Category: Entertainment

Multi-GRAMMY Award-winning, diamond-selling band Train hits The Colosseum stage on Saturday, June 24 at 8pm.

Amazing performances are coming to Caesars Windsor – check out this week’s Entertainment Calendar.

Dynamic country artist Brett Kissel hits The Colosseum at Caesars Windsor with special guest Steven Lee Olsen on Friday, June 16 at 8pm.

Continuing a celebration of 15 years of headline entertainment, it is time to start your engines as Caesars Windsor proudly welcomes RuPaul’s Drag Race Werq The World Tour 2023 to The Colosseum stage on Sunday, August 6 at 8pm.

Below you will find the Entertainment Schedule for the week of March 6th – March 12th for Cosmos and The Colosseum. 

In celebration of 15 years of headline entertainment, Caesars Windsor is excited to announce Emmy and Grammy-nominated Kevin Hart returning to The Colosseum stage on Sunday, May 21 at 8pm with his widely popular Reality Check tour. 

Due to overwhelming demand, Caesars Windsor is pleased to open the Walk off the Earth show, with special guest Harm & Ease, to ALL AGES, on Friday, May 12 at 8pm.

Multi-platinum Canadian indie pop band Walk off the Earth returns to The Colosseum stage with special guest Harm & Ease on Friday, May 12 at 8pm.

Comedy trailblazer and actor Dane Cook makes his first visit to The Colosseum stage for an evening of laughs on The Perfectly Shattered Tour happening Thursday, April 27 at 8pm.

Legendary America’s Got Talent winner Terry Fator and his cast of famous puppets are coming to Caesars Windsor with Terry Fator: On the Road Again on Friday, April 14 at 8pm.

Multiple JUNO and CCMA award-winning entertainer Dallas Smith hits The Colosseum stage with CCMA award winner Andrew Hyatt and a special appearance from Kelly Prescott on Friday, April 28 at 8pm.

Due to severe weather conditions, Caesars Windsor, St. Clair College, and The S’Aints have announced that The S’Aints Sleighing Hunger show scheduled for Friday, December 23 has been postponed.

Third Eye Blind has announced an expanded run of their 25 Years in the Blind tour in support of their latest albums, Our Bande Apart and Unplugged.

Caesars Windsor will play host to The Price is Right Live™ stage show in The Colosseum on Friday, March 17 at 8pm and Saturday, March 18 at 2pm and 8pm.

Experience the legendary Toto when they play The Colosseum at Caesars Windsor on Saturday, March 11 at 8pm.

Employees are invited to save BIG on a great lineup of Holiday Shows hitting The Colosseum! Right now, save 15% on Marie Osmond, The Illusionists, and Barenaked Ladies tickets!

Alt-rock sensation Our Lady Peace take the stage at The Colosseum at Caesars Windsor on Sunday, February 19 at 8pm.

Rock & Roll Hall of Fame inductee Chicago brings an epic rock performance to The Colosseum stage on Friday, April 7 at 9pm.

Caesars Windsor is excited to welcome the hilarious Jim Jefferies to The Colosseum stage on his hilarious Give ‘Em What They Want Tour on Saturday, February 25 at 9pm.