a fun craft. All ages welcome
Time: 11:00 AM – 12:00 PM

Pop Culture Trivia – 1428 Tap Haus

Belleville, IL – Join us every Tuesday at 7pm for Free Bar Trivia courtesy of Chill Trivia Company! Five rounds of trivia covering all things movies, music, television, sports, and much more! No need to reserve a table, just come out with your friends or family and be ready to enjoy great food and drink at 1428 Tap Haus while answering fun questions for gift cards and prizes.
Time: 7:00 PM – 9:00 PM

Monroe County Farmers Market – Columbia Turner Hall 

Columbia, IL – Stop by the Turner Hall parking lot in Columbia, IL to shop local and support small businesses. You can find fresh produce, flowers, sweet treats, and handmade gifts. We will have our most popular items and showcase something new every week.
Time: 4:00 PM – 7:00 PM

Gentle Flow & Restore – Yoga Sanctuary of Belleville 

Belleville, IL – This NEW class format is a 90-minute class. This class combines gentle flow (vinyasa) yoga with an extended restorative portion of the class. The best of a vinyasa yoga class and a Restorative yoga class together. For tickets, click here.
Time: 5:30 PM – 7:00 PM 

Friday, September 29th

Maplewoof Nightmarket – The Crow’s Nest 

Maplewood, MO – Join us for a night of local shopping, drinking, and listening to live music, all benefiting Midwest Akita Rescue Society (MARS)! Friendly pups welcome!
Time: 5:00 PM – 10:00 PM 

SK House Band – Soulcial Kitchen 

Swansea, IL – Join us for a concert at the Soulcial Kitchen campus. This concert is FREE and family-friendly. Delicious food & tasty drinks will be available for purchase from our amazing food trucks and friends at Marco’s Express, Space Shuttle, A Fine Swine BBQ, Booya’s Liquor Shack, Crepes and Cones, and visiting friends. Dogs are permitted in outdoor areas, as long as they are on a leash. Play area for the kids
Time: 6:00 PM – 9:00 PM 

American Slang – Tiny’s Pub & Grill 

Columbia, IL – Come out to Tiny’s Pub & Grill to enjoy a night of great music. American Slang will be playing your favorite Classic Rock hits on the patio!
Time: 7:00 PM – 11:00 PM

Anthony Mossburg and Trent Harmon – Venue on Main 

Belleville, IL – Nashville singer songwriters Anthony Mossburg and Trent Harmon debut at the Venue! For tickets, click here.
Start Time: 7:00 PM

Saturday, September 30th

Caffeine and Chrome – Gateway Classic Cars 

O’Fallon, IL – Calling all car enthusiasts! Join us for the best day of the month. Every Saturday, Gateway Classic Cars hosts our Caffeine & Chrome event. This fun event is open to the public and has NO admission fee. Cruise in with your collectible car or daily driver and bring your appetite. Indulge in pastries and coffee* (while supplies last). All makes and models are welcome, with plenty of parking space. This is a family and pet friendly event! See you there!
Time: 9:00 AM – 12:00 PM

Grizzlies Pro Rodeo – Gateway Grizzlies Baseball 

Sauget, IL – Join us on Saturday, September 30, and Sunday, October 1st at here at Grizzlies Ballpark, where we’ve brought in tons of dirt to create an epic rodeo arena right on the field. For tickets, click here.
Time: 1:30 PM – 7:00 PM

St. Clare Oktoberfest – St. Clare Catholic School 

O’Fallon, IL – Can’t make it to Munich this year? Find all the German eats, treats, music and fun at St. Clare’s 23rd annual Oktoberfest from 4 to 10 p.m. Saturday, Sept. 30 at Third and Cherry in Downtown, O’Fallon, IL. Plenty of Gemutlichkeit for all ages! Live music, homemade German dinner, games for all ages, kids’ inflatables and extreme activities, face painting, festival foods, huge Biergarten with German beer on draft and wine by the glass, 5K run, basket raffle and Bingo
Time: 4:00 P M – 10:00 PM

Cree Rider – Seven Belleville

Belleville, IL – Stop by to enjoy Cree Rider’s solo performance! You don’t want to miss out!
Time: 7:00 PM – 10:00 PM

CLUless – CJ’s Pub & Grill 

Smithton, IL – Join us at CJ’s Pub & Grill for an unforgettable Saturday night filled with familiar tunes and great company!
Start Time: 8:00 PM

