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WKNDING in Charleston 

Charleston is well-loved across the world. From the sweet Southern charm to the centuries-old gorgeous architecture, Charleston one of the South's crown jewels. You have access to the best of the old and new, with history on every street and a mouth-watering restaurant just around the corner. Add in Charleston's proximity to dreamy beaches, and there's plenty to keep you occupied no matter how long you're in town. To get the most from the Holy City, we're sharing a few of our favorite spots.


The Best Time To Travel To Charleston

Charleston is reasonably warm for most of the year. The coldest month is January, with average highs of 57°F. It doesn't usually snow, so if you're looking for a temperate winter destination, Charleston is a good bet! The summer gets hot and humid; temperatures peak in July and August, and the city can get a bit crowded with kids on summer vacation. But, that means it's the perfect time to head to one of Charleston's beaches! 

Our favorite time to travel to Charleston is spring. The weather hasn't gotten too hot yet, and all of Charleston is abloom with flowers and bright colors. All the greenery coming back to life over the city perfectly compliments the brightly painted buildings and seaside accents. Spring in Charleston is also perfect sundress weather! 


Rainbow Row

Rainbow Row is probably one of the most iconic parts of Charleston. Located between Tradd and Elliott streets on East Bay Street, the name refers to a block of 13 colorfully painted houses. Decked out in pastel pinks, yellows, blues, and greens, the houses were restored in the 1930s and '40s and make for a perfectly Instagrammable shot of your Charleston vacay!

Waterfront Park

This half-mile stretch of waterfront open space overlooks the Cooper River and the Charleston Harbor. Lowcountry life is all about slowing down and enjoying life, which is celebrated in this park. The wide walkways of the Waterfront Park are perfect for taking a stroll. Trees and benches placed along the way offer visitors to the park a nice rest in the shade. At the center of the park is the next destination on our list…

WKND WYFR Charleston Guide

Pineapple Fountain

Located in the Waterfront Park, this iconic pineapple-shaped fountain has become a must-see for any visitor to Charleston since the park's opening in 1990. The pineapple has long been a symbol of the kind of hospitality you can find throughout the South, and especially in the Holy City. Water cascades from the top fronds of the metal pineapple and splashes over its multiple layers, creating a dynamic reminder of Charleston's iconography, Southern hospitality, and its oceanfront sights. The Pineapple Fountain is impossible to miss and strikes joy in everyone who sees it!

The Battery

Named for its former use as an artillery battery, The Battery is a defensive seawall and promenade located on Charleston's peninsula's lower shores. It's famous for its rows of gorgeous antebellum houses. At the southern point of the Battery is White Point Garden, offering grassy areas shaded by old oak trees perfect for a midday picnic. You can see Fort Sumter in the distance and check out some of the Civil War canons, monuments, and statues.

Historic Charleston City Market

This Greek Revival-style building stretches four city blocks from Market Hall to East Bay Street and is a domineering feature of Charleston's streets with its thick columns and tall facade. First built in 1804, the City Market now features various vendors selling souvenirs, jewelry, art, and the famous Gullah sweetgrass baskets. You could easily spend an hour or so just wandering the market and browsing the wares. The market is great for finding local souvenirs to bring home with you!

WKND WYFR Snow Leopard Clutch

Shopping on King Street

Sprawling down the middle of the Charleston Peninsula is King Street. What used to be a thoroughfare to bring traffic further inland is now a central hub for all things shopping and dining. When you hear most people talking about King Street, they're usually talking about middle King, the fashion district. Here you can find stores like Kate Spade, Anthropologie, and J. Crew next to local boutiques like Skinny Dip Charleston and Beckett Boutique.

Charleston Carriage Tour

Take a walk back into time with a carriage tour through Charleston's historic district. Old South Carriage Company has been owned and operated by the same family since 1983 and offers various tours, including a one-hour narrated carriage tour that covers 30 blocks of the Holy City. Narrated tours are a great way to experience Charleston's historic district and get some inside information that you can use to impress your friends and family back at home. Plus, the horses are always a perk if you're traveling with kids!

