As the warm summers fade into fall and you start to plan your autumn getaway, explore our favorite Hilton Head fall events full of excitement and entertainment for all to enjoy. From captivating festivals to cultural celebrations, the island becomes a hub of activity, inviting locals and visitors to embrace the beauty of autumn. Don’t miss out on these exciting fall events on Hilton Head Island!

Fish and Grits Music Festivals

When: October 7th, 2023 | Where: Lowcountry Celebration Park

The Fish and Grits Music Festival annually celebrates Hilton Head Island’s lively culture with music, food, and community engagement. It pays homage to the island’s Gullah heritage, rooted in African traditions and Lowcountry culture. The festival features live performances by local and regional musicians spanning blues, jazz, gospel, R&B, and soul. Attendees can enjoy music and various dishes, including the Southern favorite of fish and grits and traditional Gullah cuisine.

Italian Heritage Festival

When: October 21st, 2023 | Where: The Coastal Discovery Museum at Honey Horn

Experience Italian culture at the festival – a dynamic celebration of food and entertainment. Enjoy the return of popular contests like grape stomping, pizza eating, and new events. Whether you’re local, visiting, or with family, the festival offers something for everyone. Explore booths with authentic Italian fare, from cheeses to gelato. Bid at the silent auction for golf, dining, and more. Discover crafts and art. The festival brings Italy’s vibrancy to life with tastes and experiences for all.

Hilton Head Island Shrimp Festival

When: September 23rd, 2023 | Where: Harbour Town

This event occurs on the tranquil lawn by the Liberty Oak in Harbour Town at The Sea Pines Resort. Enjoy diverse delights for all ages. Relish shrimp dishes from 18 Hilton Head chefs (while supplies last), paired with craft beers from 12 breweries (while supplies last). Explore specialty vendors amid festive vibes and live music by Groove Town Assault. The “Kid Zone,” sponsored by The Boys & Girls Club of Hilton Head, Coca-Cola, Southern Crown Partners, and US Foods, offers family fun with a bounce house, face painting, and arts and crafts.

Harbour Town Fall Fest

When: September 24th, 2023 | Where: Harbour Town

Experience Harbour Town’s charm at the eagerly awaited Fall Fest, where enchanting surroundings and fantastic bargains combine. Enjoy diverse events, including a vibrant sidewalk sale by Harbour Town Shops with captivating deals. Groove to island rhythms with Deas-Guyz, a local favorite band. Embrace nautical adventures like watersports and scenic boat rides. Delight in waterfront dining for a culinary dimension. Kids’ activities promise entertainment and Carolina Dreamers Car Club adds vintage car nostalgia.

Historic Bluffton Arts and Seafood Festival

When: October 14-22nd, 2023| Where: Bluffton Historic District

The Bluffton Arts and Seafood Festival is an annual event celebrating Bluffton’s culture, art, and seafood. It features diverse art displays, including paintings, crafts, and mouthwatering seafood dishes from local vendors. Live music, workshops, and interactive activities enrich the experience, making it a wonderful community celebration of art, culture, and cuisine.

Hilton Head Island Concours d’Elegance & Motoring Festival

When: November 3-5th, 2023| Where: Port Royal Golf Club

The Hilton Head Island Concours d’Elegance & Motoring Festival is an annual event celebrating automotive history and craftsmanship. It features a prestigious car showcase, driving tours, seminars, and social gatherings, all set in the stunning backdrop of Hilton Head Island. The event highlights the elegance and artistry of vintage vehicles while bringing together enthusiasts, collectors, and spectators worldwide.

Caramel Apple Festival

When: November 25th, 2023 | Where: Sea Pines Heritage Farm

Gather your family and head to Heritage Farm for an enjoyable fall afternoon filled with various activities. Delight in caramel apples, engage in games, embrace your creative side with crafts, experience the thrill of a bounce house, and so much more!

Hilton Head Oyster Festival

When: November 10-11th, 2023| Where: Shelter Grove Community Park & Lowcountry Celebration Park

The Hilton Head Oyster Festival is an annual celebration of oysters and Lowcountry culture. Held on Hilton Head Island, the festival features a variety of oyster dishes, live music, entertainment, and family-friendly activities. It’s a culinary and cultural event that brings together locals and visitors to enjoy seafood, music, and community.

Book your Hilton Head Island Vacation Rental

Fall is a festival-filled time for Hilton Head Island! Book your Hilton Head Vacation rental for your next Fall adventure! We have vacation rentals for everyone.

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