The Ultimate Charleston Weekend Getaway for Women: Walkable, Charming & Full of Southern Surprises

A picturesque sidewalk in Charleston, South Carolina, lined with colorful historic homes, window boxes full of flowers, and leafy trees under soft daylight.

Why Charleston is Perfect for a Weekend Getaway

Planning a Charleston weekend getaway for women? You’re in the right place. Charleston, SC, feels like a Southern storybook come to life—with cobblestone streets, pastel homes, and just enough drama to keep things interesting. I recently took a mother-daughter trip here and logged over 20,000 steps a day, soaking it all in. From the iconic Pineapple Fountain to surprise hits (and a couple of letdowns), here’s what stood out most.

Travel Tip: Wear comfortable sneakers and, if you’re visiting in fall or winter, layer up.

Charleston Weekend Getaway - A Historic sidewalk in Charleston, South Carolina, lined with colorful historic homes, window boxes full of flowers, and leafy trees under soft daylight.

The Best of Our Charleston Weekend Getaway for Women

Start With a Walking Tour

Purchasing a walking tour was a great way to get the lay of the land. Charleston’s downtown is walkable but sprawling, and it’s easy to get lost (which we did—twice!). Our tour was informative, educational, and fun.

Stay at the Andrew Pinckney Inn

Located in the heart of the historic district, the Andrew Pinckney Inn checked all our boxes: charming accommodations, Southern hospitality, and a complimentary breakfast that exceeded expectations.

Elegant hotel room at Andrew Pinckney Inn in Charleston, SC, featuring two plush queen beds, a decorative mirror, soft lighting, and cozy furnishings.

Tour Historic Charleston Homes

I don’t normally go for house tours, but Charleston’s were fascinating. With tragic and powerful history told through stunning architecture and lush hidden gardens, the storytelling alone made it worthwhile. Combo tickets are often available for a great price.

Take Charleston’s Only Haunted Carriage Tour

This ghost tour was a surprise favorite. It’s held in the evening (ideal in South Carolina heat), offers fascinating local history with a spooky twist, and the guide made it so fun. Shout-out to Jessica and our horse Ben!

Horse-drawn carriage touring through a charming, historic street in Charleston, South Carolina, with a tan draft horse in harness and classic architecture in the background.

Free Things to Do on a Charleston Weekend Getaway for Women

Walk the Historic Streets

Create your self-guided tour through Charleston’s charming streets. It’s free, beautiful, and photo-worthy.

Visit Waterfront Park & the Pineapple Fountain

The iconic Pineapple Fountain is a must-see, and it’s completely free to visit. The nearby Riverfront Park offers river views, shaded oaks, and a relaxing vibe perfect for a girls’ trip.

Explore Rainbow Row, King Street & Philadelphia Alley

These spots are Charleston icons. Stroll through the City Market for handmade crafts, explore cute shops along King Street, and snap a few pics in Philadelphia Alley.

See Charleston’s Churches and Graveyards

Charleston is full of historic churches and cemeteries open to the public. It’s a peaceful and reflective way to soak in the city’s past.

Don’t Miss This Hidden Gem: Shem Creek

Just a short ride over the Cooper River in Mount Pleasant is Shem Creek—a favorite spot of mine. It’s a great place to grab lunch, watch the boats, and walk along the water.
Read My Shem Creek Guide →

View of Shem Creek at sunset with boats docked along the waterfront and popular outdoor dining spots lining both sides of the creek in Mount Pleasant, South Carolina](shem-creek.jpg)

Favorite Places to Eat in Charleston

  • Husk Restaurant
    Elevated Southern cuisine and a charming setting. A must!
    76 Queen St.
  • Church and Union
    Comfort food in a stunning converted church. Loved it.
    32 North Market Street
  • Hotel Emeline Dining
    Yes, hotel food made the list! The restaurant inside Emeline was fabulous, and Clerk’s Coffee was a perfect coffee stop.
    181 Church St.
  • 82 Queen
    Beautiful courtyard dining with She Crab soup and tomato pie you’ll dream about later. Book ahead!

What to Skip on Your Charleston Weekend Getaway

  • Poogan’s Porch
    Poor service and forgettable food made this a no-go for us.
  • Kaminsky’s Dessert Cafe
    The line out the door was misleading. The desserts were just okay. Skip the wait.
  • Boone Hall Plantation
    I wanted to love this historic site, but it felt underwhelming. The tour lacked depth, and many antiques were replicas.

Travel blogger Kathy Brown stands smiling in front of the iconic Pineapple Fountain in Charleston, South Carolina, wearing a black Adidas jacket and jeans on a cloudy day.

Final Thoughts on Our Charleston Weekend Getaway for Women

Charleston is ideal for a weekend filled with history, food, and Southern charm. Planning a mother-daughter trip or a getaway with friends, the city offers a little bit of everything. Just pack comfy shoes and your sense of adventure!


FAQ: Charleston Weekend Getaway for Women

Q: What should I pack for a Charleston girls’ trip?
A: Comfy walking shoes, layers for cooler seasons, a crossbody bag, and a camera.

Q: Is Charleston good for a women’s getaway?
A: Yes! With scenic streets, relaxing parks, great shopping, and tasty dining, it’s perfect for reconnecting with the ladies in your life.


Ready to plan your Charleston weekend getaway for women?
Don’t forget to explore Shem Creek next—it’s the hidden gem of the trip!

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