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A MESSAGE REGARDING COVID-19 + CANCELLATION POLICY   Read More >

As winter approaches, Northerners along the Atlantic seaboard, in states from New York to Maine, prepare to head indoors and hunker down for the long winter until warm weather returns in the spring. What if things could be different? You don’t have to endure the bitter cold of a northern winter this year. Instead, spend a month in Charleston to soak up the Lowcountry sunshine, enjoy the outdoors, and lounge on our beautiful beaches, even during the coldest time of year. Whether you’re retired, have the flexibility to work remotely, or simply can plan some time off,  there’s milder temperatures, some incredible historic sites to see and year-round outdoor shopping and dining waiting for you in the Holy City.

Our Insider’s Guide to Charleston has everything you need to know to help you plan your trip. It’s full of our top recommendations for restaurants, breweries, golf courses, activities, and more.  Request your complimentary digital Insider’s Guide today.

Insider's Guide to Charleston

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Benefits

What could be better than spending the coldest time of year in one of America’s top vacation destinations? There are endless benefits to escaping the cold to spend some time relaxing and exploring in the Lowcountry. For one, Charleston’s winter climate is more favorable to many when compared to the often-freezing temperatures of the northeast. Instead, you can comfortably spend time outdoors, enjoy a nice brunch on restaurant patios, and soak up the sunshine on the beach. There are plenty of beach activities to enjoy in the cooler temps, from tossing a football in the surf, gathering with friends for a cookout or taking long walks along the sand. Plus, a change of scenery is the best way to get rid of those winter blues.

Mild Temperatures

There’s nothing like winter in Charleston! While it’s true, you can occasionally experience a cold day here in Charleston, most of our highs in the winter months reach the high 50s and 60s. It’s perfect weather to get out, ride bikes, stroll through downtown, and actually enjoy the winter.

Outdoor Activities

Because of Charleston’s temperate winter climate, there are few things you’ll be unable to do during your stay. And in the winter, you can enjoy many of the same activities that are popular in the summer, minus the crowds. While a dip in the ocean may cause a shiver at this time of year, sitting on the beach is often still comfortable – you just may want to keep the swimsuit in your suitcase!  In historic downtown Charleston, you can enjoy strolling the cobblestone streets through the French Quarter, or walking along the Charleston Battery, the mile long walking path that overlooks Charleston Harbor and is lined with the gorgeous homes of Charleston’s famed South of Broad neighborhood.

Celebrate the Holidays

Sure, there is something nostalgic about sleigh rides through the snow, sledding down the hills around town with friends and eggnog around the fire on Christmas Eve while snowflakes swirl outside the window, but there are plenty of good reasons to celebrate the holidays in Charleston. Whether you are looking for a sunny locale to host your Thanksgiving getaway, or days spent shopping for holiday gifts along Charleston’s famed King Street, Charleston delivers big on holiday festivities.  There’s even a glittery holiday boat parade filled with dazzling  lights.

Golf

In South Carolina, golf is always in season, no matter what time of year.  Not only would snow flurries be a rare event around Charleston, it’s not unusual for January to have numerous 60-degree days. What may impact a winter round of golf in the lowcountry is the shorter days, which usually means planning for an early morning tee time or wrapping up an afternoon on the links by 5 p.m. Still, there are tales of glorious, cool mid-afternoon rounds in the “dead” of South Carolina winters.

 

Find Luxury Long-Term Rentals with Luxury Simplified Retreats

If you’re considering spending a while in Charleston, SC, there’s no better choice than Luxury Simplified Retreats. As you settle in to explore our charming city, you can rest assured that we’ll be there every step of the way to ensure every need is met. Whether you choose to stay on Folly Beach by the water or in the heart of downtown Charleston, you’ll have everything you need to make your space feel like home. Browse our long-term vacation rentals to find your ideal home. Then, book your stay with us today. The Lowcountry awaits!

Are you ready to elevate your happy hour? Look no further than our curated list of the best rooftop bars in Charleston, SC. From mimosas at brunch to late-night fun, we know the best spots to add to your itinerary for any group. 

