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26 Sep 2017
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Vacation RentalsActivities & Events

If you're coming to visit Kiawah Island or Charleston this fall or winter, there are plenty of fun activities happening around the area to enjoy.

Fall Events

Boone Hall Fright Nights 

Enter if you dare! Various dates from September 29th through October 31st, Boone Hall Plantation has 4 different scary attractions you can attend including Cemetery of Lost Souls, The Crypt, Wicked Woods Haunted Hayride and The Gateway.

Boone Hall Pumpkin Patch

If you think the perfect fall event includes, pumpkin patches, corn mazes and big piles of hay, you do not want to miss this event! Any day of the week, bring the kids and join in on the fun at Boone Hall Plantation.


Hosted by the Medical University of South Carolina, the annual Charleston Oktoberfest will take place on October 1st from 12PM-5PM. It will feature a wide variety of seasonal beers, German music, dancers, food from local vendors and a kid’s zone.

Fall Tour of Homes 

For almost the whole month of October, The Preservation Society of Charleston welcomes everyone to tour historic homes in downtown Charleston. Do one tour or do them all!

Kiawah Island Triathlon

Previously scheduled for September 17th, the Kiawah Island Triathlon is now on October 8th. It features a .7-mile swim,  25.1-mile bike and 6.1-mile run. This race is currently the only intermediate distance triathlon in the Charleston area to feature an ocean swim. View a special challenge created by Akers Ellis partner, Steven Ellis.


If you're an animal lover, you will want to attend this free event at Freshfields Village. It will feature dogs in costumes, wine and craft beer all for a good cause. The 11th Annual Dogtoberfest: Dogs, Dine, and Wine Pet Expo is happening October 28th. Proceeds from the event will benefit participating pet rescue organizations, including Shih Tzus and Furbabies, Grateful Goldens Rescue, Greyhound Pets of America - Charleston, Carolina Coonhound Rescue, Water’s Edge Animal Rescue, Lowcountry Lab Rescue and King Charles Cavalier Spaniel Rescue.

Harvest Festival 

Come on down to Mullet Hall Equestrian Center and enjoy live bluegrass music from local bands. This family-friendly event includes hay rides, a stick pony corral, pumpkin decorating, penny diving, archery, crafts and much more. Also, feast on your favorite festival foods like barbeque and kettle korn! 

Charleston Mac Off 

The Mac Off is a family-friendly cuisine centered event that provides attendees the opportunity to enjoy the South’s best comfort food- Mac and cheese! There will also be live music, beer, cocktails, wine, cooking demos and kid’s activities.

 Winter Events

Holiday Festival of Lights

Each year, thousands of friends and families create memories while driving through the Holiday Festival of Lights on James Island. Enjoy the 3-mile display multicolored lights then park your car to enjoy family activities like roasting marshmallows, drinking hot chocolate, shopping and so much more!

Holiday Markets

On November 24th and 25th, Middleton Place will be kicking off the holiday season with an open-air market that will feature local vendors, live Christmas carols, complimentary hot cider and treats. 

At Marion Square, every Saturday and Sunday from December 2nd-17th there will be a holiday festival with booths of arts and crafts, gifts and food.

Wine Under the Oaks 

Located at Boone Hall Plantation, this is one of the most popular Christmas holiday events. Admission includes wine and food pairings, cooking demonstrations and the opportunity to see the Plantation decorated for Christmas.

City of Charleston Holiday Parade 

The City of Charleston and the Charleston Fire Department will host the City of Charleston Holiday Parade! The Parade will begin promptly at 2:00 PM on Sunday, December 3, 2017. The parade will commence through downtown Charleston.  

Kiawah Island Marathon

Now entering its 40th year, the Kiawah Island Marathon starts and finishes in East Beach. Participants will get to enjoy views of maritime forests, marshes, and grand homes. Come run the marathon or half marathon with us!

New Year’s Eve

Snyder Grand Ball and Charleston Wonderland are two formal events happening in the Charleston area to celebrate the new year. These events are sure to please with food, drinks, music and entertainment. Attending one of these parties would be a great way to welcome 2018!