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Charleston, South Carolina: Your Guide to a Flawless 48-Hour Itinerary

Heading: How to Spend a Perfect 48 Hours in Charleston, South Carolina

Introduction: Charleston, South Carolina is a magical city that boasts historic buildings, delicious food, and southern hospitality. Whether you’re an architecture buff, a foodie, or a nature lover, this charming city has something for everyone. To help you make the most of your visit, we’ve curated a perfect weekend itinerary in Charleston with the help of Jaimie Dewberry, the owner of The Dewberry Hotel and a tastemaker in the Charleston community.

Friday Afternoon:

When it comes to where to stay, according to Jaimie Dewberry, “The only place to stay is The Dewberry, of course!” The John Derian suite is a must-try for all design enthusiasts as it’s filled with curiosities and creature comforts. After checking in, take a walk over to Babas on Cannon for a delicious lunch of pickled shrimp salad or pistachio and parmesan salad. Don’t forget to try their peanut mocha for a sweet end to the meal. After lunch, take a stroll down King Street for some shopping, where Hampden, Veronica Beard, and Beau + Ro are perfect for fashion options. The Juliska flagship store is a must-visit for all home and entertaining needs, while Croghan’s Jewel Box is perfect for antique jewelry. George Gallery is an excellent option to shop for contemporary and modern art.

Friday Evening:

After a day of shopping, head back to the hotel’s “Living Room” for some house-made popcorn and cocktails. The Panic Button and non-alcoholic Dewberry Spritzer are signature drinks that are sure to knock your socks off. For dinner, Vern’s or Chez Nous both serve seasonal American and French fare, respectively.

Saturday Morning:

Start your morning with a cup of coffee from the hotel lobby and a house-made pastry. The Charleston Farmers Market is just a two-minute walk away and runs every Saturday from April to November. You can try delicious bites from local farmers and restaurants, and there’s sure to be something for everyone. Additionally, it’s an excellent opportunity to explore local artisans and makers selling jewelry, woodwork, woven sweetgrass products, soaps, sculptures, pottery, furniture, and more.

Saturday Afternoon:

Hunt for antiques at some of Dewberry’s favorite places, including Fritz Porter, Wynsum, and Antiques of South Windermere. Don’t forget to fuel up with a fresh and healthy lunch at Basic Kitchen, where veggie-forward options reign supreme, and the cauliflower wings are a real standout. After lunch, take a walk around Charleston and take in all the architectural beauty it has to offer, such as College of Charleston, Rainbow Row, the Aiken Rhett House, Huguenot Church, and the Riviera Theatre.

Related Facts:

• The Dewberry Hotel is a renovated former federal building that was constructed in 1964.

• Hampden is a renowned luxury women’s wear boutique that features ready-to-wear delights from designers like Ulla Johnson and Zimmerman.

• The Charleston Farmers Market hosts local musicians and artists, so there’s always something fun going on!

Key Takeaway:

Charleston, South Carolina, is a fascinating destination for travelers who love history, good food, and southern hospitality. There are numerous ways for visitors to soak up the city’s unique atmosphere, including indulging in antique shopping, exploring local food markets, and simply admiring the colonial architecture.


Whether you’re a seasoned traveler or a first-timer, our 48-hour weekend guide in Charleston is perfect for anyone who wants to explore the city’s finest spots. With our curated itinerary, you’ll get to experience everything that this magical destination has to offer, including its famous food scene, boutique shopping, and stunning historic landmarks. So what are you waiting for? Book your trip to Charleston today!

Denk Liu
Denk Liu
Denk Liu is an honest person who always tells it like it is. He's also very objective, seeing the situation for what it is and not getting wrapped up in emotion. He's a regular guy - witty and smart but not pretentious. He loves playing video games and watching action movies in his free time.

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