Kevin Gagen – Venue on Main 

Belleville, IL – Join us for a night of live music by Kevin Gagen!
Start Time: 8:00 PM

Sunday, October 1st

Autumn Market – Julia’s Banquet Center 

East Alton, IL – We are so excited to bring a new type of event to the Riverbend Area! Over 50 local vendors, artists, and boutiques in one location! Join us from 10a-11a for our VIP Hour! Each guest will receive a Free Swag Bag full of goodies, Charcuterie Treat, Mimosa Bar, and the first look of all the amazing items! From 11a-4pm there will be general admission but do not worry you will still have an opportunity to get the awesome swag bag and Charcuterie Treat! Along with boujie specialty drinks!
Time: 10:00 AM – 4:00 PM 

Family Hours – Up- Down STL 

St. Louis, MO – It’s time for family-friendly fun at Up-Down with our exciting Family Hours! We’re opening our doors to those under 21 between 10am and 2pm to give families a place to hang out for an afternoon. This means we will be opening an hour early! We will be selling pizza by the slice for those who are hungry, as well as soda and other kid-friendly drinks to those under 21 and we’ll be offering a full bar to those over 21. As always, games are 25 cents or one token per play.
Time: 10:00 AM – 2:00 PM

Grizzlies Pro Rodeo – Gateway Grizzlies Baseball 

Sauget, IL – Join us on Saturday, September 30, and Sunday, October 1st at here at Grizzlies Ballpark, where we’ve brought in tons of dirt to create an epic rodeo arena right on the field. For tickets, click here.
Time: 1:30 PM – 7:00 PM

Monday, October 2nd

Xtreme Bar Bingo – Columbia City Saloon 

Columbia, IL – Join us every Monday night for  Xtreme Bar Bingo! It’s free to play and you must be 21 to play.
Time: 7:00 PM – 9:00 PM 

Tuesday, October 3rd

Horse Hooky Tuesday – Fairmount Park Race Track 

Collinsville, IL – Join us for some exciting horse racing!
Time: 1:00 PM – 5:00 PM

Lego Club – Columbia Public Library 

Columbia, IL – Free build with Legos, try out our LEGO challenge cards, or take on our monthly challenge! Kids can display their LEGO creations in the children’s library for the rest of the week. Recommended for ages 4-12 yrs.
Time: 4:00 PM – 5:00 PM

Strengthen & Stretch – Yoga Sanctuary of Belleville

Belleville, IL – This movement class includes balance, strength, and flexibility. We will use body weight, tubes, bands, and/or dumbbells. The class will finish with long slow stretching. For tickets, click here.
Time: 4:30 PM – 5:30 PM

Wednesday, October 4th

Youth Story Time – Millstadt Library 

Millstadt, IL – Join us for Story Time with Miss Penny every Wednesday! We’ll read a few books and then complete a fun craft. All ages welcome
Time: 11:00 AM – 12:00 PM

Pop Culture Trivia – 1428 Tap Haus

Belleville, IL – Join us every Tuesday at 7pm for Free Bar Trivia courtesy of Chill Trivia Company! Five rounds of trivia covering all things movies, music, television, sports, and much more! No need to reserve a table, just come out with your friends or family and be ready to enjoy great food and drink at 1428 Tap Haus while answering fun questions for gift cards and prizes.
Time: 7:00 PM – 9:00 PM

Monroe County Farmers Market – Columbia Turner Hall 

Columbia, IL – Stop by the Turner Hall parking lot in Columbia, IL to shop local and support small businesses. You can find fresh produce, flowers, sweet treats, and handmade gifts. We will have our most popular items and showcase something new every week.
Time: 4:00 PM – 7:00 PM

Summer Jeep Jam ‘23 – Ott’s Tavern 

Millstadt, IL – Trick out your JEEP this summer and have a little fun! David Taylor Jeep and Monaco Canned Cocktails are again sponsoring a weekly JEEP JAM – but 2023 will be better than EVER!! There’s no cost to participate. Start and finish at any location each week. Simply pick up a JEEP JAM card after 5 p.m. at your starting location. Get a punch at all 4 locations, and turn the card in by 9 p.m. at your final destination. Fill out 1 card each week to enter for a chance to win a FANTASTIC GRAND PRIZE donated by David Taylor Jeep. The more weeks you participate – the more entries you’ll have! (Must have Name, Phone, email, and 4 punches on each entry to qualify.)
Time: 5:00 PM – 9:00 PM

