Charleston, South Carolina, is a city steeped in history, culture, and southern charm. While the Holy City itself offers a plethora of attractions, there’s a world of adventure waiting in and around the coastal lowcountry, and even the mountains of the South Carolina Upstate. If your visit to Charleston is a month long or longer, why not take some time to explore some of the charming towns that are just a short drive away. There are a variety of day trips you can take, venturing to nearby small towns like Georgetown, Camden, Savannah, Beaufort, and Asheville NC. Each of these destinations offers a unique blend of history, natural beauty, and cultural experiences, making them perfect for a day of exploration.
Georgetown, SC
Drive Time: Approximately 1.5 hours
Things to Do: Stroll Front Street along Georgetown’s historic waterfront, explore the Rice Museum, and enjoy fresh seafood at local restaurants.
History: Located half-way between Myrtle Beach and Charleston, Georgetown boasts a rich maritime history and played a vital role in the rice and indigo trade during the 18th and 19th centuries.
Best Time to Visit: Spring and fall for pleasant weather, but year-round access makes it a great destination anytime.
Camden, SC
Drive Time: Approximately 2 hours
Things to Do: Discover historic sites like the Kershaw-Cornwallis House, take a scenic walk along the river, tour the nearly century-old Springdale Race Course, dive into equine history and lore at The Steeplechase Museum, visit a working horse farm or experience the Carolina Cup Steeplechase held every spring.
History: A town with a storied equine heritage, Camden boasts the highest density of horses in all of South Carolina, with a thriving equestrian community. Camden is steeped in Revolutionary War history and served as a major British garrison during the war.
Best Time to Visit: Spring for the Carolina Cup horse race, or anytime to soak in its historic charm.
Savannah, GA
Drive Time: About 2 hours
Things to Do: Take a leisurely walk in Forsyth Park, explore the historic district, stroll the waterfront along the Savannah River and enjoy the sumptuous Southern cuisine.
History: Savannah is known for its well-preserved antebellum architecture, and it played a significant part in the Civil War.
Best Time to Visit: Spring and early fall when the weather is mild and the city is in full bloom.
Beaufort, SC
Drive Time: Approximately 1.5 hours
Things to Do: Visit historic homes like the Thomas Hepworth House, tour the charming downtown, and explore the waterways of the Port Royale Sound.
History: Overlooking the Beaufort River and the Port Royale Sound, Beaufort is one of the oldest towns in South Carolina and played a role in the Reconstruction Era after the Civil War.
Best Time to Visit: Spring and early summer for comfortable temperatures and lush lowcountry scenery.
Asheville, NC
Drive Time: Around 4 hours
Things to Do: Explore the Biltmore Estate, hike in the Blue Ridge Mountains, and enjoy the vibrant arts and music scene.
History: Asheville is nestled in the Blue Ridge Mountains and has a rich Appalachian heritage and a robust music scene. Famously known for its reputation for those seeking an “artsy” lifestyle, the River Arts District and West Asheville are full of restaurants and vibrant street art.
Best Time to Visit: Fall for stunning foliage, but for the hiking enthusiasts Asheville offers something special year-round.
When to go
The best time to embark on these day trips depends on your preferences. Spring and early fall offer mild weather, blooming landscapes, and fewer crowds, making them ideal for outdoor activities and sightseeing. However, each destination has its unique appeal, so you can plan your day trips based on your interests and the local events happening throughout the year.
Where to stay
Whether you’re interested in history, nature, or simply experiencing the warm hospitality of these charming towns, the day trips from Charleston, SC, offer a delightful escape. If you’re considering spending a while in Charleston, SC, there’s no better choice than booking a longterm rental from our luxury portfolio. As you settle in to explore our charming city, you can rest assured that we’ll be there every step of the way to ensure every need is met. Whether you choose to stay on Folly Beach by the water or in the heart of downtown Charleston, you’ll have everything you need to make your space feel like home. Browse our long-term vacation rentals to find your ideal home away from home.
As the vibrant hues of autumn take over the landscape, Charleston, South Carolina, emerges as an enchanting destination for a fall weekend getaway in 2023. With its historic allure, captivating architecture, and a delightful blend of culture and relaxation, Charleston offers a splendid escape that promises a memorable experience. From exploring the cobblestone streets of historic downtown to basking in the mild October weather and indulging in beachside activities, this charming city has it all.
