2-3 — Belleville Chili Cookoff. Friday and Saturday, downtown Belleville. Individuals, businesses and organizations compete for prizes. Samplings available for purchase. Children’s area. 5K run. Entertainment.
2-4 — World War II Salute to Veterans. Friday through Sunday, Fort de Chartres Historic Site, Prairie du Rocher. WWII static displays, demonstrations and re-enactments.
3 — Faith’s Oktoberfest. 5:30-7:30 p.m. Saturday, Faith Lutheran Church, 520 E. Highway 50, O’Fallon. German food, music, bake sale and games for all ages. Free-will offering will be taken.
3 — Lebanon Fall Festival. 9 a.m.-5 p.m. Saturday, West St. Louis Stree, Lebanon. More than 100 craft vendors, activities for kids, food. Free.
3-4 —Jumpin’ Pumpkin Jamboree. 10 a.m.-5 p.m. Saturday and Sunday, Eckert’s Belleville, Millstadt and Grafton Farms. Wagon rides, live entertainment, festival foods, children’s activities. Fees charged for some activities.
4 — Lions Club Clinton County Amazing Race. 10:30 a.m. Sunday, starts and ends at O.W. Billhartz Civic Center, New Baden. Stops throughout Clinton County. Food, kids games, basket raffles. Contact Jessica Damm: 618-444-5775.
4 — Taste of Germany. Doors open at 4 p.m. Sunday, Fischer’s Restaurant, Belleville. Belleville/Paderborn Sister Cities celebrates its 25th anniversary. Authentic German meal, beer, wine and entertainment. Music by the Larry Haller Duo and Joe Polach’s St. Louis Express. Talented local school vocalists.
9-10 — Steeleville Octoberfest. Friday and Saturday, Steeleville. Parade Friday. Food, beer, music, craft fair, washer tournament, kids activities and variety show.
10 — Breese Optimist Fall Festival. Saturday, Breese. 5K run and 1K fun run, 8 a.m. Vendor fair, 10 a.m.-4 p.m. $10 kids wristband includes bounce houses, horse and buggy rides, face painting and kids games between 10 a.m. and 6 p.m. Chili cook-off and home brew contest, noon to 5 p.m. Live music all day, featuring The Davis Brothers Band, Knoisemaker and the Silent Partners and Something to Mow. $10 each chili and beer-tasting wristband allows you to taste all day. Home brew contest. Concessions and beer available for purchase. To register for competitions, go to breeseoptimist.org.
10 — Okawville Chili Cookoff. Saturday, Okawville. Chili tasting for all, prizes for best chili, People’s Choice and best decorated booth awards. Kids activities, wine tasting, food, beer and soda.
10 — Troy Art Show and Sale. 2-7 p.m. Saturday, Tri-Township Public Library, 209 S. Main St., Troy. Art, appetizers and conversation.
10-11 — Art in the Park. Saturday and Sunday, Lindendale Park, Highland. Fine art, food, entertainment. Nearly 70 professional artists display and sell their works of fine art. Children can shop for just $5 at a special art gallery of work donated by the artists.
10-11 — French & Indian War Encampment. Saturday and Sunday, Fort de Chartres State Historic Site, Prairie du Rocher. 250th anniversary of the French surrender to the British. 1750s historically dressed Native Americans, soldier, militia and camp fol lowers.
10-11 —Jumpin’ Pumpkin Jamboree. 10 a.m.-5 p.m. Saturday and Sunday, Eckert’s Belleville, Millstadt and Grafton Farms. Wagon rides, live entertainment, festival foods, children’s activities. Fees charged for some activities.
11 — Maeystown Oktoberfest. 9 a.m.-4 p.m. Sunday, Maeystown. Arts, crafts and antiques fair. More than 60 vendors. Free. Food available for purchase: potato pancakes, bratwursts, turtle soup, homemade pies.
11 — Maryville Concert. 3 p.m. Sunday, Fireman’s Park, Maryville. George Portz and Friends of Bluegrass. Free.
