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10 Sep 2021
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Vacation RentalsActivities & Events

Coming to visit Kiawah Island or Charleston this fall or winter? There are plenty of fun seasonal events around the Lowcountry to enjoy. Whether you are looking for pumpkin patches or holiday celebrations, there's an event for you! Now, here's a look at some of our favorite fall and winter happenings in the area. 

Fall Events near Kiawah Island

Fall is a truly special season on Kiawah Island. With fewer crowds and cooler temperatures than the summer season, autumn is an ideal time to visit Kiawah. From fall festivals to Halloween attractions, there's an event for everyone near Kiawah Island this fall! 

Cooper River Bridge Run

September 25, 2021
Although this highly anticipated 10K race is typically in the Spring, it will take place in the Fall for its 44th year. The race begins in Mount Pleasant and will finish in Downtown Charleston. The Cooper River Bridge Run is the 3rd largest 10K in the United States and offers a unique, scenic course. Runners will cross over the famed Arthur Ravenel Jr. Bridge, which spans the Cooper River. 

Boone Hall Fright Nights 

Various nights September 25 - October 31, 2021
Celebrate Halloween at Boone Hall Plantation. Boone Hall Fright Nights, Charleston's favorite Halloween, event is back for its 15th year and scarier than ever with three spooky attractions. Visit the terrifying Fallen Oaks Motel, check out Tiny's Toy Factory, or tour Sinister Cinema with a haunted hayride. Boone Hall is located in Mount Pleasant, about one hour from Kiawah Island.   

Legare Farms Pumpkin Patch 

October 2 - October 31, 2021
Get in the fall spirit with a visit to family-favorite, Legare Farms! Enjoy pumpkin picking, hayrides, scarecrow building, horse rides, and more! The Pumpkin Patch is open on weekends throughout the month of October. 

Kiawah Island Triathlon 

October 3, 2021
Tri-Kiawah is an annual competition featuring a 0.7-mile ocean swim, 25.1-mile bike, and 6.1-mile run. The uniquely beautiful environment of Kiawah Island provides a competition-ground unlike any other. This race is the only intermediate distance triathlon in the Charleston area to feature an ocean swim. Each year, we look forward to hosting race participants from near and far in our Kiawah Island vacation rentals

Pony Up Movie Night 

October 16, 2021
Charleston Area Therapeutic Riding's 5th Annual Pony Up Movie Night will be held at the Brickhouse Equestrian Center on Johns Island. There will be fun games, chances to win prizes, and a showing of the feature film Dreamer. All proceeds benefit CATR’s therapy horses. What could be better than a fun event that benefits a great cause? Akers Ellis is proud to sponsor Pony Up Movie Night again this year.

kids at pumpkin patch

Fall Field Day & Run Like The Devil 5K 

October 23, 2021
This fabulous fall event will take place at the picturesque Kiawah River. Come out and enjoy all of the outdoor fun - the farmer's market with local makers and artisans, classic fall games, food for purchase from local food trucks, live music, and MORE. There's also the "Run Like the Devil" 5K race for the running enthusiasts.

Charleston Beer Week

October 29 - November 7, 2021
Back for its 8th year, much-loved Charleston Beer Week returns for a 10-day celebration of breweries and beer in the Holy City. With 50+ events, there's sure to be something for every kind of beer enthusiast.

Winter & Holiday Events near Kiawah Island

Spending the holiday season on Kiawah Island or in the greater Charleston area? Get out of the house and enjoy some of these wonderful winter events! As more winter and holiday events are scheduled, we will update this post. Be sure to check back soon!

Holiday Festival of Lights

November 12 - December 31, 2021
Each winter, thousands of friends and families create memories while driving through the Holiday Festival of Lights on James Island. Enjoy the 3-mile display of multicolored lights then park your car to enjoy family activities like roasting marshmallows, drinking hot chocolate, shopping and so much more! The festival runs nightly from 5:30 to 10:00 pm.

Aquarium Aglow

Select nights November 18, 2021 - January 2, 2022
Brand new for 2021, South Carolina Aquarium's Aquarium Aglow exhibit is sure to get the whole family in the holiday spirit. This immersive holiday light experience will feature tens of thousands of lights as well as live entertainment. The SC Aquarium is located in downtown Charleston, about 40 minutes from Kiawah Island.

Kiawah Island Marathon

December 11, 2021
The Kiawah Island Marathon and Half Marathon starts and finishes at The West Beach Conference Center. Along the way, you’ll enjoy spectacular views of maritime forests, marshes, and, of course, beautiful Kiawah Island homes.


Plan Your Fall or Winter Getaway

Escape the cold in Kiawah! Our Kiawah Island vacation rentals are perfect for guests who want to spend the cooler seasons near the beach. We offer an extensive variety of private home, cottage, and villa vacation rentals on Kiawah Island, and aim to provide our guests with vacation experiences to last a lifetime.