Hilton Head Island Events – October/November 2023

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Holiday Farms "The Great Pumpkin Patch" - October 2023

16th Annual The Great Pumpkin Patch will be open for the 2023 season Sept. 30th-Oct. 31st! Activities include; duck races, Haytona Speedway, Corn Grinding, Steer Roping, Cow Milking, Corn Maze, Barrel Car Rides, Jump Pad, and more.

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Habersham Harvest Festival - October 13-15

What’s better than a one-day festival? A three-day festival! The Habersham Harvest Festival has expanded to cover an entire weekend of excitement. It all kicks off on Friday, October 13th, at 4:00 p.m. with a carnival featuring thrilling rides, live music, and delicious food. This Friday night carnival is the perfect way to start your weekend on a high note, and for just $25, you can enjoy an all-you-can-ride bracelet—exclusively available on Friday. The festivities continue into Saturday and Sunday, October 14th and 15th, from 10:00 a.m. to 6:00 p.m. each day. 

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HHI Octoberfest - October 14

We are thrilled to announce the First Annual Hilton Head Island Octoberfest at Shelter Cove Harbour & Marina, sponsored by Sam Adams and Rollers Wine & Spirits. This event will feature beer trailers, Authentic German cuisine, live music by White Liquor, Cameron Tate and more! For details and to purchase tickets, please click HERE. 

19th Annual

19th Annual Bluffton Arts & Seafood Festival - October 14-22

The award-winning Annual Historic Bluffton Arts and Seafood Festival is held annually in the charming and eclectic historic district, well known for its quirky art community, amazing restaurants, and natural river beauty. The Seafood Festival is a weeklong event offering a myriad of activities, showcasing the locally harvested seafood, delicious Lowcountry cuisine, rich history, culture and art of the area and Southern hospitality found only in Bluffton.

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Rock N Ribs Festival - October 19-22

Join us on October 19-22, 2023 for four days of world-class BBQ and Rock ‘N Roll in Coligny on Hilton Head Island to benefit Second Helpings and the Carl Ruiz Foundation. 2023 will include multiple events, both ticketed and free, over four days for connoisseurs, as well as, casual fans of both food and music.

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13th Annual Italian Heritage Festival - October 21

The Festival will offer a full slate of activities for locals, visitors, and kids. A number of booths will be dedicated to traditional Italian foods, such as cheeses, bread, pasta, fish, meatballs, sausage, calzones, and delicious sweets – many sponsored by local restaurants. Silent auction featuring an extensive selection of gift certificates to golf foursomes at our world-famous courses, area restaurants, boat cruises, spa visits, and of course, gift baskets. The Hilton Head Italian Heritage Festival will be held Saturday, October 21, 11 am – 4 pm, at The Coastal Discovery Museum at Honey Horn – rain or shine.

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Historic Mitchelville Film Festival - October 25-26

Historic Mitchelville Freedom Park is proud to present the highly anticipated 2023 Historic Mitchelville Film Festival, in honor of their 161st Anniversary, a two-day cinematic event “Celebrating Black Creativity, Resilience, and Resistance through Cinema.” This landmark event will take place on October 25th and 26th from 5:00-8:00pm at Coligny Theatre on Hilton Head Island.

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Sips & Seafood Party - October 27

Together, on one night we can create impactful change in our community. Join for the 7th Annual Sips & Seafood Party, presented by Hewitt Oaks – a night of excitement, compassion, Lowcountry dining, savory cocktails, must-see entertainment and a live auction – all to support our Lowcountry neighbors’ path from surviving to thriving. The Sips & Seafood event is the only annual Bluffton Self Help fundraiser to raise the necessary funds to help neighbors thrive at home, at work and in the community. 

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Rhythm & Brews - October 28

The Hilton Head Island Wine & Food Festival is proud to present: Rhythm & Brews! Enjoy a lively afternoon with incredible live music and flowing tastings! Enjoy some sippin’ and swayin’ at Rhythm & Brews with live music & unlimited tasting from 40+ breweries at Lowcountry Celebration Park! We are a proud partner of ALES for ALS. Please note all attendees must be 21+, no exceptions. No children or pets.

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HHI Concours d'Elegance & Motoring Festival - November 3-5

The natural beauty and relaxed Lowcountry vibe of this pristine barrier island provide a perfect frame for the Hilton Head Island Concours d’Elegance & Motoring Festival. Expanding from humble beginnings at the Coastal Discovery Museum at Honey Horn to the magnificent backdrop of the Port Royal Golf Club, remaining dedicated to retaining the unique composition of the event.  Each day of the event features a different collection, a different automotive art form, and each collection represents a moment in time that will never be repeated. 

Click here for more information.