11 — Millstadt Chili Cookoff. Sunday, Liederkranz Park, Millstadt.
17 — Chili Cookoff and Arts and Crafts. Saturday, Dupo Community Park, Dupo. Chili booths, arts and crafts, food, music, games and walk of honor.
17 — Maeystown Paint Out. 9 a.m.-3 p.m. Saturday. See plein air artists at work.
17 — Preserve Your Heritage Workshop. 9 a.m.-3 p.m. Saturday, St. Paul United Church of Christ, Second and B streets, Belleville. $30 includes coffee, rolls, snacks and lunch. Sponsored by Heritage Hall Restoration Committee. Choice of workshops.
17-18 —Jumpin’ Pumpkin Jamboree. 10 a.m.-5 p.m. Saturday and Sunday, Eckert’s Belleville, Millstadt and Grafton Farms. Wagon rides, live entertainment, festival foods, children’s activities. Fees charged for some activities.
18 — Leclaire Parkfest. Noon-5 p.m. Sunday, Leclaire Park, Edwardsville. Celebration of the LeClaire National Historic District in Edwardsville. Dixieland jazz and bluegrass. Wine and beer garden, food. Local artists display their work. Games for children, pet adoptions. DAR hosts book sale. Exhibits of historic photos and narrated trolly tours tell the story of the former cooperative village.
23-24 — Haunted Trail. Friday and Saturday, meet at Carlyle McDonald’s. Climb aboard a wagon for a hay ride to the Haunted Trail where ghosts and ghouls hide.
24 — Pumpkin Patch & Rotary Club Childrens Parade. Saturday, downtown O’Fallon. Children’s bike parade. Trick-or-treating at downtown O’Fallon merchants. Polaroid pictures taken at no charge of kids in their Halloween costumes.
24 — Soup and Chili Cookoff. 3-10 p.m. Saturday, New Baden Village Park, New Baden. Chamber of Commerce event. All-you-can-eat chili bands available, kids entertainment, vendors. Free admission. $3,000 in prizes. Drinks and food available at noon. Soup and chili served 3-7 p.m. Bonfire at 7 p.m. Awards, 8 p.m. All-you-can-eat armbands are $8 adults, $5 seniors, $4 12 and under. $5 unlimited childrens activities.
24 — Freaky Five Halloween 5K Run/Walk. Saturday, Caseyville. Also Oogle Moogle Monster Mash Dash kids fun run and bonfire. Registration starts at 3 p.m. Kids fun run starts at 4:30 p.m.; 5K starts at 5 p.m. caseyville.org or call 618-540-2399.
24-25 —Jumpin’ Pumpkin Jamboree. 10 a.m.-5 p.m. Saturday and Sunday, Eckert’s Belleville, Millstadt and Grafton Farms. Wagon rides, live entertainment, festival foods, children’s activities. Fees charged for some activities.
25 — Witches Night Out. 5 to 9 p.m. Sunday, West St. Louis Street, Lebanon. Costume contest. Shopping at downtown stores. Food specials at restaurants. Just for the ladies.
25 — Oktoberfest at Hidden Lake Winery. 2 p.m. Sunday, Hidden Lake Winery, 10580 County Road 400 E., Aviston. George Portz and the Friends of Bluegrass. Free.
30 — Halloween Party. 6:30-8:30 p.m. Friday, Caseyville Community Building, 909 S. Mains St., Caseyville. Free admission. Game tickets are four for $1. Hay ride, Halloween picture, $4. Hot dogs, chili dogs, soda and chips. Sponsored by Caseyville Fire Auxiliary. Receive one raffle ticket for canned food item or money donation to Caseyville Food Pantry.
31 — EdGlen Chamber of Commerce Halloween Parade. Saturday night, Edwardsville. More than 100 floats, marching bands, school groups and entertainers.
Some of the Festivals Calendar items were provided by the Tourism Bureau Illinois South.