The Ultimate Charleston Weekend Guide

Are you looking for a weekend getaway where you can get sloshed Friday night, sleep away your hangover on the beach the next day, and do it all again on Saturday night? You got it! Want to have a tasty, classy brunch followed by a day of shopping? No problem! Is your ideal getaway somewhere you can tour a few distilleries and go fishing? Yep, we know a place for you, too! The answer to all of these weekend goals? Charleston, South Carolina. It’s truly the perfect destination for a relaxing weekend.

Charleston is often flooded with girl gangs who’ve headed to the southern town for a bachelorette weekend, but it’s also an ideal place for a romantic getaway or a family trip.

Are you intrigued yet? Block off a long weekend on your calendar and check out our guide below to have the ultimate weekend getaway in Charleston.

Where to Eat in Charleston

Honestly, it’s kind of hard to go wrong in this city of culinary dreams.  But you should absolutely try to hit up these local joints:

Hominy Grill $$ One of the greatest spots for a tasty breakfast. Order the Charleston Nasty and start with some banana bread; you won’t regret it. The wait for this hot spot is often quite long, so if you get into town on a weekday, try marking this place off your list before Saturday or Sunday rolls around.

Minero $$- If you see a restaurant that’s associated with James-Beard award-winning chef Sean Brock, you should always go. Minero is one of his newer spots and it provides some delicious Mexican eats. Start with the chips and salsas (Jessie was seriously obsessed with the benne salsa) and a few drinks before you bring on the tacos.

Slightly North of Broad (S.N.O.B.) $$- For one of those fancier dinners, Slightly North of Broad will truly make you feel like a bit of a SNOB. If you’re looking for the best Shrimp and Grits in town, this place is pretty high up there. SO. GOOD.

Husk $$$- Another of Sean Brock’s famous restaurants makes our list of favorites. While the place gets booked pretty far in advance, you can always show up right as they open for dinner and ask to put your name on the list for later that night. The menu changes daily, but we doubt there’s ever anything not worth trying.

Roadside Seafood $- Stop by this fried seafood joint on your way to Folly Beach for the day. Scoop up some platters of fried fish and calamari, a Big Easy po’ boy sandwich, and some onion rings or fries. Nothing cures a hangover like a little grease followed by a nap by the sea (trust us).

Honorable Mentions: Poogan’s Porch (go for brunch), Brown Dog Deli, Magnolia’s, Callie’s Hot Little Biscuit, & Rodney Scott’s BBQ.

Where to Drink in Charleston

Republic– A great place for lounging during happy hour to get your night started with some great drink specials. The bartenders are friendly and the vibe is relaxed, but things pick up here later in the night.

Rooftop at the Vendue- Rooftop bars are always ideal, especially in a humid southern town like Charleston where the rooftop provides a nice breeze. Enter through the hotel and go up the elevator for some great drinks and a nice view.

The Griffon– Probably our favorite bar in Charleston, The Griffon is the ultimate dive bar.  The walls, ceiling, and every possible surface are lined with dollar bills signed by previous patrons. The price of a drink is right (especially compared to many of the clubs and bars in town). Head to the French Quarter, post up at the bar and plan to get more than a little tipsy.

O’Hara & Flynn– This cute wine bar makes you feel like you’ve stepped off the Charleston streets and into a perfect oasis. Filled with mismatched chairs, wooden shelves stocked with various wines and offering live music on Saturday nights, this is the perfect place to grab a cheese plate or small bite before a late dinner.

Honorable Mentions- Proof,  the bar at Market Pavillion hotel, & Closed for Business.

Where to Play in Charleston

Beach day-Head to Folly Beach or Isle of Palms for some relaxing time by the ocean. If relaxing isn’t your thing, you can rent a SUP board in Folley and explore all day long.

Shopping on Market Street– You could spend your entire weekend visiting the shops along Market Street. They seem to never end. A few of Jessie’s can’t miss stores include CandleFish, Sapphire Boutique, Channels of Charleston, and Savannah Bee Company (so many free samples to taste!). A popular tourist spot is the Historic Charleston City Market as well.

Distillery Tours- Sign up for a quick tour and tasting at Charleston Distilling Co. or the Striped Pig Distillery. A fun way to see how your favorite alcohols are made before sampling the local product.

Visit a Plantation– Magnolia Plantation and Gardens is a great place to take in the beautiful, natural vegetation of Charleston (swamp lands and all). There are several plantations in the area where you can tour the grounds or even go inside the house.

Hit up all the main attractions– Don’t miss a walk along battery park, view the famous rainbow row houses, take a picture in front of the pineapple fountain, relax on a swing chair in Riley Waterfront Park, and keep an eye out for dolphins while you stroll.

Have you ever visited Charleston? Tell us about your favorite places in the comments below!

5 Replies to “The Ultimate Charleston Weekend Guide”

  1. I love visiting Charleston. There is so much to do this. We always take the kids to the SC Aquarium. Next time you need to try out Fleet Landing and the Glass Onion! There were some awesome pictures. Great looking food. Nice post.

  2. I love visiting Charleston. There is so much to do there We always take the kids to the SC Aquarium. Next time you need to try out Fleet Landing and the Glass Onion! Those were some awesome pictures. Great looking food. Nice post.

    1. Yes, we wanted to try Glass Onion on our most recent trip but didn’t get the chance! We’ll have to go next time, thanks for the tip. 🙂

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