Angel Oak

The Angel Oak isn't the most central of spots on this list, but it's still a Charleston icon! At over 400 years old and stretching 65 feet tall, the legendary tree is one of the oldest and largest oak trees in the Lowcountry. Visit Angel Oak park to explore every angle of its wide-spreading branches, and you might feel compelled to whisper with the charm of its haunting beauty.

Folly Beach

Of all of Charleston's beaches, Folly Beach is arguably the most picturesque. Capture unique angles with a photoshoot under Folly Beach Pier, enjoy fresh seafood from any nearby restaurants, or take a sunset stroll along the beach with your family. Saltwater marshes stretch for miles around Folly Island, adding to the natural beauty of the coast. 

Sullivan's Island

For a more beach-oriented experience, head on over to Sullivan's Island. Due to strict preservation rules, there's very little commercialization of the beach, leaving 3 miles of smooth sand for your enjoyment! Just a 20-minute drive from downtown Charleston, you could easily spend quite a while on Sullivan's Island. Take a walk to see the Sullivan's Island Lighthouse and search for the sand dollars that regularly wash up on the shore. If you get tired of the beach, pop into any of the fantastic restaurants on the island. We love grabbing a margarita at Mex 1 Coastal Cantina or stopping into Obstinate Daughter for a delicious meal.


Hotel Bennett

Hotel Bennett made a big splash when it opened in 2019. It's a European-inspired property befitting its King Street location, featuring a heated pool on the roof and a pink Champagne bar, Camellias, that couldn't be more Instagram-friendly if it tried! The hospitality is off the charts; every single detail of your stay is delightfully taken care of by the amazing team at Hotel Bennett. The hotel is definitely on the "chi-chi" side, but it's still approachable and welcoming. It's the perfect spot if you're hoping to spend most of your time exploring the restaurants and shops on King Street. Plus! It's dog friendly so that you can bring your doggie family members along for the trip! 

Hotel Bennett

Charleston Harbor Resort

The Charleston Harbor Resort is on the water and is made up of two separate properties next to each other. We'd recommend Harborside for families. The rooms are gorgeous, and it's at a great location right at the bridge, so it's an easy drive to downtown Charleston or Mount Pleasant. It's not walkable from the hotel, but it's perfect if you rent a car or drive to the area, plus it's a cheap Uber ride pretty much anywhere you want to go, and the Charleston Water Taxi stops by the resort as well! 

The resort always has fun events going on that we loved to go to even if we weren't staying there, and it's a great way to be close to Charleston and get some time near the water, too! Charleston Harbor Resort's other hotel, the Beach Club, is perfect for a more luxurious waterfront experience, but you can't go wrong with either one.

The Restoration

This luxury hotel is RIGHT in the middle of everything in downtown Charleston. Just one block away from the heart of King Street, you have everything you could need within walking distance. The Restoration used to be a condo building but now offers different short-stay options with hotel room and "residence" offerings that are more of a home away from home. All of the rooms are so spacious, and we love all the amenities available. You get breakfast delivered to your room in a basket every morning, and there's lemonade, cheese, and wine available in the lobby. 

The Restoration has their own bike rental service, as well as a coffee bar and a rooftop restaurant, all in the same building! You can also get a chef to come and cook for you if you want a more exclusive experience. The Watch Rooftop Kitchen and Bar is my favorite view of Charleston, and The Rise Coffee Bar is one of my favorite coffee shops! If you're looking to treat yourself during your stay in Charleston, The Restoration is the place to go.



 Xiao Bao Biscuit

Xiao Bao Biscuit combines all things Asian for the perfect fusion food stop located in the Cannonborough district. The artsy shop is frank and straightforward, but they put out a menu of delicious dishes inspired by Chinese, Taiwanese, Thailand, and Vietnamese cuisines. The dishes vary by season and are served family-style, grab a friend or two and post up outside on a nice day.

My favorite meal is the Pad Kra Pow, which has Thai-style minced beef, green beans, chili, and basil over rice, topped with a farm egg. It is so delicious! The spices and flavors are super well combined, and we absolutely love it. They also have a gluten-free option available.