Ready to plan the rest of your trip? Use our Charleston “Insider’s Guide” to unlock the vacation of your dreams in Charleston, South Carolina!

The Best Rooftop Brunch  The Watch Rooftop Kitchen & Spirits 

 

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The Watch Rooftop Kitchen & Spirits is the perfect place to start your day before shopping and sightseeingWith its central location right off King St., you’ll be ready to jump into action after a delectable brunch. The Watch sits atop the Restoration Hotel and boasts “breathtaking panorama of Charleston’s architectural history, from its iconic 350yearold church steeples to the Greek Revival-period buildings that inspired Edgar Allan Poe. Thirsty? Their brunch carafes serve four to six people and can be filled with Mimosas, Bloody Mary’s, or Margaritas. From Vanilla Bean Brioche French Toast to Fried Chicken Biscuit, The Watch serves up a tasty Southern brunch for sweet and savory palates alike. 

The Best Rooftop Brews – Pour Taproom 

 

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For a unique rooftop experience, try Pour Taproom! Beer, wine, and cider fans will rejoice in sampling from over 70 rotating taps while taking in the scenic Charleston horizonTo utilize the self-serve tap system, patrons hook their credit or debit card up to a QR code. Looking to sample the selections? The taps are pay-by-the-ounce, so you can sip away without paying for a full glass. Once you’ve settled on a beer that you like (or two!)order up some bar bites and unwind with live music. This rooftop bar is great for a large group with varying tastes or a fun date night for two

The Best Rooftop Bar Nightlife – Uptown Social

 

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Are you the life of the party? So is Uptown Social. This trendy, youthful bar offers nightly live music, latenight hours, and refreshing cocktails. Located on King Street in the Historic District, this #instagrammable bar is, without a doubt, THE place to have a good time. We recommend trying one of their Brooklyn pizza pies (like the famous Wake N Bacon or the Falco Classic) and pairing it with an order of the Truffle Fries. Ready to get the party started? Try a Gone with The Gin, an Uptown Old Fashion, or createyourown pitcher to share! 

The Best Luxury Rooftop Bar – Fiat Lux at Hotel Bennett 

 

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For those who indulge in a bougie lifestyle or simply enjoy the art of the cocktail, Fiat Lux is a must-visit on your trip to Charleston. Overlooking Marion Square and located inside the stunning Hotel Bennett, Fiat Lux serves elegant glamour and delicious drinks. This indoor/outdoor bar concept is perfect for panoramic views of the city, with cover for questionable weather days. Fiat Lux boasts an expansive spirit selection and specialty seasonal cocktails. With ingredients like Boba Pearls, House-Made Wasabi Infusion, Strawberry Jam, and more, you’re likely to experience a flavor explosion unique to any other cocktail expedition.  

BONUS: While you’re here, stop by Charleston’s premier Champagne Lounge, Camellias, located on the first floor. This breathtaking lounge was named the “Most Instragrammable Restaurant in South Carolina” by Food Network Magazine. Be sure to ask your server about a Champagne Flight! 

The Best Rooftop View – Citrus Club at the Dewberry 

 

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Cocktail aficionados will appreciate the craft and presentation of the cocktails at Citrus Club. Located on the 8th floor of the Dewberry Hotel, this James Beard AwardNominated bar offers citrusinspired drinks and the highest rooftop in Charleston. Adjacent to Wragg Square and Marian Squareits sweeping views encompass the lush landscapes of the gardens below. With a rum-forward drink menu, its safe to say the libations have an elevated Tiki vibe. Be sure to order one of their signature daiquiris for the complete experience!

Interior View of Blue Haven Luxury Vacation Rental

Now that you’ve made your plans, it’s time to book your accommodations. Luxury Simplified Retreats offers a portfolio of Charleston’s most exclusive vacation rental homes, condos, and villas. You receive upscale amenities, personal services, attention to detail, hand-selected vacation experiences, and premier locations when you book with us.

I’m Ready to Book!