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October Events in Charleston

As we enter October in Charleston, you’ll find the city completely transformed. Enjoy October events, sunny days, chillier evenings, and less humidity. October is one of the best times of the year in the Holy City! October also has a number of exciting events taking place throughout the month. Make sure to clear your calendars, as this month will keep you busy between pumpkin patches and art festivals. Take a look at our top picks for what to do in the #1 city this month!



pumpkins on porch

First Friday Artwalks

When: October 6 | 5-8 pm
Where: Various locations in Downtown Charleston

One of Charleston’s best traditions, First Friday Artwalks are a way of debuting the city’s vibrant art scene. This special occasion occurs on the first Friday of every month (excluding January and July) and highlights dozens of art galleries and studios across the entire city. This is your chance to check out local art studios and mingle with local artists.

2nd Sunday on King Street

When: October 8 (Every month on the second Sunday)
Where: King Street from Queen to Calhoun Street, Downtown Charleston

Discover the charm of King Street without the hassle of traffic! You can explore the street and discover a selection of carefully chosen artists showcasing their work, as well as unique food vendors and other delightful surprises. Take your time to explore the area and uncover hidden shops that you might have missed before.

Charleston’s Farmers Market

When: Saturdays, April 8-November 25, 2023 | 8 am- 2 pm
Where: Marion Square | 329 Meeting Street, Charleston|

Located on Marion Square, this weekly event features over 200 vendors, ranging from fresh produce to baked goods, and even crafts. These vendors are all local farmers, with fresh food grown right in the Lowcountry. The market also features live music so you can enjoy some entertainment while shopping. The Farmers Market is a great way to kick off your Saturday in the Holy City.

MOJA Art Festival

When: September 28-October 8
Where: Various locations in Downtown Charleston

Moja meaning “individual” in Swahili, is a multi-disciplinary festival that highlights the rich history of African-American and Caribbean Arts and their contribution to Western and International cultures. Festivities will include visual arts, classical music, dance, gospel, jazz, poetry, music, storytelling, theater, children’s activities, crafts, ethnic food, and more. 

Riverfront Revival Festival

When: October 7-8
Where: Riverfront Park

Darius Rucker curated this popular event that features the country’s hottest new artists such as Lainey Wilson and Band of Horses. Riverfront Revival is poised to become a heartfelt ode to both the vibrant world of country music and the rich tapestry of South Carolina’s Lowcountry. This exhilarating two-day festival promises a journey filled with unforgettable live performances, immersive cultural experiences, and flavors deeply rooted in the region’s distinctive culinary traditions. Guests will depart with a deeper appreciation for Charleston. 

Sip & Stroll at Drayton Hall

When: October 7th, 28th
Where: Drayton Hall

Guests have the opportunity to the historic Charleston Home Drayton Hall. A must-see stop in the city, this event allows guests to stroll throughout the property, learning about the history, while enjoying light bites and drinks (including some from our local breweries). You will also receive a complimentary wine glass or koozie to remember the wonderful evening. So whether you’re a history buff or a connoisseur of fine wine and beer, Sip and Stroll at Drayton Hall is the perfect event for you. 

Charleston Music Scene

When: Dates vary in October
Where: Charleston Music Hall, Credit One Stadium

October in Charleston is a symphony of musical delights, with a diverse range of genres to satisfy every musical palate. From jazz to country, there is something for everyone. Whether you find yourself swaying to the soulful tunes of Drive-By Truckers at the historic Charleston Music Hall (October 4) or embracing the electrifying country vibes of Luke Bryan at Credit One Stadium (October 28), there’s no shortage of top-tier artists gracing the city’s stages. Take a break from exploring the historic district of Charleston and make the most of your stay by experiencing one of the many captivating shows that this fall’s musical lineup has to offer. Your Charleston adventure wouldn’t be complete without it!

Boone Hall Plantation Pumpkin Patch

When: September 29-October 29
Where: Boone Hall Plantation

Are you looking for the perfect family-friendly fall activity? Look no further. Boone Hall Pumpkin Patch has something for everyone. Since 1997, this nearly one-month-long fall festival has become an autumn tradition that brings people of all ages together for a day of good old-fashioned fun on the farm. Enjoy a Halloween tractor tour, corn maze, petting zoo, pony rides, inflatable slide and obstacle course, and more! Before you go home, don’t forget to pick out a pumpkin from the pumpkin patch. 

Preservation Society of Charleston Fall Tours

When: October 11-November 4
Where: Historic Downtown Charleston

The Fall Tour offerings are designed to maximize the educational experience for guests while minimizing impacts on the historic district. Guests taking the Piazzas and Garden Tour will go beyond the garden gate and onto the porches and piazzas of some of Charleston’s finest homes. The Insider’s Garden Tour is designed for the garden enthusiast and will be led by notable professionals such as landscape architects, garden designers, and horticulturalists. Other tours include Insider’s Architecture Tours, Speciality Tours, Historic Walking Tours, and more. 


When: October 14
Where: St. Matthew’s Lutheran Church 

Oktoberfest in the Holy City is a vibrant celebration of German culture that brings a taste of Bavaria to the heart of our state. Locals and visitors don traditional lederhosen and dirndls as they gather to celebrate. One of the city’s most popular events, guests can enjoy live music, authentic German food, and a Biergarten with local craft beers. Included in this lively festival is also a German bakery, and visits by our local leaders. As the lively band sets the tone, visitors can partake in games, dance the polka, and immerse themselves in the cheerful atmosphere that makes Oktoberfest in Charleston a truly unforgettable cultural celebration.

Wine on the Piazza

When: October 19
Where: Edmondston-Alston House

Looking for the perfect Charleston evening? If so, look no further than Wine on the Piazza at the historic home, Edmondston-Alston House. Those taking part will get to enjoy a glass of wine, spectacular views of the Charleston harbor, and a self-guided tour of this famous piece of Charleston history. Tickets for this relaxing evening start at $30 per person. Wine on the Piazza is a great way to experience the beauty of Charleston and the history of the Edmondston-Alston House.

Magnolia Plantation Beauti-Fall Festival 

When: October 21
Where: Magnolia Plantation

Join us as we celebrate autumn in the #1 city. Spend the day enjoying hayrides, face painting, all kinds of sweet treats and snacks, and live music! This festival is also the perfect opportunity to explore the gardens at the peak of their beauty in the fall. Magnolia Plantation plays host to a variety of plants, including azaleas, camellias, magnolias, and crape myrtles. This event is perfect for any family looking for a daytime excursion away from the historic district.

Fall into the vibrant spirit of October with a captivating array of events in Charleston! Our charming city has something for everyone, whether you're drawn to live performances, cultural festivals, or artistic delights. Don't miss out on the excitement this month—book your stay in the #1 city in Charleston today and immerse yourself in the season's festivities!