Leon's Oyster Shop

Ask 10 Charlestonians where the best fried chicken is, and 8 of them will probably say Leon's. Named for its oyster offerings (the chargrilled oysters are NOT to be missed), Leon's fried chicken sandwich brings soul to the South and is pretty much perfection. The restaurant is inside an old body shop owned by Leon Ravenel, and it brings that old-school charm back in its retro decor, retaining concrete floors and functioning garage doors. Leon's brightens up its indulgent menu of chicken and oysters with incredible vegetable sides – we're obsessed with the Brussels sprouts – and a wide selection of beverages, including rose on tap and plenty of cocktails.


Wood shutters and white tablecloths bring a level of class to this Charleston staple. Magnolias serves up upscale Lowcountry classics with modern twists on East Bay Street. Appetizers like the Down South Egg Roll and Fried Green Tomatoes with white cheddar and caramelized onion grits show off the restaurant's innovative takes on Southern cuisine. Their dinner menu is sure to please and perfect for a nice night out or stop by for lunch for a more wallet-friendly selection.


We love Félix - this Parisian-inspired cocktail bar brings a French twist to Southern classic, serving up small plates in a modern, art-deco space. Pops of cobalt blue stand out against classic white subway tiles and gold accents. Félix's menu has everything from omelettes and french toast to pasta and raclette burgers.  

Home Team BBQ

Home Team BBQ is everything you would expect from a classic barbecue joint. Wood and industrial accents flesh out the downtown Charleston space with a full bar and plenty of room to pull up a seat and chow down on some Texas-style barbecue. With sandwiches, tacos, and meat boards aplenty, the real beauty here is the dry-rubbed chicken wings served with Alabama-style white barbecue sauce. The cool, tangy sauce perfectly offsets the smoky wings. Home Team's side dishes are also phenomenal; their pork cracklins with pimento cheese are seriously next level.

Callie's Hot Little Biscuit

Callie's Hot Little Biscuit is probably the best grab-and-go biscuit around. With a location on King Street and one in the City Market, you can get your fluffy buttermilk fix wherever you are in downtown Charleston. Grab a breakfast sandwich with pimento cheese or pick up an assortment of their favorite flavors, including cheese and chive, sharp cheddar, black pepper bacon, and cinnamon. These biscuits are soft, fluffy, deliciously flavorful, and totally melt in your mouth, ideally suited for an excellent start to a long day exploring the Holy City.

Halls Chophouse

This stately restaurant is THE steakhouse in Charleston. Halls Chophouse is classically decorated with dark, moody tones, and leather and wood everywhere. The place is elegant and sophisticated, but it's not just a facade – Halls does some of the best steaks in Charleston, along with other elevated Lowcountry dishes. This is definitely a meal to book ahead, as it does get busy, but it's worth it! If you're looking for brunch in Charleston, Halls Gospel Brunch on Sundays is a little bit different and a lot of fun.

Wild Olive

Venture outside of downtown Charleston for an Italian feast at Wild Olive. Located on Johns Island and opened in 2009, Wild Olive brings rustic dishes made from local ingredients to the people of Charleston. The menu changes seasonally, but you can rely on fresh pasta and deliciously flavored starters, with well-paired wine selections to boot. We love the outdoor patio, where you can play outdoor Jenga while waiting for your meal.

Le Farfalle

This Italian restaurant is just off of King Street with an open and airy osteria vibe. Chef Michael Toscano brings high-quality dishes to downtown Charleston with innovative starters like octopus carpaccio and my personal favorite, a fried chicken piccata. Give Le Farfalle's squid ink pasta a try to really shock your Instagram followers.


Serving up elevated, seasonal Southern classics, FIG stands for Food is Good, and theirs certainly is. Between fresh fish and pasta and a selection of creative yet classic creations, there's plenty to excite any diner at FIG. This Charleston institution has garnered a few James Beard awards, but the only thing betraying its revered status is how many people will recommend it, and the weeks-out booked reservations. Sublime but straightforward sums up FIG.


 What are your favorite spots to hit up in Charleston?! Email us any questions at


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