October brings a full slate of music, comedy, theater, art and Halloween fun to St. Louis. From Chance the Rapper’s “Coloring Book” anniversary tour to the St. Louis American Foundation’s 39th annual Salute to Excellence in Education Gala, this week’s STL Sites and Sounds has plenty of reasons to fill your calendar. Explore the listings below and plan your next outing.
STL Sites and Sounds
HALLOWEEN HAPPENINGS
Oct. 9-Oct. 30 (select nights) 5 p.m., Boo at the Zoo presented by SSM Health Cardinal Glennon Hospital, The Saint Louis Zoo. For more information, visit stlzoo.org.
Sat., Oct. 31, 12 noon, Annie Malone’s Safe Halloween Trunk-or-Treat, Annie Malone Children and Family Services, 5355 Page Blvd. For more information, visit www.anniemalone.com.
Sat., Oct. 31 4 p.m. & 7:30 p.m., Thriller Live! A Halloween Exclusive Michael Jackson Tribute Featuring Santana Jackson, The Blue Strawberry, 364 N. Boyle. For more information, visit www.bluestrawberrystl.com.
CONCERTS
Sat., Oct. 3, 7:30 p.m., Bryson Tiller presents The NeoSoul Trap Tour, Hollywood Casino Amphitheater. For more information, visit www.livenation.com.
Sun., Oct. 4, 8 p.m. (7 p.m. doors), Swayze The Nostalgia Tour, The Pageant, 6161 Delmar. For more information, visit thepageant.com.
Wed., Oct. 7, 8 p.m. (7 p.m. doors), Chance The Rapper Coloring Book 10th Anniversary Tour, The Pageant, 6161 Delmar. For more information, visit thepageant.com.
Sat., Oct. 9, 6 p.m. & 9:30 p.m., City Winery welcomes Tamar Braxton, City Winery St. Louis, 3730 Foundry Way. For more information, visit citywinery.com
Fri., Oct. 16, City Winery welcomes Rakim, City Winery St. Louis, 3730 Foundry Way. For more information, visit citywinery.com
Sat., Oct. 9, 6 p.m. & 9:30 p.m., City Winery welcomes MC Lyte, City Winery St. Louis, 3730 Foundry Way. For more information, visit citywinery.com
Thurs., Oct. 29, 7:30 p.m., Thundercat: Distracted AF Tour, The Factory at The District, 17105 N. Outer 40 Road, Chesterfield, MO 63005. For more information, visit thefactorystl.com.
SPECIAL EVENTS
Fri., Oct. 2-Sat., Oct. 3, We Survived Conference – Hope Strength Renewal hosted by Alisha Vaughn, Maryland Heights Community Center, 2300 McKelvey Rd. For more information, visit Eventbrite.com.
Thurs., Oct. 15, 7 p.m., The St. Louis County Library Foundation presents D.L. Hughley, The Pageant. 6161 Delmar. For more information, visit www.thepageant.com.
Sat., October 17, 6 p.m. (5 p.m. reception), St. Louis American Foundation’s 39th Annual Salute to Excellence in Education Scholarship and Awards Gala, St. Louis Union Station Hotel. For more information, call 314.533.8000 or visit www.stlamerican.com.
Thurs., Oct. 22, 8 p.m., The Rogue Route Tour with Sarah Jakes Roberts, Stifel Theatre. For more information, visit www.stifeltheatre.com.
COMEDY
Sun., Oct. 11. 7:30 p.m., Grief Sucks: A One-Man Show by KevOnStage, The Pageant, 6161 Delmar. For more information, visit www.thepageant.com.
Fri., Oct. 16 – Sun., Oct. 18, Helium Comedy Club welcomes Tony Rock, Helium. For more information, visit st-louis.heliumcomedy.com.
Oct. 30 – Oct. 31, Josh Johnson’s Comedy Band Camp, The Factory at The District, 17105 N. Outer 40 Road, Chesterfield, MO 63005. For more information, visit thefactorystl.com.
ST. LOUIS MUSIC SPOTLIGHT
Thurs., Oct. 1, 6 p.m., Twilight Thursdays presents The Music of The O’Jays, Missouri History Museum. For more information, visit www.mohistory.org.
Sun., Oct. 25, 3 p.m., The Erykah Badu Experience featuring Crystal Lynn and The Black & White Band, The Blue Strawberry, 364 N. Boyle. For more information, visit www.bluestrawberrystl.com.
Tues., Oct. 27, 6:30 p.m., Love is a Song – The music of Roberta Flack starring Margery Handy, The Blue Strawberry, 364 N. Boyle. For more information, visit www.bluestrawberrystl.com.
THEATRE
Through Oct. 11, St. Louis Shakespeare presents Romeo and Zooliet, Shakespeare Glen in Forest Park (across from Saint Louis Art Museum). For more information, visit stlshakes.org.
Oct. 15 – Oct. 18, Soul Siren Playhouse presents The Niceties, The Grandel Theatre, 3610 Grandel Square. For more information, visit www.playsiren.com
Through October 18, Stages Saint Louis presents Come Away with Me, Performing Arts Center, 210 E. Monroe Ave. Kirkwood, MO 63122. For more information, visit stagesstlouis.org.
Oct. 23 – Oct. 24, Opera Theatre of Saint Louis presents Joshua’s Boots by Adolphus Hailstork and Susan Kander. COCA’s Catherine B. Berges Theatre. For more information, visit opera-stl.org.
ART
Fri., Oct. 2, 5 p.m., The Contemporary Art Museum St. Louis (CAM) presents First Friday: Celebrating Vaughn Terrell Davis Jr., Contemporary Art Museum St. Louis, 3750 Washington Boulevard, 63108. For more information, visit camstl.org.
Through November 8, A Hum Beneath the Surface by Lillian Stephen, on display through November 8. The Kranzberg Gallery, 501 N. Grand Blvd. For more information, visit kranzbergartsfoundation.org
Through February 7, 2027, Ayana Evans: Nobody’s Gonna Love You the Way I Do, Contemporary Art Museum St. Louis, 3750 Washington Boulevard
St. Louis, MO 63108. For more information, visit camstl.org.
Through Dec. 12, Counterpublic 2026: Coyote Time, various locations. For more information, visit counterpublic.org.