Flannels at the Farm – Eckert’s Cider Shed

Belleville, IL – Flannels and time on the farm go hand in hand. Throw on your favorite flannel, grab your date (or group of friends!) and head out to our Belleville farm for the most beautiful evening apple-picking session. Start your night with a signature cocktail from our Cider Shed before enjoying a tractor ride out to our apple orchard. After apple picking, we’ll meet back at the Cider Shed to enjoy a flight of our hard ciders and a boxed snack pack to enjoy while listening to live music. Reservation includes tractor ride & field access, 2lbs of Pick-Your-Own Apples, signature cocktail, flight of our signature hard cider, and a snack pack for you to enjoy. For tickets, click here.
Time: 6:00 PM – 9:00 PM

Shotgun Creek Band – Cutter’s 

Belleville, IL – It’s like old times at one of the coolest music venues in Belleville, IL! Great stage, sunken dance floor, and AMAZING food!
Time: 7:00 PM – 10:00 PM

Friday, September 22nd

Food Truck Friday – The Weingarten 

Belleville, IL – Join us (Rain or Shine!) for our 2nd to last Food Truck Friday of the Season! Food Trucks on-site: Picture Perfect Panini, Casa Maria, and Soulcial Smash Burger. Enjoy live music performed by Todd Pierson from 6 pm-9 pm and make sure to visit Kay’s Caricatures to take home a memorable picture! Outside food & beverages are now allowed; We strongly encourage bringing your own outdoor chair strongly as seating is limited.
Time: 5:30 PM – 8:30 PM

SK House Band – Soulcial Kitchen 

Belleville, IL – Join us for a concert at the Soulcial Kitchen campus. This concert is FREE and family-friendly. Delicious food & tasty drinks will be available for purchase from our amazing food trucks and friends at Marco’s Express, Space Shuttle, A Fine Swine, Booya’s Liquor Shack, Crepes and Cones, and visiting friends. Dogs are permitted in outdoor areas, as long as they are on a leash. Play area for the kids
Time: 6:00 PM – 9:00 PM

R&N – Chateau La Vin 

Columbia, IL – Join us on this great patio area for some live music!

Time: 6:00 PM – 10:00 PM

Bloodshot Red – Copper Fire 

Belleville, IL – Grab your friends and come out to Copper Fire! We can’t wait to see you there!
Time: 8:00 PM – 11:00 PM

Johnny Dangerously Band – Schmitty’s

Belleville, IL – Johnny Dangerously covers anything that is fun, rocks, and/or has a sexy vibe!!!
Time: 8:00 PM – 12:00 AM

Saturday, September 23rd

Lake Saint Louis Farmers & Artists Market – The Meadows

St. Louis, MO – The Lake St. Louis Farmers & Artists Market welcomes you to another open-air market! We will have live music, many food & beverage vendors, seasonal veggies, farm fresh eggs, pasture-raised meat, and amazing local artists! Free Yoga at 8:00 AM at the clocktower! Bring your own mat. Tips are appreciated. We are proud to have a high-quality PRODUCER ONLY market. Our diverse showcase of farmers and artists are all from within 100 miles of Lake St. Louis, making shopping local easier than ever!
Time: 8:00 AM – 12:00 PM 

Disney On Ice presents Frozen & Encanto – Chaifetz Arena

St. Louis, MO – Step inside the magical adventures of Disneys Frozen and Encanto as they are brought to life like never before at Disney On Ice! Dazzling ice skating transports you to Arendelle to be a part of Anna’s adventure to find Elsa. Then, enter the fantastical Madrigal family’s Casita amidst the beautiful mountains of Colombia. Join Maribel on her journey to save her enchanted family home alongside her sisters, Isabela and Luisa. Hosted by Mickey and Minnie, invite your family and friends to sing along to your favorite songs and celebrate the power of love and courage at Disney On Ice presents Frozen & Encanto– the show everyone will be talking about! For tickets, click here
Start Time: 3:00 PM

Ashan & Grotsky – Bennie’s Pizza Pub 

Belleville, IL – We’ll be rocking the pizza pub! Be sure to come on out with your favorite people, have a slice of pizza, and enjoy some tunes Ashan style!
Time: 6:00 PM – 10:00 PM