One of the highlights of visiting Charleston in the fall is the delightful weather. By October, there’s a good chance that the stifling summer heat has subsided, giving way to milder temperatures that are perfect for exploring the city on foot. With highs ranging from the mid-70s to low 80s°F (24-28°C) and pleasantly cool evenings, you can comfortably enjoy outdoor activities without worrying about the sweltering heat. Pack a light jacket or sweater for the evenings, and you’ll be all set to enjoy Charleston’s fall ambiance.
Lace up your shoes and head out for a stroll
Stepping foot in historic downtown Charleston is like entering a living history book. As you wander through cobblestone streets lined with colorful antebellum houses, you’ll be transported back in time to an era of Southern elegance and charm. The historic district is brimming with well-preserved architecture, quaint shops, and an abundance of. Take a guided walking tour to learn about the city’s rich history, from its role in the American Revolution to the Civil War and beyond.
Step inside a hidden garden
A celebration of architecture, history and gardens, this beloved event takes you inside some of Charleston’s most iconic historic homes and intricate gardens. Each year, for one month only, the Preservation Society of Charleston invites you to get up close and personal with some of Charleston’s oldest and most exquisite homes. During “The Fall Tours: Architecture, History and Gardens” you can step inside private homes and gardens, ordinarily closed to the public, and walk through history.
Take a step back in time
Aside from the taking in the sights and sounds of historic downtown Charleston by foot, Charleston is also a hub for cultural experiences from incredible art galleries to world-class museums. The Charleston Museum is notable as the oldest museum in the United States. The Gibbes Museum of Art showcases Southern art and Lowcountry history, offering a unique perspective on the region’s artistic heritage.
In early 2023, Charleston, celebrated the opening the International African American Museum as a fitting addition to its historic landscape. Situated at the Gadsden Wharf, where countless enslaved Africans disembarked, the museum stands as a powerful testament to resilience and history. The museum’s compelling exhibits narrate the African American journey, from the depths of the Middle Passage to the heights of cultural contributions. Through immersive displays, interactive installations, and personal stories, visitors gain profound insights into the rich tapestry and enduring legacy of the African American experience.
Slip on your flip flops and head to the beach
No trip to Charleston would be complete without spending time at its pristine beaches. Head to Folly Beach or Isle of Palms, where you can sink your toes into the soft sand, soak up the sun, and listen to the soothing sound of the waves. Cast a line from one of the popular fishing piers, or even try your hand at paddleboarding or kayaking. As the sun sets over the ocean, you’ll be treated to a breathtaking display of colors that paints the sky. You’ll find great dining options offering up coastal fare at both of these oceanfront communities.
Folly Beach
Located on the iconic fishing pier of Folly Beach, Pier 101 serves up family friendly plates for the whole group. Sit inside or outside on the pier, enjoy ocean views, sea breezes, and watch the sky dance in vibrant colors as the sun sets over the Atlantic Ocean. You’ll find some of Folly Beach’s top restaurant’s located along Center Street, including Taco Boy, Jack of Cups, Rita’s Seaside Grill or Lost Dog Cafe. Head over to Dolce Banana Cafe for ice cream and frozen treats and for the cherry on top of a fun night on Folly, take a cone of your favorite flavor for a stroll on the beach.
Isle of Palms
This island paradise just a short drive from downtown Charleston is a favorite among kiteboarders who flock to Breach Inlet where the winds are reliably brisk year round. In addition to six miles of beaches, Isle of Palms includes a quaint downtown retail and dining district along Ocean Boulevard. Popular restaurants and cafes along this stretch of the island offer a wide variety of delicious seafood and other local specialties, including Coda del Pesce, Coconut Joes Beach Grill, Acme Lowcountry Kitchen and the locally loved Sea Biscuit Cafe, that serves up only breakfast, but is well worth the wait!
Nothing says fall in the South like a coastal fair
The October weather makes this the perfect time to celebrate fall at the fair, and there’s plenty for everybody to do at this favorite, family-friendly fair. Held in nearby Ladson, SC, just an easy 25 minute drive from the downtown Charleston peninsula, this is a fun-filled, small town fair filled with food, rides and entertainment. From the recognizable ferris wheel, to fiddler competitions, 4-H events, arcade games and cotton candy, The Coastal Carolina Fair is a fun-filled destination for kids – big and small alike.
