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5 Iconic Hotels Charleston

Charleston does hospitality better than almost anywhere, and its hotels range from a grand downtown landmark to a Gilded Age mansion to a rooftop-topped art hotel. These are the five iconic stays worth booking for the room and the setting, with what to know for each.

1

Charleston Place The grand landmark

Market / King Street · $$$
Charleston Place Photo: Imran Khan

Why it made the list: The city's grand downtown hotel, an elegant landmark right at the top of the historic shopping district with a sweeping lobby staircase, a rooftop pool and polished service. It's the classic, central, do-it-all splurge.

Best for: A first-timer's central stay
The vibe: Grand, polished, classic
Good to know: A drink in the Thoroughbred Club or an afternoon at the rooftop pool.
Insider tip: It puts you steps from King Street and the City Market, the most walkable base in town. The rooftop pool is a lovely warm-weather perk.
2

The Wentworth Mansion The romantic

Harleston Village · $$$
The Wentworth Mansion Photo: Wentworth Mansion

Why it made the list: A lavish 1886 Second Empire mansion turned intimate inn, all Tiffany glass, carved woodwork and a rooftop cupola with a 360-degree view over the steeples. It's the most romantic stay in the city, with the acclaimed Circa 1886 restaurant on the grounds.

Best for: An anniversary or special-occasion trip
The vibe: Opulent, intimate, romantic
Good to know: Sunset from the rooftop cupola, then dinner at Circa 1886.
Insider tip: The rooftop cupola view is the signature, so ask about access. It's a short walk from King Street but feels wonderfully tucked away.
3

The Dewberry The design pick

Marion Square · $$$
The Dewberry Photo: The Dewberry Charleston

Why it made the list: A restored 1960s federal building reborn as a sleek 'Southern reveries' hotel on Marion Square, with a much-loved brass-and-marble lobby bar and a rooftop lounge. It's the stylish, design-forward counterpoint to the antebellum inns.

Best for: A design-led weekend
The vibe: Chic, midcentury, buzzy
Good to know: A cocktail in the Living Room bar, then up to the Citrus Club rooftop.
Insider tip: The lobby bar is a destination in its own right, even for non-guests. It faces Marion Square and its Saturday farmers market.
4

Planters Inn The classic inn

Market Street · $$$
Planters Inn Photo: Planters Inn

Why it made the list: A refined Relais & Chateaux inn on Market Street with a lush courtyard, four-poster beds and the celebrated Peninsula Grill, home of the legendary coconut cake. It's timeless, gracious old Charleston.

Best for: A gracious, classic stay
The vibe: Genteel, timeless, quiet
Good to know: A slice of the famous coconut cake at Peninsula Grill.
Insider tip: The courtyard rooms are the serene ones, away from the market bustle. Book Peninsula Grill even if you're staying elsewhere.
5

The Vendue The art hotel

French Quarter · $$$
The Vendue Photo: The Vendue, Charleston's Art Hotel

Why it made the list: Charleston's 'art hotel', a warren of rooms in restored French Quarter warehouses filled with rotating contemporary art and topped by a popular rooftop bar with harbor and steeple views. It's characterful, central and fun.

Best for: A lively, art-filled stay
The vibe: Creative, eclectic, social
Good to know: Sunset drinks on the rooftop bar overlooking the rooftops and harbor.
Insider tip: The rooftop bar is open to non-guests and one of the better perches downtown. It's steps from Waterfront Park and the galleries.

⭐ Bonus Pick: Zero George & The Restoration

Two more strong stays: Zero George is a serene collection of restored 1804 residences around a courtyard with a acclaimed intimate restaurant, and The Restoration on King is a stylish all-suite hotel with a rooftop pool bar right in the thick of the shopping district.

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