sunset over st philip's episcopal church in historic downtown charleston, sc

Historic downtown Charleston suffered through a rough period, stretching about 150 years.


The period was, you guessed it, after the Civil War until fairly recently. The Lowcountry didn’t have a strong enough economy to warrant the investment other parts of America enjoyed, especially after World War II.


But it wound-up being a blessing in the eyes of preservationists.


Were it not for the abject poverty the South Carolina Lowcountry suffered for much of the Twentieth Century, Charleston real estate would have been more valuable. And valuable real estate would have meant the complete conversion of historic downtown Charleston, SC, to just another Mid-Century American metropolis.


Instead, Charleston, South Carolina, remained a relative backwater. Few moneyed interests showed any desire to knock-down the beautiful historic buildings in downtown Charleston.

A Recent History of Historic Downtown Charleston Real Estate

Once money again flowed-in after Hurricane Hugo, the most recent Charlestonian renaissance was able to take off. But by then, Charleston was sensible enough to recognize the benefits of keeping their gorgeously inefficient old buildings. Groups like the Board of Architectural Review and the Historic Charleston Foundation have been integral in preserving the historic downtown. Now, rich people don’t buy historic homes and knock them down. Instead, they buy them and live in them for about a week per year.

Why This Hipster Chose Historic Downtown Charleston

historical neighborhood in historic downtown charleston scOf all the attractions and activities that make living in Charleston so spectacular: the beaches, the food, and the people; the beautiful streets of historic downtown Charleston are what drew this hipster here in the first place. But there is so much more to the Charleston historic district than just pretty buildings. The cultural capital of the South is still the place to feel the pulse of Southern culture. From some of the best fine dining restaurants in downtown Charleston, SC, to the famous attractions, there is plenty to keep both visitors and residents busy. Most of the best things to do in Charleston, SC, are situated downtown, including the Historic Charleston City Market.


Wandering around historic downtown Charleston neighborhoods is one of my favorite outdoor activities here.

The People of Historic Downtown Charleston

And the residents represent a broad spectrum of socio-economic classes and subcultures in America. Hipsters rub elbows with Southern preps in downtown Charleston bars on Upper King Street and elsewhere. Charleston is one of the few cities in America with a growing young population. This is one of the few places in America that can both attract and keep young people living here happily.

Gentrification in Historic Downtown Charleston

But that’s not to say living in historic downtown Charleston is all roses. One of the biggest problems is historic downtown Charleston gentrification and changing from a racially diverse downtown to a monochromatic one.

The 14 Best Historic Downtown Charleston Neighborhoods

While some lump all historic downtown Charleston into one area, a city with this much history should not be thrown together. There are many smaller neighborhoods on the downtown Charleston peninsula, some only a few streets long. But each of them is unique and distinct from the other neighborhoods. And all have their own histories.


This video is from the 1990s, but the information is all still accurate. And it’s got some guy named Bob Vila. He used to be famous or something.

A quick scan of a historic downtown Charleston map, from the northwest of the peninsula to the Battery, would look like this:


the citadel is near westside, wagener terrace, hampton park terrace, and hampton park in historic downtown charleston sc

1) Westside Neighborhood

This is what would be called an “up and coming” neighborhood. The Westside neighborhood was still kind of scary when I first moved here, I remember my roommates recommending avoiding parts of it at night. Now, yuppies are taking over this part of town as well.

Things to Do in the Westside Neighborhood of Charleston

What is a residential neighborhood features more than a few fun things to do. For example, a recent date night featured a Riverdogs baseball game at the Joseph P. Riley, Jr Park. Another well-known Westside attraction is Brittlebank Park and the Greek Orthodox Church of the Holy Trinity. The Greek Orthodox Church hosts a Greek festival every May that’s pretty fun.

Westside Restaurants

But the places to eat here in Westside are an attraction in their own right. Some of the heavy hitters for this neighborhood include:

  1. Harold’s Cabin
  2. The hot dog stands at the Joe (nickname for the baseball stadium)

Hotels and Places to Stay in Westside

Westside actually has many of the most inexpensive hotels in Historic Downtown Charleston. Across Fishburne Street from Brittlebank Park sit a Holiday Inn Express and Marriott.

2) Hampton Park Terrace

The Hampton Park Terrace neighborhood is that borough I mentioned that is only a few streets long. This little neighborhood is only three blocks wide south of Hampton Park. This neighborhood is largely residential, though the houses are beautiful old mansions from the early 1900s. While many were converted to apartments, some remained single family homes, and many are returning to their original use.


If you’re looking for restaurants or things to do in Hampton Park Terrace, you’ll have to walk over to Westside or Wagener Terrace. As I mentioned, though, they’re not exactly a strenuous walk to get there.

3) Wagener Terrace Neighborhood

This is a big stretch lumping together a few smaller neighborhoods of Wagener Terrace, Longborough, and Lowndes Point. This largely residential area is all north of Hampton Park. I’ll be honest, this is kind of a big, nebulous neighborhood. But I Live in Wagener Terrace Facebook group is a good one to follow for all things related to the neighborhood.

Restaurants and Things to Do in Wagener Terrace

But there’s a lot going on in Wagener Terrace. The neighborhood stretches from the Citadel and Hampton Park over to Magnolia Cemetery.