Stay in Luxury
A fall weekend trip to Charleston, SC promises a blend of historic charm, cultural richness, and coastal beauty. With its historic downtown, captivating museums, mild October weather, and inviting beaches, Charleston beckons travelers to experience the very best of the Lowcountry. Whether you’re a history enthusiast, an art lover, or simply seeking relaxation by the sea, Charleston is the ideal destination to create lasting memories against the backdrop of a picturesque Southern fall. Book a stay at any of our luxury vacation homes in the heart of Downtown Charleston or on Folly Beach, Isle of Palms or Sullivan’s Island and be that much closer to having your toes in the sand. The team at Luxury Simplified Retreats goes above and beyond to offer guests an outstanding experience with beautiful beach rentals and unparalleled concierge services. Browse our Experience Packages to consider making your trip especially unique, then sit back, relax, and leave all of the planning to us.
Originally recognized to honor the American labor movement, for most Americans Labor Day has come to signal the end of summer. With the holiday always falling on a Monday, many use the holiday as a chance to getaway for a long weekend, head to the beach before school starts back up, or have a cookout at home to spend time with family and friends. With its rich history, southern hospitality, beautiful beaches, and lowcountry fare, it’s no wonder many flock to Charleston SC to spend the Labor Day weekend. Beyond the beach, you can find something for everyone.
Host an Oyster Roast
Labor Day kicks off the beginning of Oyster season in the lowcountry. While local lore used to warn, “only eat oysters in months that contain the letter “R” in the name. You know, September, October, December, January. Not June, July, August.” That advice might have rang true a century ago, do we still need to follow it today? Modern-day oyster farming and strict environmental rules and enforcement have changed the landscape of oyster eating so it’s now safe to eat oysters year-round, and there truly is no better place than Charleston. During the fall and winter weekends in the Lowcountry steam billows up from long tables of hot oysters, littered with saltine crackers, buckets for empty shells, cocktail sauce, and lemon wedges. With lots of great resources for putting on the perfect oyster roast, you can easily host one yourself, or have it catered by a local company that specializes in nothing but oyster roasts. If hosting an oyster roast isn’t on your agenda, there are lots of places around Charleston to find one. The iconic place for locals looking for the best of the restaurant oyster roast game is Bowens Island Restaurant, located on an island between James Island and Folly Beach. The restaurant, in operation since the 1940s, is known for its locally-harvested oysters and fried seafood platters.
Local Goods and Fare
If you’re looking for the local go-to on summer weekends, you have to visit The Charleston Farmers Market. Every Saturday* from April through November, the farmers market hosts more than 100 local artisans, farmers, food trucks, and more downtown in Marion Square, with street performers and bounce castles, it’s fun for the whole family. If you’re just visiting Charleston for Labor Day weekend, there are some unique vendors to browse and even pick up something special to take back home with you.
Sandy Summer Send-off
Labor Day might have you thinking summer is over, but in Charleston – far from it! Charleston’s warm weather serves up beach days well into fall, but if you’re in town for the holiday weekend, it’s a great time to hit the sandy shores. Charleston’s beaches are the perfect place for sand castles, surfing, and relaxing the day away. Pack your beach bag (don’t forget the essentials!), fill the cooler, cue your favorite playlist, toss the frisbee, and hit the beach with friends and family.
Explore some of Charleston’s favorite beaches (Isle of Palms, Sullivan’s Island, Folly Beach, Kiawah Island)
Bust Out the Grill
Long weekends are the perfect time to host family and friends, or invite them over for a fun-filled cookout in the backyard. With backyard games like cornhole, and fresh cuts from the Charleston farmers market (above), you can’t go wrong. For those who aren’t a grill master, there’s always the option of ordering barbecue catered from one of Charleston’s many tasty, top-notch, local BBQ joints – check out these 5 Best BBQ joints in Charleston.
Any of our luxurious Folly Beach vacation rentals!
If you’re thinking about visiting Charleston SC for Labor Day weekend, we have the perfect spot available to book your reservation. Whether you are looking for a vacation that includes wandering the streets of the downtown historic district, or splashing in the waves at the beach, view our portfolio of luxury rentals and book your Labor Day Weekend in Charleston NOW.
