Habersham Fall Festival- October 9th-11th
Celebrate fall at the 16th Annual Habersham Harvest Festival Vintage Street Fair, October 9–11, 2026, in the charming village of Habersham near Beaufort. Enjoy a weekend of local artisan vendors, delicious food, live music, and family-friendly fun surrounded by beautiful Southern architecture.
The festivities begin Friday at 2 PM with carnival rides, live entertainment, and a special $25 unlimited-ride bracelet. The street fair continues Saturday and Sunday from 10 AM to 6 PM, offering plenty of opportunities to shop, explore, and enjoy the fall atmosphere.
It's a wonderful way to spend an autumn weekend in the Lowcountry!
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Historic Bluffton Arts and Seafood Festival - October 17th-18th
Celebrate the best of the Lowcountry at the Historic Bluffton Arts & Seafood Festival Street Fest, taking place October 17–18, 2026, in downtown Bluffton. This popular annual event features more than 100 juried artists from across ten states, showcasing and selling their unique works of art.
Alongside the incredible art, visitors can enjoy delicious local seafood and Lowcountry cuisine, live music, and entertainment throughout the festival. It's the perfect opportunity to explore historic Bluffton, support local artists, and enjoy a weekend filled with art, food, and community spirit.
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Pumpkin Patch at Shelter Cove- October 23rd
Get into the Halloween spirit at the Pumpkin Patch at Shelter Cove Community Park on Friday, October 23, from 4–7 PM. This free, family-friendly event features pumpkins, games, and bounce houses for the kids to enjoy.
Little ones are encouraged to dress up for the Halloween Costume Contest at 5:45 PM. Train rides, concessions, and the rock wall will also be available for an additional cost.
Location: Shelter Cove Community Park, Hilton Head Island
It's a fun way to enjoy a fall evening with the family!
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Mac and Cheese Festival - October 24th
Get ready for a cheesy good time on Saturday, October 24, from 5–8 PM at Lincoln & South Brewery! Enjoy mac and cheese tastings from up to 20 local vendors, live music from Key Theory, cold brews, and college football on the jumbotron.
Tickets are $15, with free admission for children under 10. Tastings are $10 for five samples. This delicious evening also benefits the Island Rec Center and Sertoma.
Location: Lincoln & South Brewery
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Hilton Head Island Concours d'Elegance & Motoring Festival - October 29th thru November 1st
Experience a weekend of automotive elegance at the Hilton Head Island Concours d’Elegance & Motoring Festival, October 29–November 1, 2026. This premier event features exceptional classic cars, a car club showcase, a scenic Lowcountry driving tour, and live music, all set against the beautiful backdrop of Hilton Head Island.
From timeless collector cars to unique luxury experiences, there's something for every automotive enthusiast to enjoy.
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2026 Hilton Head Island Oyster Festival - November 6th-7th
Enjoy a Lowcountry favorite at the Oyster Festival at Shelter Cove Community Park! This beloved Island tradition features all-you-can-eat steamed local oysters, Lowcountry boil, shrimp and grits, pulled pork, and chili, alongside live music from Corn Bred.
The Friday night event runs from 5–8 PM, with tickets priced at $60 and VIP tables for 10 available for $750. Come hungry and enjoy an evening of great food, live music, and Lowcountry hospitality!
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Black and Gold Holiday Charity Gala for Herring Future of Hope - November 21st
Enjoy an elegant evening for a meaningful cause at the Black & Gold Holiday Charity Gala, hosted by Herring Future of Hope, Inc., on November 21, 2026, from 5:30–10 PM in Bluffton. Guests can look forward to dinner, entertainment, a silent auction, and opportunities to support children and families throughout the Lowcountry.
Proceeds will benefit programs providing essential resources, educational support, holiday assistance, and family services. Formal black and gold attire is encouraged, and guests must be 21 or older. General admission tickets are $120, with VIP tickets available for $155.
Location: 30 Red Barn Drive, Bluffton
