Charleston Itineraries

Girlfriend Getaway

4 days to sip, shop & selfie in Charleston

Girlfriend Getaway

Day One

Check in, dine out and explore around on your first day in America's no. 1 destination.

Check In

Welcome to your waterfront abode away from home. Hilton Garden Inn Charleston Waterfront offers spectacular Lowcountry waterfront views, comfy quarters and easy access to the sights, sounds and flavors found only in Charleston.

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Enjoy a Late Lunch

From their diverse, fresh flavors to their seasonal craft cocktails, there’s nothing basic about Basic Kitchen. Enjoy good food that’s good for you at this laid-back, breezy spot that’s a go-to for locals and visitors alike. Make a reservation and dine al fresco in the covered courtyard, filled with plants and herbs used by the kitchen, while sipping on a beet margarita and diving into everyone’s favorite side dish: their sweet potato wedges served with a vegan cashew ranch with chives.

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Explore Charleston

Ready to see the sights? One of our favorite ways to explore Charleston is to set out on foot and get lost among the charming cobblestone streets. Walks of Charleston Owner Richard Knoth was born and raised in downtown Charleston and has been a licensed tour guide for more than 25 years! Join his team and soak up the history of the Holy City while strolling past antebellum mansions and window boxes boasting their best blooms.

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Sip Cocktails in the Courtyard

An evening at Frannie & The Fox is an absolute must during your girlfriend getaway! This wood-fired eatery’s forté is shareable plates featuring ingredients sourced from local purveyors. Make reservations for the dreamy courtyard and start with the mushroom toast and wood roasted green beans before diving right into the Teleggio pizza and featured pasta. We wouldn’t blame you if you wanted to return each night during your visit!

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Girlfriend Getaway

Day Two

Step into a dreamy movie scene, stroll down one of the most iconic shopping streets in America and transport to the City of Lights without ever leaving the Holy City.

Fuel for Fun Ahead

Rise & shine! Soak up the morning sunshine while enjoying brunch plates and mimosas without even leaving your hotel. Head down to the hotel lobby for breakfast at the Garden Grille, where Chef Matt Barclay, recently featured at the Charleston Wine + Food Festival, leads the culinary team in serving up refreshing plates that can be enjoyed indoors or al fresco on the outdoor patio.

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Step Into a Movie Scene

Though just a short drive from downtown Charleston, Cypress Gardens seems a world away. It was here that a number of motion pictures were filmed, including The Notebook. Remember the dreamy swan scene? Spend a peaceful morning enjoying a scenic boat ride through the 80 acre blackwater swamp surrounded by tall bald cypress and tupelo trees.

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Stroll Down King Street

No girlfriend getaway would be complete without popping into Charleston’s beautiful boutiques on iconic King Street! Add Croghan’s, Hampden, Candlefish, Shoe's on King, LAKE (and so many more) to your Charleston bucket list and you’re sure to be wishing you saved much more room in your suitcase.

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Channel Your French Flair

Félix provides the full Parisian experience, from the cozy atmosphere to the creative plates. Grab a seat at the bar and sip on a house cocktail (our personal favorite is the Smokeshow) before making your way through the mouth-watering menu. How will you ever decide with Soupe á l’Oignon, Croque Monsieur and Steak-Frites all on the menu? Good thing for girlfriends to share bites with!

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Girlfriend Getaway

Day Three

Slow down and savor a day full of beautiful sights, delicious bites and good company.

Brunch at a Neighborhood Gem

This neighborhood café is one of Charleston’s hidden gems! Dine al fresco or indoors, where the café’s floor to ceiling windows and walls adorned with greenery will make you feel as if you’re picnicking in the park. INSIDER TIP: The Avocado Toast and the Turkey Sandwich with jalapeño aioli are just two favorites!

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Explore Beyond the Front Door

Waltz through unrivaled 18th century Charlestonian grandeur at the Nathaniel Russell House, where the exuberant wall colors are startling - particularly when you remember the home is more than 200 years old.

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Retreat & Relax

Unwind with an afternoon of pampering at Woodhouse Day Spa. Slide into a luxurious robe and comfy sandals and sit back and relax during manis and pedis alongside the gals. Or, book individual treatments, from massages to facials, for an hour of tranquility.

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Slow Down & Savor

Post-spa, head to one of the newest, and cutest, spots around - located in the heart of Mount Pleasant’s charming Old Village neighborhood. Post House feels like home away from home and time seems to slow down just a bit when sipping a glass of wine on the outdoor patio surrounded by your best girlfriends. INSIDER TIP: Save room for dessert because the Jonagold Apple Crostata is not to be missed out on!

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Girlfriend Getaway

Day Four

Make the most of your final day and explore Charleston from a different perspective before saying "farewell."

Sip Bloody Marys Over Brunch

Kick off your final day in Charleston with a brunch to remember at The Darling Oyster Bar! Housed in a restored 115-year-old storefront, the classic atmosphere alone is worth the visit. Grab a stool at the raw bar to enjoy a view of bustling King Street along with your oysters or slide into a booth and get ready to please your palate with a table full of seafoodie favorites. And remember, no Southern brunch is complete without a bloody mary (or two)!

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Pick Your Path

Head back to the pool for an afternoon of leisure at the pool with the girls or set out to explore via bicycle via Holy Spokes, the official bike share of Charleston. INSIDER TIP: Bike your way down Meeting Street, Tradd Street, Queen Street and East Bay to “ooh” and “ahh” over colorful historic homes and overflowing window boxes!

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Set Sail

Admire a gorgeous Lowcountry sunset and see how many church steeples you can count on the Holy City skyline while experiencing Charleston from the water aboard the 84-foot, three mast, wooden Schooner Pride. Be sure to keep an eye out for flippered friends swimming alongside!

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Say "So Long" Under The Stars

Enjoy a cocktail with a side of sunset and a cool breeze on your final evening in Charleston at 45 Waterside, Hilton Garden Inn Charleston Waterfront's outdoor rooftop lounge. Ready to plan your return visit already? We can’t wait to welcome you back!

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