Lower The Bar – Lexi’s Bar 

Belleville, IL – Join us this Saturday for a fun night with live music by Lower the Bar!
Time: 7:00 PM – 11:00 PM

South Side Johnny Band – Copper Fire

Belleville, IL – This band is AWESOME! And if you like to dance, you will love them! Come enjoy some great music while eating some yummy food, cold beer, specialty cocktails/slushies, and some great fun!
Time: 8:00 PM – 11:00 PM

Sunday, September 24th

Kelly Traiteur Benefit Tournament – Triple Lakes Tavern 

Dupo, IL – $20 Blind Draw, 50/50, Lottery Tickets, Booze basket, raffles, and silent auction! So load up the cars and bring the family and friends!
Start Time: 11:00 AM

The John and Dave Duo  – Copper Fire 

Belleville, IL – John & Dave are back for Sunday Funday! They are FANTASTIC and so talented! If you like old and new Country Rock, you will love them!  Come and listen to some amazing music, grab a cold beer or specialty cocktail, or slushie, and eat some great food! They are amazing and if you’ve missed them in the past, they are worth checking out!
Time: 2:00 PM – 5:00 PM

Monday, September 25th

Nightmare before Xmas Public Workshop – Courage&Grace 

O’Fallon, IL – Jack, Sally, OR Oogie Boogie. Join us for this limited seasonal event! For tickets, click here.
Time: 6:30 PM – 9:00 PM 

Tuesday, September 26th

Horse Hooky Tuesday – Fairmount Park Race Track 

Collinsville, IL – Join us for some exciting horse racing!
Time: 1:00 PM – 5:00 PM

Strengthen & Stretch – Yoga Sanctuary of Belleville

Belleville, IL – This movement class includes balance, strength, and flexibility. We will use body weight, tubes, bands, and/or dumbbells. The class will finish with long slow stretching. For tickets, click here.
Time: 4:30 PM – 5:30 PM

Pop Culture Trivia Night  – Bennie’s Pizza Pub 

Belleville, IL – FREE Trivia Tuesdays every other Tuesday with Chill Trivia Company! Get here early for a table, trivia starts at 6. No teams needed, no max or minimum for playing.
Start Time: 6:00 PM

Wednesday, September 27th

Youth Story Time – Millstadt Library 

Millstadt, IL – Join us for Story Time with Miss Penny every Wednesday! We’ll read a few books and then complete a fun craft. All ages welcome
Time: 11:00 AM – 12:00 PM

Pop Culture Trivia – 1428 Tap Haus

Belleville, IL – Join us every Tuesday at 7 p.m. for Free Bar Trivia courtesy of Chill Trivia Company! Five rounds of trivia covering all things movies, music, television, sports, and much more! No need to reserve a table, just come out with your friends or family and be ready to enjoy great food and drink at 1428 Tap Haus while answering fun questions for gift cards and prizes.
Time: 7:00 PM – 9:00 PM

Explore Waterloo Shop and Dine Day – Explore Waterloo

Waterloo, IL – Shop and Dine in beautiful Waterloo, IL. A safe and welcoming community, you will love our shopping, dining, and entertainment options! We are a very walkable town as well. Visit us and you’ll soon love Waterloo as much as we do!
Time: 10:00 AM – 7:00 PM

Monroe County Farmers Market – Columbia Turner Hall 

Columbia, IL – Stop by the Turner Hall parking lot in Columbia, IL to shop local and support small businesses. You can find fresh produce, flowers, sweet treats, and handmade gifts. We will have our most popular items and showcase something new every week.
Time: 4:00 PM – 7:00 PM

Summer Jeep Jam ‘23 – Ott’s Tavern 

Millstadt, IL – Trick out your JEEP this summer and have a little fun! David Taylor Jeep and Monaco Canned Cocktails are again sponsoring a weekly JEEP JAM – but 2023 will be better than EVER!! There’s no cost to participate. Start and finish at any location each week. Simply pick up a JEEP JAM card after 5 pm at your starting location. Get a punch at all 4 locations, and turn the card in by 9 pm at your final destination. Fill out 1 card each week to enter for a chance to win a FANTASTIC GRAND PRIZE donated by David Taylor Jeep. The more weeks you participate – the more entries you’ll have! (Must have Name, Phone, email, and 4 punches on each entry to qualify.)
Time: 5:00 PM – 9:00 PM

