October in the Lowcountry is one of the most magical times of year. With cooler evenings, oyster roasts, fall festivals, and waterfront sunsets, it’s easy to see why so many people are falling in love with the Hilton Head, Bluffton, and Beaufort lifestyle. Whether you’re a local, planning a visit, or exploring Hilton Head real estate, Bluffton real estate, or Beaufort homes for sale, here’s your guide to the best events happening this October.
Hilton Head Island Events
Oktoberfest at Shelter Cove Harbour & Marina — October 4, 2025
Kick off the month with craft brews, live music, and fun competitions at this annual Oktoberfest celebration right on the water.
Fish and Grits Music Festival — Oct 4, 2025
Celebrating Gullah/Geechee food, music, spoken word, and arts, this festival highlights a deeply rooted cultural tradition in our region.
Music & Taste on the Harbour — Thursdays, October 2, 9, 16
A favorite Hilton Head tradition, enjoy live bands, dancing under the stars, and delicious local food along Shelter Cove Harbour.
Hilton Head Community Market — Saturdays (Oct 4, 11, 18, 25), 9:30 AM–12:30 PM
Stroll through Shelter Cove Community Park and browse fresh produce, artisan goods, and local fare.
Jeep Island — October 10–11, 2025
A unique two-day festival for Jeep enthusiasts featuring a car show, chili cook-off, live music, and family fun.
Crescendo Kickoff Party — Oct 14, 4:30 PM–7:00 PM
A celebration of the arts at Shelter Cove Community Park: expect live performances, exhibitions, and a showcase of local visual/cultural artists.
Pumpkin Patch & Costume Contest — Oct 17, 4:00 PM–7:00 PM
Family-friendly fun at Shelter Cove Community Park: pumpkins, bounce houses, games, and a costume contest (5:45 PM).
Hilton Head Island Concours d’Élégance & Motoring Festival — October 30–November 2, 2025
One of the island’s signature fall events, this luxury automotive festival showcases vintage cars, aircraft displays, and elegant gatherings.
Bluffton Events
Historic Bluffton Arts & Seafood Festival — October 11–19, 2025
This beloved nine-day festival is the heart of Bluffton in October. Enjoy fresh local seafood, an art show, music, boat tours, and street festivities throughout historic Old Town Bluffton. Learn more about Bluffton Arts & Seafood Festival here.
From local art galleries to the May River waterfront, Bluffton offers the perfect mix of small-town charm and vibrant lifestyle. For those considering Bluffton homes for sale, this event is a wonderful way to experience the community firsthand.
Beaufort Events
Annual Beaufort Shrimp Festival — October 3 - 4, 2025
This long-standing favorite celebrates Beaufort’s shrimping heritage with food vendors, live entertainment, and family-friendly activities along the beautiful waterfront.
Downtown Beaufort Trick-or-Treat at Waterfront Park — October 18, 2025
Families will love dressing up for Halloween fun at the waterfront with games, candy, and costumes.
Local Arts & Community Events
From quilt exhibits to women’s leadership luncheons, Beaufort blends its historic charm with a thriving arts and culture scene. It’s just one of the many reasons buyers are drawn to Beaufort real estate and waterfront homes.
Why October is the Perfect Time to Explore Lowcountry Real Estate
October’s festivals highlight exactly what makes life in the Lowcountry so special—community, culture, and connection to the water. Whether you’re drawn to the resort lifestyle of Hilton Head Island, the artistic soul of Bluffton, or the historic beauty of Beaufort, there’s a home waiting for you.
Explore Hilton Head homes for sale, Bluffton real estate, and Beaufort homes for sale today—and fall in love with the Lowcountry lifestyle year-round.