Roughly two hours or so from Charleston down Hwy 17 gets you to Palmetto Bluff, or “The Bluff ” as it’s affectionately known. Charlestonians have their getaway places. In the summer it’s often to the mountains of North Carolina and in the fall there is simply no better place to be than The Bluff, located in Bluffton SC. This lowcountry getaway, drips old southern charm, offering up hospitality at the highest level and catering to a crowd that appreciates an outdoor-centric, sporting lifestyle. In Palmetto Bluff, this resort getaway designed for relaxation, time has the uncanny ability to actually feel like it is slowing down.
The South Carolina Lowcountry
Palmetto Bluff is 20,000 or so acres of old southern woodland stand, deer hunting tracks and timberland turned in to a resort and a surrounding planned community. The whole place is on a physical bluff some 20 feet above the May River almost guaranteeing a steady pleasant breeze, even in mid-summer. Like many of the exclusive resort communities along the coastal Carolinas it has its mix of permanent residents, returning vacation home owners and travelers in search of a unique (but still upscale) vacation experience, in a similar manner to many of the other Barrier Island communities. Kiawah without the opulence or the traffic, Defuski but with more polish. While it has its own resort within the development providing a superb range of amenities, the true appeal to the majority of vacationers is a stay in one of the luxury vacation rentals dotted throughout the resort and the chance to experience the lowcountry like a local.
A Love for the Outdoors
So just what does a vacation look like at Palmetto Bluff? A typical day might look something like this. Sleep late, enjoy quiet mornings with coffee on the porch, play with the children, and bicycle everywhere. Eat breakfast late, swim, read, converse and contemplate. Take the kids to explore an adventure-filled treehouse. Palmetto Bluff has two magical treehouse creations that would make even the Swiss Family Robinson envious.
The first is tucked away in the live oaks in Moreland Village, alongside the May River, With 55 steps, and unlimited views at the top, this 5-story tree house was designed to blend in with the surrounding Palmetto Bluff landscape. The second is 3-stories of climbing fun, featuring a spiral staircase, a slide, a wooden boardwalk, and a rope ladder. Fish from the Moreland Dock, or just about everywhere, or watch enormous Blue Herons fishing for themselves or Egret colonies roosting at dusk.
Wilson Village
The idyllic town square, Wilson Village, includes quaint shops, and restaurants, from Melt ice cream shop, dishing up twelve signature southern ice creams, to Octagon or The River House serving up exceptional lowcountry cuisine. There are old ruins to explore, nature trails, guided tours, golf courses, shooting classes, gyms and conservancy lessons. You can cruise the river into Bluffton proper or Savannah a little further off, or even kayak the river and its surrounding tidal creeks joined by the occasional frolicking dolphin.
You can roast s’mores at sunset and listen to live music play until bedtime, gaze at the stars and listen to the frogs. Crisp fall evenings call for cocktails around the fire pit, or a crackling fireplace on the porch.
All of this with a backdrop of just incredible lowcountry beauty. Shady tree-lined streets with ancient live oaks heavy with Spanish moss. Scenic views of the May River include the Grace, a perfectly restored 1913 motor yacht, tied up to the dock at Wilson Village waiting for afternoon excursions that include drinks at sunset, or the meandering Inland Waterway that makes a journey through many of Palmetto Bluffs neighborhoods. Marshes and tidal creeks teeming with trout, redfish, crabs and shrimp that beckon for exploration and a day spent fishing.
Plan your Palmetto Bluff Getaway this Fall
You’re sure to enjoy your stay in Palmetto Bluff when your trip includes all the comforts offered in our Luxury Simplified Retreats – Palmetto Bluff vacation homes. Our collection of rentals features incredible amenities and superb locations. There are so many things you can do on the property and the scenic, breathtaking backdrop of the Lowcountry surrounds you in Palmetto Bluff, with gorgeous oak trees, vast waterways and a laid-back, serene lifestyle. But why not experience a vintage voyage in a 1930’s Bentley, or travel by private water taxi to explore the Bluffton Farmers Market? With our Guide to Exclusive Experiences, these are just some of the ways you customize your stay for an unforgettable, one-of-a-kind vacation – and we have a team of people ready to help you plan it all.