Pamela & a Piano – Bennie’s Pizza Pub 

Belleville, IL – Pamela & a Piano is back on the keys and singing the tunes you all enjoy. Come have a slice and sing along to the tunes!
Time: 6:00 PM – 9:00 PM

Friday, September 15th

42nd Annual Belleville Oktoberfest – Belleville Public Square

Belleville, IL – 42nd Annual Belleville Oktoberfest, is a family-friendly German themed annual event hosted by the Ainad Shriners, Belleville Sister Cities, Belleville Exchange Club, & the Belleville Fire Department that takes place in Belleville’s Public Square. Enjoy Food, LIVE Music, a children’s area, Wiener Dog Race and Corn Hole Tournament, and much more all throughout the weekend!
Time: 11:00 AM – 9:00 PM

The Great Forest Park ballon Race & Glow – Emerson Central Fields 

St. Louis, MO – The balloons “glow” like huge fireflies, a truly magical scene, and one not to be missed! More than 60 hot air balloons inflate and tether in assigned spaces on the launch field. At the Glow, the balloons do not launch but for a portion of the evening (weather permitting) the rope line will be released, and spectators will be invited to walk around to enjoy the view and chat with pilots and crew.
Time: 5:00 PM – 9:15 PM

SK House Band – Soulcial Kitchen 

Swansea, IL – Join us for a concert at the Soulcial Kitchen campus. This concert is FREE and family-friendly. Delicious food & tasty drinks will be available for purchase from our amazing food trucks and friends at Marco’s Express, Space Shuttle, A Fine Swine, Booya’s Liquor Shack, Crepes and Cones, and visiting friends. Dogs are permitted in outdoor areas, as long as they are on a leash. Play area for the kids!
Time: 6:00 PM – 9:00 PM

The Double Shot Duo – TR’s Place 

Belleville, IL – Come be a part of The Double Shot Duo’s American Pride Tour! The Double Shot Duo performs 50’s,60’s,70’s, 80’s pop/rock, classic & modern country all mixed in with vocal impressions and a bit of comedy
Time: 7:00 PM – 11:00 PM

Bill Burleigh – Venue on Main 

Belleville, IL – Join us for a fun night full of live music, good food, and drinks!
Start Time: 7:30 PM

Saturday, September 16th

September Flea Market – Belle Clair Fairgrounds & Expo Center 

Belleville, IL – Southern Illinois’ Premier Indoor/Outdoor Market – Over 600 tables and 300-400 vendors selling antiques, collectibles, and merchandise – old and new. Indoor/ Outdoor Year Round.
Time: 9:00 AM – 4:00 PM

42nd Annual Belleville Oktoberfest – Belleville Public Square

Belleville, IL – 42nd Annual Belleville Oktoberfest, is a family-friendly German themed annual event hosted by the Ainad Shriners, Belleville Sister Cities, Belleville Exchange Club, & the Belleville Fire Department that takes place in Belleville’s Public Square. Enjoy Food, LIVE Music, a children’s area, Wiener Dog Race and Corn Hole Tournament, and much more all throughout the weekend!
Time: 11:00 AM – 9:00 PM

The Great Forest Park Balloon Race and Glow – Emerson Central Fields

St. Louis, MO – The Great Forest Park Balloon Race presented by PNC Bank is a Hare and Hound-style race. The PNC Bank hot air balloon named “Bank on It” is the “Hare” and leads the pack, getting a head start at launch time and landing first. The other balloons, called “Hounds” launch in waves shortly after in pursuit of the “Hare” balloon. Once the Hare balloon lands, the pilot and crew lay an “X” out on the ground as a target. The pilot who drops their birdseed/bean bag nearest the center of the target is the winner! The flight window for the race is between 4:30 and 6:00 PM
Time: 1:00 PM – 6:00 PM

Strangers – Copper Fire 

Belleville, IL – Come out and enjoy live music by the Starngers!
Time: 2:00 PM – 5:00 PM

Bacon – Cutter’s 

Belleville, IL – Bacon is a hard driving party band that will take you on a Rock”N”Roll Roller Coaster! Join us and have a fun night with live music!
Start Time: 8:00 PM

Sunday, September 17th

September Flea Market – Belle Clair Fairgrounds & Expo Center 

Belleville, IL – Southern Illinois’ Premier Indoor/Outdoor Market – Over 600 tables and 300-400 vendors selling antiques, collectibles, and merchandise – old and new. Indoor/ Outdoor Year Round.
Time: 9:00 AM – 4:00 PM

