Since Charleston has been named the #1 destination in the world by Travel + Leisure, there are more reasons than ever to visit the Holy City. The combination of ideal weather and endless activities makes Charleston a perfect fall getaway for family and friends. This time of year you can enjoy walking around the cobblestone streets and taking in the historic sights without baking in the sorching Southern sun.

Autumn is a favorite for most Charlestonians with scores of outdoor festivals, fall foliage and what unofficially marks the end of the busy tourist season. Experience the best season of the year in the World’s Best City with Luxury Simplified Retreats at one of our luxury properties. While you’re here our Retreats Concierge team will handle all of the details so you can sit back, relax and enjoy all that Charleston has to offer.

We’ve highlighted a few of our favorite fall activities to get you started on your autumn getaway…


Art Walk (October 4th, 2019)

Enjoy a glass of wine while you wander around the 40+ art galleries of Charleston’s historic district. You may even meet a few of the local artists. There truly is no better time of the year for the Artwalk of Charleston’s Gallery Association.

Learn more here.


Charleston Farmers Market (Every Saturday until November 30th)  

Explore the sights and smells of fall at the local farmers market with fresh produce, art and food vendors alike. In beautiful Marion Square, you can experience the eclectic offering of local artists and craftsmen and pretend you’re a local Charlestonian!

Learn more here.

Charleston Restaurant Week (September 4th – 15th, 2019)

Looking for a to try a few new restaurants in town? Charleston Restaurant Week offers locals and visitors alike a chance to experience the world-renowned cuisine of Charleston chefs with prix fixe lunch and dinner menus.

Learn more here.


Fall Tour of Homes (October 3rd – November 2nd, 2019)

The Preservation Society of Charleston provides a rare look inside the private homes and gardens of some of America’s most distinguished residences. Immerse yourself in this historically charming city, one beautiful interior at a time. Read our latest blog post on this!

Buy tickets here.

Holiday Festival of Lights (November 15th- December 31st)

Capture the magic of the holiday season at a cherished tradition for Charlestonians. James Island County Park comes alive with over 750 magical light displays spanning a breathtaking three-miles. The Holiday Festival of Lights is regarded around the country and the world as one of the top holiday events to attend.

Learn more here.

Want to experience Charleston’s fall festivities? Don’t miss out on one of the best times of the year. Book a luxury retreat –  all within a short distance from the autumn happenings!