Things To Do in Tampa This Weekend: October 31-November 2

The Tampa events this weekend offer a fall frenzy of activities, including the Hillsborough County Fair with classic rides and farm experiences, Craig Robinson with his hilarious comedy sets, and the spectacular "Water for Elephants — The Musical." Whatever you're looking for, whether it's carnival fun, laugh-out-loud entertainment, or Broadway magic, there's something for everyone this Halloween weekend.

The Hillsborough County Fair offers an energetic blend of agricultural heritage, thrilling rides, and family-friendly fun. Located at the fairgrounds in Dover, Florida, it features livestock contests, youth exhibits, musical acts, magic and circus shows, and great food and fun. You can also experience carnival midway rides, vendor booths, educational displays, agricultural exhibitions, and uniquely themed events that build community spirit and exemplify the classic county fair experience.

Craig Robinson began his career as a stand-up comedian, earning attention at the 1998 Montreal Just For Laughs Festival before becoming a national headliner. His comedic and musical talents shine through both solo performances and with his band, The Nasty Delicious. Best known as Daryl Philbin on "The Office," Robinson's film and TV credits include "Hot Tub Time Machine," "This Is the End," "Dolemite Is My Name," and his own sitcom, "Mr. Robinson."

"Water for Elephants" is a sweeping Broadway musical that tells the story of a young man who, after losing everything, leaps aboard a traveling circus and discovers a new life, love, and purpose. Framed through the reflections of his older self, the tale celebrates resilience, wonder, and second chances. Directed by Tony nominee Jessica Stone, with a book by Rick Elice and music by PigPen Theatre Co., this production brings Sara Gruen's novel to life in a dazzling, emotional spectacle.

Tampa's Halloween events 2025 offer chills, thrills, and unforgettable vibes. There's something for every mood as the city comes alive after dark. Be sure to check out these weekend activities in Tampa with your family and friends: