
Kym Whitley
City Winery Boston presents Kym Whitley live on Saturday, April 25th at 7pm.
Kym Whitley is a multi-talented entertainer, rich with humor and heart. She is a Daytime Emmy-Nominated actress for her menacing role as Big Candi on “The Bay.” In addition, Kym is a three-time NAACP Image Award-winner for her “Two Funny Mamas” podcast, alongside her partner in crime, Sherri Shepherd. As an actress, author, comedian, and multi-award-winning podcaster, namely the 2023 Signal Award winner for her Audible podcast, “Kym,” Whitley has proven her versatility and ability to captivate audiences across multiple mediums. Whitley is an HBCU Fisk graduate, where she pledged, Alpha Beta Chapter, Delta Sigma Theta Sorority, Incorporated. Kym also holds an Honorary degree from Virginia University of Lynchburg. Kym Whitley serves as a board member for the Special Needs Network, in Los Angeles, CA, which focuses on Autism and other Developmental and Intellectual Challenges.
Over the past two years, she’s appeared in several high-profile film projects including You People (2023) as Aunt Nadine, Outlaw Johnny Black (2023) as Sister Betty, and Killing Mary Sue (2025), where she plays Anita Koch. She also stars as a part of the AA group alongside Adam Sandler in Netflix’s sequel Happy Gilmore 2 (2025), portraying the character, Bessie. In addition, Whitley is a producer of the animated short Walk in the Light, a powerful true story about a blind man who helped rescue people during the Oklahoma City bombing. On the hosting front, Whitley brought her charm and humor to BET+ as co-host of the reality series I Love Us alongside Kountry Wayne, celebrating Black culture and comedy. With her dynamic range and enduring appeal, Kym Whitley continues to be a beloved figure in film, television, and live entertainment.
Her comedic imprint has been seen on TV series such as “Curb Your Enthusiasm,” “Raising Whitley” (OWN),“Act Your Age” (Netflix), and countless others. There is never a dull moment with Kym!
Dine At Your Show(opens in a new tab)
(opens in a new tab)🍽️ We provide food and beverage service directly to your table in the venue. Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show. When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show. View Our Concert Dining Menu.(opens in a new tab)
Wine At Your Table(opens in a new tab)
Reserve your preferred wine by filling out this form(opens in a new tab) and have a bottle waiting at your table when you arrive at your show. No more waiting for your first drink! We will save your wine preference and have a bottle at your table for all future shows. When you want to change your wine, come back to this form and update your preference.
2 Item Per Person Minimum
🎶 Kindly note there is a 2 item per person food & beverage minimum in the concert venue. Food and beverages ordered in the restaurant also count towards the minimum.
Become a Vinofile Member(opens in a new tab)
🍷 Members get 48 hour early access to new shows, pay no ticket fees, and earn points to exchange for complimentary tickets. Vinofile Plus members also receive many wine benefits. Add a membership to your cart during checkout to start saving now. Already a member? Make sure you are signed in to access your benefits. Become a Vinofile Member and enjoy the benefits today.(opens in a new tab)


