Instead of the steamy summer heat, the days and nights in Hilton Head are cool every November. Don’t mistake “low season” for “low fun,” however. The island is packed with events! Here are 15 you’ll definitely want to put on your 2025 calendar.
Concours d’Elegance & Motoring Festival
Address: 1 Cardinal Court, Hilton Head Island, SC 29926
Phone: (843) 785-7469
The Hilton Head Island Concours d’Elegance & Motoring Festival runs from October 29th through November 2nd, 2025. If you’re arriving early for Thanksgiving, you might catch its tail end! Celebrate all things motoring, from classic beauties to cutting-edge innovations.
Hilton Head Half & Quarter Marathon & 5K
Address: 87 North Sea Pines Drive, Hilton Head Island, SC 29928
Phone: (843) 842-1888
On November 2nd, 2025, the island welcomes runners of all levels in the Half & Quarter Marathon & 5K. Aim for the full 13.1 miles, test yourself with 6.55 miles, or just enjoy the 3.1 miles! After the finish line, the rave continues at the Sea Pines Beach Club with snacks and a well-deserved cold beer.
Hilton Head Oyster Festival
Address: 39 Shelter Cove Lane, Hilton Head Island, SC 29928 / 94 Pope Ave, Hilton Head Island, SC 29928
Phone: (843) 681-7273
Nothing says “Lowcountry” like oysters, and the Hilton Head Oyster Festival delivers the ultimate feast on November 7th and 8th, 2025. This tradition has been going strong for over 30 years, featuring fresh local oyster clusters and shrimp.
All proceeds benefit the Carmines Family Recreation Scholarship Fund at the Hilton Head Island Recreation Center!
Marcus Roberts Plays Rhapsody in Blue
Address: 540 William Hilton Parkway, Hilton Head Island, SC 29928
Phone: (843) 842-2055
Music lovers, this one’s for you. On November 9th at 4:00 PM and November 10th at 7:30 PM, the stage lights up with jazz genius Marcus Roberts. Joined by the Marcus Roberts Trio and conductor John Morris Russell, Roberts promises a memorable time at the First Presbyterian Church.
The Bonfire
Address: 175 Greenwood Drive, Hilton Head Island, SC 29928
Phone: (843) 671-1343
On November 14th, 2025, the Sea Pines Forest Preserve Foundation will host its 14th Annual Bonfire Fundraiser. Cocktails, Lowcountry-inspired dinner, live music, and a cozy fire? Yes, please! All proceeds go toward preserving the beauty of the Sea Pines Forest Preserve.
Orin Swift Cellars Wine Dinner
Address: 11 Lighthouse Lane, Hilton Head Island, SC 29928
Phone: (843) 785-3333 (The Sea Pines Resort)
Wine lovers, prepare for a night of bold flavors. On November 14th, 2025, the Heritage Room at Harbour Town Clubhouse will host the Orin Swift Cellars Wine Dinner. Executive Chef Sean Carroll and Pastry Chef Iain Jones are pulling out all the stops with a multicourse meal with Orin Swift’s unforgettable wines.
Pre-Turkey Day Sea Pines Dolphin Dash 5K
Address: 87 North Sea Pines Drive, Hilton Head Island, SC 29928
Phone: (843) 785-3333 (The Sea Pines Resort)
Before the turkey and stuffing, hit the beach! The Pre-Turkey Day Sea Pines Dolphin Dash 5K takes place on November 26th, 2025, along the Sea Pines Beach Club. It’s an easygoing run, giving you a chance to revel in the ocean air before the holiday rush.
Turkey Trot 5K
Address: 405 Squire Pope Road, Hilton Head Island, SC 29926
Phone: (843) 681-7273
Thanksgiving morning calls for tradition, and on November 27th, 2025, that is the Turkey Trot 5K. Hosted by the Island Rec Center, this run’s course winds through Hilton Head Plantation and starts and ends at the Boathouse parking lot. Please wear your costumes!
Thanksgiving Scavenger Hunt
Address: 149 Lighthouse Road, Hilton Head Island, SC 29928
Phone: (843) 842-1979
What about a family-friendly way to kick off Thanksgiving? The Thanksgiving Scavenger Hunt on November 27th, 2025, at 9:00 AM is just the thing. Hop on your bikes, follow the clues, and discover hidden spots around Harbour Town! It’s part riddle-solving, part sightseeing, and 100% amusement.
22nd Annual Fishing Tournament
Address: 35 Lake Joe Trail, Hilton Head Island, SC 29928
Phone: (843) 842-1979
For those who’d rather cast a line than run a mile, the 22nd Annual Fishing Tournament is on November 28th, 2025, at Fish Island in the Sea Pines Forest Preserve. Try your luck catching bass, bream, or catfish, and maybe even win a prize in one of the categories!
Stan Smith Thanksgiving Exhibition and Happy Hour
Address: 5 Lighthouse Lane, Hilton Head Island, SC 29928
Phone: (843) 363-4495
Tennis fans, you’re in for a treat. On November 28th, 2025, tennis legend Stan Smith hosts the Thanksgiving Pro Exhibition at the Sea Pines Racquet Club. Watch top-level play and pick up a few tips! Admission is free; guests may bring a canned good for the Deep Well Project.
Harbour Town Lights
Address: 149 Lighthouse Road, Hilton Head Island, SC 29928
Phone: (843) 842-1979
The holidays officially arrive with the Harbour Town Lights, from November 28th through January 1st. Stroll along the harbour and soak up the festive glow of lighted seasonal figures, all anchored by a towering Christmas tree. Get into the holiday spirit!
Gregg Russell Thanksgiving Concert
Address: 147 Lighthouse Road, Hilton Head Island, SC 29928
Phone: (843) 842-1979
Another holiday favorite is the Gregg Russell Thanksgiving Concert on November 28th, 2025, from 7:30 to 9:00 PM under the Liberty Oak in Harbour Town. The evening also includes the official Harbour Town Christmas tree lighting, plus a chance for little ones to meet Santa from 5:30 to 7:00 PM!
Caramel Apple Festival
Address: Greenwood Drive, Hilton Head Island, SC 29928
Phone: (843) 842-1979
Sweet tooths, rejoice! On November 29th, 2025, from 1:00 to 3:00 PM, Heritage Farm transforms into the Caramel Apple Festival. Think caramel apples, games, bounce houses, and all the fall fun you could ask for. Let the kids burn off some energy while you savor a nostalgic seasonal treat.
Holiday Pops
Address: 540 William Hilton Parkway, Hilton Head Island, SC 29928
Phone: (843) 842-2055
Round out with Holiday Pops, performed by the Hilton Head Symphony Orchestra on November 30th, 2025, at 4:00 PM. With John Morris Russell conducting, the HHSO Chorus, and special performances by baritone Michael Preacely and violinist Brooklynn Thatcher (the 2025 Youth Concerto Competition winner), it’s a concert filled with magic!
Low Season, High-Quality Vacay
See what we mean? November in Hilton Head is a month of can’t-miss events! Of course, you need the perfect place to stay, and Beachside Hilton Head’s vacation rentals are ready to send you off to your experiences. Book your stay now and make November 2025 one to remember.
