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Charleston SC is a favorite year round travel destination and for good reason. With gorgeous, centuries-old historic homes, streets that tell the stories of deep-rooted, Southern history, a mild climate, and miles of sunny beaches, there truly is something for everyone in Charleston. While Charleston offers top events throughout most of the year, in the summer, the city comes alive with the blooms of azaleas, dogwoods, honeysuckle, Jasmine, roses, and wisteria. The longer days wrapped in Carolina blue skies that melt into fiery pink & orange sunsets make for the perfect backdrop for some of the season’s highly anticipated events and festivals. This time of year is chock full of fun and festivities, from bustling farmers markets and lively sporting events to world-class art festivals and historic celebrations.   

Read on to learn more about Charleston’s upcoming summer and fall events in 2021. For more information about the best things to do during your visit, request a free copy of our Insider’s Guide 

Luxury Simplified Retreats Top 5 Guide


9 of the Best Charleston Summer Events and Fall Festivals in 2021  


Charleston Farmers Market | Every Saturday 

Farm-fresh produce, local artworks, and delicious eats make the Charleston Farmers Market the best place to be every Saturday between 8 a.m. and 1 p.m.  

Festival of Houses and Gardens | March 11–August 17  

Admire some of the Holy City’s most iconic architectural gems and magical gardens during the Festival of Houses and Gardens. Tours take place in the historic districts of Downtown Charleston.  

Safe Sounds at Firefly Spring Concert Series | April 17 – June 26 

Live, outdoor concerts are returning to Firefly! This year, the distillery hosts the Safe Sounds Spring Concert Series, which is mindful of social distancing while still being plenty fun. 

Spoleto Festival USA | May 28-June 13  

The Spoleto Festival USA celebrates the arts through live music, theatre, dance, and more. Impressive performances bring people to Charleston from all over the world.  

Piccolo Spoleto Festival | May 28-June 13 

While the Spoleto Festival USA focuses primarily on an international scope, the Piccolo Spoleto Festival shines a spotlight on local, Southeastern artists.  

Root of Soul: J19th Fest| June 18-19 

Lively music, delicious food, and dancing will take place at the celebratory Root of Soul: J19th Fest. This immersive festival celebrates African American emancipation and aims to unify, educate, and uplift.  

Charleston Riverdogs Baseball at “the Joe”  May 4 – September 19

Head out to the ball game for some peanuts and crackerjacks, and the zany, ball-field antics of the Riverdog’s mascot Charlie T. RiverDog. Opened at the start of 1997 season, Joseph P. Riley, Jr. Park is one of the premier atmospheres in Minor League Baseball. Named after the city’s longest-serving mayor, “The Joe” is the best place to spend a family friendly, fun-filled night in the summer.  Check out the RiverDogs 2021 Schedule, grab your tickets and don’t forget to bring your glove!

Charleston Restaurant Week | September 9-19 

Charleston Restaurant Week takes place in mid-September this year. Experience the incredible culinary scene here in the Holy City and enjoy dining at some of our finest restaurants.  

Cooper River Bridge Run | September 25

Although the Cooper River Bridge Run, traditionally held the first weekend in April, usually tops the list of some of the best springtime events in Charleston – this year’s CRBR was postponed because of the pandemic.  So lace up your shoes and join in all the fun at this years Bridge Run on Saturday September 25th.


Elevate Your Charleston Experience When You Stay with Luxury Simplified Retreats  

In a city known for its vibrant culture, rich history, delicious food, and beautiful setting, it comes as no surprise that some incredible lodging options are available. Spend your days attending the best Charleston summer events of 2021, then return to enjoy some rest and relaxation in a Luxury Simplified Retreats vacation rental. Our stylish accommodations, located on Folly Beach or in the heart of Downtown Charleston, set the scene for an unforgettable Lowcountry getaway. Additionally, our expert concierge services team is more than happy to help you plan your trip, make reservations, and even stock your refrigerator.  

Allow us to make your visit to the Holy City unforgettable. Contact us to start planning your trip today!