Holiday Open House - November 15th
Kick off the holiday season at The Greenery’s annual Holiday Open House on Saturday, November 15th, 2025, from 10 AM–4 PM at the Garden Center Gift & Home Shop on Hilton Head.
Each year, Lisa Kiggans and her team transform the shop into a stunning Winter Wonderland, filled with décor inspiration and festive displays. Stop by to enjoy:
- Complimentary drinks and treats
- A free gift with any purchase
- A holiday prize drawing valued at $150
- Plenty of creative décor ideas
This free event is the perfect way to get into the holiday spirit.
Hilton Head Island Lantern Parade- November 22nd
With an array of spectacular illuminated creations floating through the air, Hilton Head Island’s night sky and Coligny Beach coastline will glow on Saturday, Nov. 22, during the Town’s annual Lantern Parade.
Turkey Trot- November 27th
Start your Thanksgiving morning with energy and excitement at the Island Rec Center’s annual Turkey Trot 5K! This festive run welcomes families, friends, and runners of all levels—costumes encouraged. Come dressed in your best turkey gear and enjoy a scenic route that starts in the Boathouse parking lot, winds through Hilton Head Plantation, and loops back to the finish.
It’s the perfect way to get moving, make memories, and earn that extra slice of pie later in the day.
Harbour Town Christmas Lights- November 28th
Kick off the festive season with a magical stroll through Harbour Town, where sparkling lights and whimsical illuminated figures line the harbour. The star of the show, a towering Christmas tree, creates the perfect backdrop for family fun and holiday cheer.
Harbour Town will be buzzing with activities and live entertainment throughout the season. Don’t miss the official tree lighting, happening just before the Gregg Russell concert at 7:30pm on Friday, November 28.
While you’re soaking in the holiday spirit, consider giving back. The Deep Well Project will be collecting canned goods and new, unwrapped toys at the Liberty Oak stage to help brighten the season for local families.
22nd Annual Fishing Tournament - November 28th
Spend a fall morning outdoors at the Sea Pines Forest Preserve during the Fish Island Fishing Tournament on November 28, 2025, from 10:00–11:30 AM. This friendly competition invites anglers of all ages to fish for bass, bream, and catfish, right in the heart of beautiful Sea Pines.
Caramel Apple Festival- November 29th
Looking for the perfect way to celebrate the fall season with your family? Head over to Heritage Farm in Sea Pines for an afternoon filled with festive activities, sweet treats, and memories your kids will talk about all season long.
This charming event captures everything we love about autumn. Families can enjoy classic fall fun—from irresistible caramel apples to a variety of seasonal games designed for all ages.
Winter Wonderland - December 6th
Mark your calendars for a festive afternoon at Winter Wonderland on Saturday, December 6, 2025, from 3:00–6:00 PM at Shelter Cove Park on Hilton Head Island.
Hosted by the Island Recreation Center in partnership with Disney’s Hilton Head Island Resort, this annual celebration brings the magic of the holidays to life. Families can enjoy seasonal activities, cheerful entertainment, and a special visit from Santa himself!
Polar Pines Express Holiday Wagon- December 10th
Hop aboard a festive holiday wagon for a magical journey at Heritage Farm on December 10, 2025, from 10:00–11:00 AM. Hosted by The Sea Pines Resort, this charming experience brings the spirit of The Polar Express to life for children and families.
Enjoy a cheerful ride filled with holiday music as you make your way to Sea Pines’ very own “North Pole.” Once there, kids can take part in seasonal crafts and activities, sip hot chocolate, and enjoy sweet treats. The adventure also includes a reading of the beloved story The Polar Express.
This event is recommended for children, and reservations are required. Tickets are $18 per child and $20 per adult.
