Don’t Miss These Ten October 2025 Events on Hilton Head!
- Admin
- Sep 30
- 2 min read
Updated: Oct 1
Plan out your fun for the month with the Hilton Head October Events & Activities Guide. For even more Hilton Head Island happenings, check out This Week On Hilton Head's full Events Calendar. And stay tuned for our Halloween on Hilton Head Guide coming soon!
LOWCOUNTRY FISH & GRITS MUSIC FESTIVAL
Featuring great music and great food, The Lowcountry Fish & Grits Music Festival celebrates the rich Gullah Geechee culture.
HILTON HEAD ISLAND OCTOBERFEST
This year’s event will feature Samuel Adams beer trailers, a variety of craft breweries, a stein hoist competition, costume contests with prizes, and live music by White Liquor!
HILTON HEAD ISLAND KIWANIS CHILI COOK OFF & JEEP ISLAND
The annual Hilton Head Island Kiwanis Chili Cook Off & Jeep Island enters its 40th year at the beautiful Lowcountry Celebration Park on the island's south end.
CRESCENDO
SONGWRITER SERIES
These free concerts showcase local musicians with a deep catalog of original work. Bring your blanket, chairs and a picnic and enjoy an evening of live music at Celebration Park.
SYMPHONY
UNDER THE STARS
Join us for Cabaret Café, an unforgettable evening inspired by the bold spirit and sultry charm of 1930s cabarets in Berlin, Paris, Harlem, and Buenos Aires.
ITALIAN HERITAGE FEST
The Italian Heritage Festival is a robust celebration of Italian culture with food and live entertainment. The crowd-pleasing grape stomping contest will return as will the popular pizza eating contest! The Festival will offer a full slate of activities for locals, visitors, and kids.
MITCHELVILLE FILM FESTIVAL
This year’s theme, “The Labor of Culture Keeping,” honors the intergenerational work of artists, chefs, farmers, and historians who sustain African American traditions with creativity, resilience, and purpose.
ROCK N' RIB FESTIVAL
This year features a ONE NIGHT ONLY event with music by Algorhythm, Cranford Hollow, and a late-night set by Nick Poulin. Plus, an all-you-can-eat BBQ from local and regional superstar pitmasters.
MAC & CHEESE FESTIVAL
This cheesy celebration will feature local restaurants serving up creative mac & cheese dishes. Plus craft beer, live music, a jumbotron with college football games and more!
GRAND MOTORING
FILM FESTIVAL
The Grand Motoring Film Festival kicks off the Hilton Head Island Concours d’Elegance weekend with a blend of red-carpet flair and high-octane thrills at the Arts Center of Coastal Carolina.