Sunday Brunch Cruise – Riverboats at the Gateway Arch 

St. Louis, MO – The perfect Sunday starts here. Join us aboard the Becky Thatcher for the ultimate brunch experience. With live entertainment, chef-inspired cuisine and great views, your Sunday will not disappoint! Reservations are required. For tickets, click here.
Time: 11:30 AM – 1:30 PM

Vannah Leigh – Lexi’s Bar Food & Fun 

Belleville, IL – Come hang out at Lexi’s in Downtown Belleville on a beautiful Sunday afternoon!
Time: 2:00 PM – 5:00 PM

Monday, September 18th

Dine Out All Day Fundraiser – Bennie’s Pizza Pub 

Belleville, IL – Bennie’s will donate 10% of all sales, ALL DAY, September 18th, stop in for lunch or dinner! Join us for great food and a great time!
Time: 11:00 AM – 8:00 PM

Tuesday, September 19th

Horse Hooky Tuesday – Fairmount Park Race Track 

Collinsville, IL – Join us for some exciting horse racing!
Time: 1:00 PM – 5:00 PM

Strengthen & Stretch – Yoga Sanctuary of Belleville

Belleville, IL – This movement class include Balance, Strength & Flexibility. We will use body-weight, tubes, bands and/or dumbbells. The class will finish with long slow stretching. For tickets, click here.
Time: 4:30 PM – 5:15 PM

Wednesday, September 20th

Youth Story Time – Millstadt Library 

Millstadt, IL – Join us for Story Time with Miss Penny every Wednesday! We’ll read a few books and then complete a fun craft. All ages welcome
Time: 11:00 AM – 12:00 PM

Pop Culture Trivia – 1428 Tap Haus

Belleville, IL – Join us every Tuesday at 7 pm for Free Bar Trivia courtesy of Chill Trivia Company! Five rounds of trivia covering all things movies, music, television, sports, and much more! No need to reserve a table, just come out with your friends or family and be ready to enjoy great food and drink at 1428 Tap Haus while answering fun questions for gift cards and prizes.
Time: 7:00 PM – 9:00 PM

Monroe County Farmers Market – Columbia Turner Hall 

Columbia, IL – Stop by the Turner Hall parking lot in Columbia, IL to shop local and support small businesses. You can find fresh produce, flowers, sweet treats, and handmade gifts. We will have our most popular items and showcase something new every week.
Time: 4:00 PM – 7:00 PM

Summer Jeep Jam ‘23 – Ott’s Tavern 

Millstadt, IL – Trick out your JEEP this summer and have a little fun! David Taylor Jeep and Monaco Canned Cocktails are again sponsoring a weekly JEEP JAM – but 2023 will be better than EVER!! There’s no cost to participate. Start and finish at any location each week. Simply pick up a JEEP JAM card after 5 pm at your starting location. Get a punch at all 4 locations, and turn the card in by 9 pm at your final destination. Fill out 1 card each week to enter for a chance to win a FANTASTIC GRAND PRIZE donated by David Taylor Jeep. The more weeks you participate – the more entries you’ll have! (Must have Name, Phone, email, and 4 punches on each entry to qualify.)
Time: 5:00 PM – 9:00 PM

Matt Walterscheid – Bennie’s Pizza Pub 

Belleville, IL – Matt Walterscheid is a local acoustic artist and we are so happy to have him back! We will also be kicking off the fun that is the 42nd Annual Belleville Oktoberfest, while he is here!
Start Time: 6:00 PM 

The Simpletons – Venue on Main

Belleville, IL – ATTENTION boomers, ex-hippies and Americana Music aficionados of all stripes: The Simpletons are back for another First Thursday show. This feisty vocal trio of background singers gone rogue aim to please with their versions of the best rock, blues and country from the 60’s – 80’s, with some self-made music thrown in for good measure
Start Time: 7:00 PM

Friday, September 8th

St. Joseph Catholic Church Parish Picnic – St. Joseph Catholic Church

Freeburg, IL – Join us for our annual Parish Picnic! Fish Fry on Friday, Chicken Dinner on Saturday, Live Bands, and so much more!
Time: 4:00 PM – 11:00 PM

P-Nut and The Shells – Sunset Overlook 

Columbia, IL – Join us for a great night of live music by P-Nut and The Shells at Sunset Overlook!
Time: 6:00 PM – 10:00 PM

The Saloonatics – Venue on Main 

Belleville, IL – Join us for a great night of live music by The Saloonatics at the Venue!
Start Time: 7:00 PM

Steve Ewing Duo – Marley’s Roadhouse 

Millstadt, IL – Steve Ewing Duo will be rocking the house at Marley’s Millstadt!
Start Time: 8:00 PM

HickTown – Copper Fire 

Belleville, IL – Get your country on this Friday! Stop by to enjoy good music, food, & drinks!
Time: 8:00 PM – 11:00 PM

Saturday, September 9th

Crafted in the Loo Pop – Up Vendors and Fall Open House – Crafted in the Loo

Waterloo, IL – This is a great day in Waterloo, its also during the Explore Waterloo Day Event & Chalk-a-Lot event in the downtown square. Come out shop, dine & play in Waterloo all day!
Time: 8:00 AM – 5:00 PM

Jason Garms – Bennie’s Pizza Pub 

Belleville, IL – Jason Garms is back and ready to play you some Acoustic Hits! Grab a table and a slice and enjoy some great music from a local musician!
Start Time: 3:00 PM

St. Joseph Catholic Church Parish Picnic – St. Joseph Catholic Church

Freeburg, IL – Join us for our annual Parish Picnic! Fish Fry on Friday, Chicken Dinner on Saturday, Live Bands, and so much more!
Time: 4:00 PM – 11:00 PM

Boulderdash – Eckert’s Cider Shed 

Belleville, IL – Join us for a concert under the Pavillion at our Cider Shed. This concert is FREE and family-friendly. Delicious food & tasty drinks will be available for purchase from our Cider Shed; no outside food or drinks are allowed. Dogs are permitted in outdoor areas, as long as they are on a leash.
Time: 6:00 PM – 9:30 PM

The Cheers Band – TR’s Place 

Belleville, IL – The ultimate variety cover band playing all genres of music. With influences from some of the biggest spectacles in the 60s, 70s, 80s, 90s to current alternative rock, dance pop, country and more!
Time: 9:00 PM – 1:00 AM

Sunday, September 10th

Family Hours – Up- Down 

St. Louis, MO – It’s time for family-friendly fun at Up-Down with our exciting family hours! We will be selling pizza by the slice for those who are hungry, as well as soda and other kid-friendly drinks to those under 21 and we’ll be offering a full bar to those over 21. As always, games are 25 cents or one token per play.
Time: 10:00 AM – 2:00 PM

Vee Mary Agnes – The Weingarten 

Belleville, IL – Come by for some live music, food, and drinks!
Start Time: 12:00 PM

Xtreme Bar Bingo – Eckert’s Cider Shed 

Belleville, IL – Join us every Sunday for Xtreme Bar Bingo. Free to play. Join us in our NEW Cider Shed for your chance to win Cash, Prizes, or even the Jackpot. Delicious food & drinks available for purchase from the Cider Shed. May not bring in any outside food or drink.
Time: 5:30 PM – 7:30 PM

Monday, September 11th

Open Chess Play – Columbia Public Library 

Columbia, IL – Meet other players and practice your chess skills! The library will have a few chess boards and you are welcome to bring your own.
Time: 6:00 PM – 7:30 PM

Tuesday, September 12th

Horse Hooky Tuesday – Fairmount Park Race Track 

Collinsville, IL – Join us for some exciting horse racing!
Time: 1:00 PM – 5:00 PM

Trivia Night – Bennie’s Pizza Pub 

Belleville, IL – FREE Trivia Tuesdays every other Tuesday with Chill Trivia Company! Get here early for a table, trivia starts at 6. No teams needed, no max or minimum for playing!
Start Time: 6:00 PM

Wednesday, September 13th

Youth Story Time – Millstadt Library 

Millstadt, IL – Join us for Story Time with Miss Penny every Wednesday! We’ll read a few books and then complete a fun craft. All ages welcome
Time: 11:00 AM – 12:00 PM

Pop Culture Trivia – 1428 Tap Haus

Belleville, IL – Join us every Tuesday at 7 pm for Free Bar Trivia courtesy of Chill Trivia Company! Five rounds of trivia covering all things movies, music, television, sports, and much more! No need to reserve a table, just come out with your friends or family and be ready to enjoy great food and drink at 1428 Tap Haus while answering fun questions for gift cards and prizes.
Time: 7:00 PM – 9:00 PM