Whether you’re a snowbird or looking to break from the cold weather, Hilton Head Island has many events to help you bring in the holiday cheer! The Lowcountry is great at spreading the holiday spirit between the holiday lights and celebrations.

Historic Holidays on Hilton Head Island

When: November 25th, 2023 | Where:  USCB Hilton Head Campus

Experience a festive celebration of Sea Island traditions at the USCB Hilton Head Campus on November 25, 2023, from 1 pm to 4 pm. Enjoy a Holiday Tea Service with delectable treats, meet authors for book signings, and explore unique creations by local artists. The entrance fee is $10, supporting The Heritage Library, while a Tea Service Package is available for $30. Children under 12 are free with an adult ticket. Join in to support local talent, find distinctive gifts, learn about Hilton Head Island’s history, and embrace the holiday spirit. Note that some vendors may prefer cash or check payments.

Learn more

Harbour Town Lights

When: November 24th, 2023 – January 1st, 2024| Where: Harbour Town

Take a leisurely walk along the harbor, reveling in the glow of seasonal figures, with the magnificent Christmas tree as the centerpiece. Harbour Town is the ultimate destination for a festive family experience, offering a lively atmosphere with various activities and live entertainment. The official tree lighting is scheduled right before the Gregg Russell concert at 7:30 pm on Friday, November 24. As you immerse yourself in the holiday spirit, contribute to the Deep Well Project’s meaningful cause by donating canned goods or a new, unwrapped child’s toy at the Liberty Oak stage well.

Learn More

Bluffton Christmas Tree Lighting & Parade

When: December 1st – 2nd, 2023| Where: Martin Family Park

The 52nd annual Bluffton Christmas Parade, hosted by the Town of Bluffton, is set to take place on Saturday, December 2, at 10 a.m. as it winds through Bluffton’s Historic District. The festive celebrations continue with the Tree Lighting ceremony on Friday, December 1, starting at 5:30 p.m. at Martin Family Park. Following this, Santa’s Workshop at DuBois Park’s Pavilion and a screening of the movie “Elf” at 6:30 p.m. in Martin Family Park will add to the holiday cheer. Bring your blankets and chairs for a cozy experience. These events, including the Christmas tree lighting, Santa’s workshop, and parade, mark the official commencement of Bluffton’s holiday season.

Learn More

Winter Wonderland

When: December 8th, 2023 | Where: Shelter Cove Park

Join us at Shelter Cove Community Park for the Winter Wonderland Festival, a joyous celebration from 4 to 7 p.m. It’s the perfect, secure setting for families to kick off their holiday festivities! All are invited to enjoy carnival games, a children’s parade, a golden candy cane hunt, and so much more. Admission is free, and donations are appreciated. Treat yourself to concessions, trampoline bungee, and the rock wall, available for separate purchase. Come one, come all, and let’s make this holiday season magical!

Learn More

Polar Pines Express Holiday Wagon Ride

When: December 9th & 16th, 2023 | Where: Heritage Farms

Hop aboard our merry wagon brimming with holiday delight! Be part of our journey to our enchanting “North Pole,” where a world of crafts, activities, hot chocolate, and treats awaits. While on the ride, sing along to festive tunes and enjoy the timeless tale of “The Polar Express.” Hop on the wagon starting at 1 pm. If you want to enjoy this jolly ride, reservations are required.

Learn More

Holiday Fun in Harbour Town

When: December 27th-28th, 2023 | Where: Harbour Town

Gather at the Liberty Oak for an enchanting evening of classic holiday movies, marshmallow roasting, and delightful train rides. The movie and marshmallow roasting festivities commence at 6 pm, and admission is complimentary with the donation of a canned food item for the Deep Well Project. Experience the joy of train rides for $6 per passenger. Join us for a heartwarming celebration that combines the magic of movies, the warmth of roasting marshmallows, and the joy of a festive train ride.

Learn More

Polar Bear Swim

When: December 30th, 2023 | Where: Harbour Town Pool

Embrace your adventurous spirit and join fellow “polar bears” for a refreshing plunge into the Harbour Town Pool on a crisp winter day. Afterward, warm up with indulgent hot chocolate and delightful refreshments.

Learn More

New Year’s Eve Celebration

When: December 31st, 2023 | Where: Harbour Town

Celebrate the New Year with us at the festive ball drop from the summit of the Harbour Town Lighthouse! Indulge in food, entertainment, and live music scattered across Harbour Town. Join the countdown to the ball drop, marking the new year’s arrival with two spectacular moments: 7 p.m. and midnight.

Learn More

Book your Hilton Head Vacation Rental for the Holiday Season

It’s not too late to book one of our Hilton head vacation rentals for the holiday season! Browse our Hilton Head vacation rentals and find the perfect rental for you and your family, whether it’s just a short stay or looking to snowbird with us in the Lowcountry. Book your rental and enjoy all the festivities Hilton Head has to offer!

Browse our Hilton Head Vacation Rentals