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Woodstock Entertainment

Best Bets: ‘Greatest Show on Earth’ returns, and Grayslake cellist Drew Wiegman joins LeAnn Rimes in concert

By Scott C. Morgan, Daily Herald Correspondent
Nov 03, 2026 5:58 pm - Ringling Bros. and Barnum and Bailey Circus features the return of Bello Nock during the Allstate Arena shows, cellist Drew Wiegman joins LeAnn Rimes on her “30 Years of ‘Blue’ Tour” at the Genesee Theatre and “Thanks for the Memories: A USO Tribute” comes to Elgin Community College.
Halloween trick-or-treat times in the suburbs

Daily Herald report
Oct 21, 2026 3:17 pm - Halloween is on Saturday, Oct. 31, and over 100 towns in the suburbs have set trick-or-treating hours. Some towns also are hosting downtown trick-or-treating events.
Best Bets: Historical interpreter channels founding father Thomas Jefferson

By Barbara Vitello
Oct 13, 2026 8:21 pm - Scholar and historical interpreter Clay Jenkinson channels Thomas Jefferson, Toad the Wet Sprocket goes acoustic at the North Shore Center, Dance Theatre of Harlem returns to Chicago, and more than 50 female stand-ups perform during the Funny is Female Comedy Festival.
Over 50 local artists featured at Art of the Land fundraiser Oct. 23-24

Submitted by The Land Conservancy of McHenry County
Oct 08, 2026 6:44 pm - The Land Conservancy of McHenry County will host its 18th annual Art of the Land fundraiser October 23-24 at Harvard's historic Starline Factory, featuring artwork from 50+ local artists, live music, pottery demonstrations, and appetizers
Eat and drink pink to support breast cancer awareness at these suburban restaurants

By Rick West
Oct 06, 2026 10:35 am - October is Breast Cancer Awareness Month and restaurants around the suburbs are offering specials to raise money for research, education, awareness and support for those battling breast cancer.
How NBA great Shaq helped suburban police leaders celebrate FBI graduation

By Charles Keeshan and Susan Sarkauskas
Oct 01, 2026 4:56 pm - A pair of Northwest suburban law enforcement leaders got to meet NBA legend Shaquille O’Neal last month when he took part in ceremonies marking their graduation from the FBI National Academy.
Best Bets: Night of 1,000 Jack-o’-Lanterns and Bad Momz of Comedy

By Barbara Vitello
Sep 29, 2026 9:36 pm - Best bets for fall: Night of 1,000 Jack-o’-Lanterns returns to the Chicago Botanic Garden in Glencoe, Bad Momz of Comedy laugh it up in Wheaton, Red Clay Dance brings “Freedom Square” to Evanston, and spooky silent films come to the Pickwick in Park Ridge.
Renowned storyteller heading to Woodstock Opera House Sept. 20

Submitted by Cynthia Wolf
Aug 27, 2026 4:06 pm - On Sept. 20, veteran storyteller Susan O'Halloran, 76, will perform personal narratives about race and social justice at Woodstock Opera House, sharing eye-opening stories from her youth in 1960s Chicago including “The Garbage Story” about systemic inequality in city services.
Historic red, white and blue locomotive to debut during Diesel Days at Illinois Railway Museum

Submitted by Illinois Railway Museum
Aug 07, 2026 9:44 am - Illinois Railway Museum volunteers have repainted the museum's oldest diesel locomotive, Ingersoll-Rand 91, in the red, white, and blue color scheme it wore for the 1976 bicentennial; it will debut during the museum’s Diesel Days event, Aug. 7-9.
McHenry County Fair introduces its first Round Bale Rumble

By Chris Gerke
Aug 03, 2026 12:41 pm - The McHenry County Fair (Aug 4-9) introduces its first Round Bale Rumble competition, where teams race to push massive hay bales. The weeklong fair features rodeo, quad racing, demolition derby, live music, food-eating contests, look-alike competitions, and various free family activities at the Woodstock fairgrounds.

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