May 25: 2-5 pm, Ogelsby Mansion Open House, the restored home will be open for tours, near west side of Decatur. Open Wednesdays, Saturdays, and Sundays in June.
May 24-25: Springfield TT & Mile and National Championship Motorcycle races
May 31: Vintage baseball game at Rock Springs Nature Center in Decatur. Rock Springs Ground Squirrels v St. Louis Unions.
May 31: Crappie USA & Kids Fishing Rodeo, Nelson Park, Decatur. 6 am - 5 pm, tournament 9-11 am. Prizes include bicycles and a $5,000 scholarship.
May 31: BBQ, Blues, and Cruise, live blues music, family activities, kids art, Salsa Dancing, classic cars, great motorcycles, and local arts and crafts. Kansas City Barbecue Society sanctioned BBQ cook-off. Christian County Fairgrounds, Taylorville.
May 31-June 1: Funfest for Air-cooled VW, Effingham
May 31 -June 1: Decatur Park Singers, Young Park Singers, Decatur Chorale, Fairview Park, Decatur. 6 pm, free.
May 31-June 1: Kite Festival, 10 am - 5 pm, Rec-Plex grounds, Pontiac.
May 31-June 1: Glory Days, an 1830 Militia Muster, Petersburg. An 1830's Militia Muster with signing up for militia service and drilling will be held. The sound of musket fire will be heard on the prairies and bluffs of New Salem. The public will be invited to march carrying weapons (brooms) where Lincoln and the men of Sangamon County marched off to war in 1832. 10am - 4pm both days.
June 7: Art on the Square, Christian County Courthouse, Taylorville
June 7-8: Illinois River Wine Festival at Kickapoo Creek Winery in Edwards. The festival features 12 area wineries and includes food and live music from local bands. Nearby Mackinaw Valley Vineyard will host additional wine tasting and a battle of the blues bands at the Mackinaw Music Fest.
June 7-8: International Horseradish Festival Woodland Park, Collinsville (I know it's metro-east, but I couldn't resist a horseradish festival!)
June 13-14: Old Glory Festival, Veterans Park, Bement
June 13-15: The National Road Festival, , is an annual event held in several communities along the National Road Scenic Byway. Each community will offer unique attractions such as live music, antique tractor shows, local fare and more. Altamont, Effingham, Marshall.
June 20-22: Mother Jones Festival, 5K, artisans, antiques, carnival rides, wheat threshing, live music, and ethnic food festival, Mt. Olive.
June 20-22: Cruisin' Route 66, Litchfield Classic Car Festival, Litchfield
June 20-22: Taste of Champaign Urbana, West Side Park, Champaign
June 21: Vintage baseball, 1 pm, Rock Springs Nature Center, Trobaugh Field, Decatur. Rock Springs Ground Squirrels v Springfield.
June 21: Drivin' the Dixie Days, Gilbert Street, the Dixie Highway is an Historic Route in the United States, and in Illinois several groups come together every year to "Cruise" the Dixie from Blue Island to Momence. Stops are made along the way in several of the cities, Danville.
June 21-22: Danville Arts in the Park, Lincoln Park, Danville
June 27-August 10: Illinois Shakespeare Festival, Ewing Manor, The Taming of the Shew and Titus Andronicus, Normal
June 28: All in a Day's Work, Bring your family out to enjoy a "day in the life" of the average New Salem family. Observe cooking on the hearth, washing and mending clothes, spinning, weaving, knitting, butter churning, dipping candles; making baskets, and more. The Ann Rutledge Quilters and The New Salem Fiber Guild will also display quilts and textiles at the New Salem Visitors Center. 9am to 5pm, Petersburg.