It has some fantastic places to eat. More than a few make my list of the best casual restaurants in Charleston, such as:

  1. Moe’s Crosstown Tavern
  2. Rutledge Cab Company
  3. Park Cafe
  4. Tattooed Moose

4) North Central

The North Central neighborhood is another area of the peninsula that is changing rapidly. And by changing, I mean gentrifying.

Places to Eat and Things to Do in North Central

There aren’t a ton of things to do here, though the Palmetto Brewing Company is just on the other side of the 526 overpass on Huger Street. There are some decent restaurants along King Street, though:

  1. Little Jack’s Tavern
  2. Leon’s

5) Cannonborough / Elliotborough

These two always get lumped together, named after their respective streets that pass through the middle of their neighborhoods. Cannonborough and Elliotborough are one of the top places to live in historic downtown Charleston now. Real estate and rents are not as expensive as further down the peninsula, and these neighborhoods are very livable.

Things to Do and Places to Eat in Cannonborough/Elliotborough

There are a lot of great shops and restaurants here in a very walkable neighborhood. Not counting the restaurants and bars along nearby King Street, some culinary highlights include:

  1. D’Allesandro’s
  2. Five Loaves
  3. Hominy Grill
  4. Xiao Bao Biscuit

One of my favorite bars in downtown Charleston is here: Elliotborough Mini Bar. It’s also the location of my favorite bakery in downtown Charleston: Sugar Bakeshop. I may be biased, as my roommate is a baker there.

Places to Stay in Cannonborough/Elliotborough

As far as I’m aware, there are no hotels in this neighborhood. But this is the location of Charleston’s only hostel: Charleston’s Not So Hostel. This is also the only neighborhood in historic downtown Charleston where vacation rentals are permitted. You’ll find plenty of options if you take a look.

ravenel bridge is visible from eastside and north central parts of historic downtown charleston sc6) Charleston’s Eastside

To quote a guy on one of those home buying shows, the Eastside neighborhood may be an up and coming neighborhood, “but it ain’t up and come yet”. Eastside features dive bars and the haunts of poor college kids. This is one of the last neighborhoods on the peninsula where real estate prices and rents are not yet ridiculous. Some major renovation projects are going in on this side of the peninsula now, like the Historic Cigar Factory.

Things to Do and Places to Drink in Eastside

Check out the Palmetto Brewing Company on Huger Street. I would also recommend grabbing a drink at the dive bar known as the Palace Hotel. The Cigar Factory is pretty cool too, though that’s about it here for now.

7) East Central

This is kind of an odd area. Walking or driving this area shows more empty lots, empty buildings, and poorer neighborhoods. But gentrification is taking hold here as well, as more restaurants move into this area. Even prices for office space here in burnt-out old factory buildings is insane. Some notable restaurants here include Butcher and Bee, Edmund’s Oast, and Royal American.

8) Radcliffeborough

Radcliffeborough stretches from the Medical University of South Carolina campus to King Street. It goes from Calhoun Street to Morris Street. This is largely residential, but abuts the rapidly-growing Upper King Street, so it has got a few good restaurants and bars going for it. Kudu Coffee and Beer and Brown’s Court Bakeries are both in this neighborhood, and are in my opinion two of the best Charleston coffee shops.

Off one of its streets sits the Cathedral of Saint Luke and St Paul, the cathedral of the Episcopal diocese of South Carolina.

9) Mazyck-Wraggborough

This historic downtown Charleston borough is quaint. It features little parks hidden along quiet streets throughout the neighborhood. The part of Mazyck-Wraggborough that abuts King Street and Meeting street includes some pretty cool spots. Sweet spots include Music Farm, the Charleston Music Hall, and the Charleston Museum. This neighborhood also has the famous Mother Emanuel AME Church on Calhoun Street, site of the recent Charleston shootings.

Other major points of interest nearby include: the South Carolina Aquarium and the Charleston Museum. You can grab a ferry from the wharf on which sits the South Carolina Aquarium to cross the Charleston Harbor to Fort Sumter, by the way.

Start exploring downtown Charleston here when you explore Charleston’s Visitor Education Center.

boats in the charleston marina which abuts harleston village in historic downtown charleston sc10) Harleston Village

Until recently, all the neighborhoods mentioned before were either majority or largely black-dominated. South of Calhoun Street features neighborhoods that have been white-dominated for longer, starting with Harleston Village. The Village of Harleston is one of the larger boroughs in downtown Charleston, and one of the earliest incorporated. Full settlement was slow, however, as much of the land is fill from the former marshes and swamps. Today, the neighborhood is filled with quaint homes and major tourist attractions like the College of Charleston and Colonial Lake.

11) King Street

While not really its own neighborhood, King Street is the Rodeo Drive or Fifth Avenue of Charleston. As such, it deserves some special attention when talking about historic downtown Charleston. Before segregation, Upper King Street was the designated shopping area for black shoppers. King Street below Calhoun was for whites. Today, Upper King Street is defined more by its restaurants and bars, while Lower King Street is full of luxury stores and high-end boutiques. Nice shopping stretches up and down King Street, as well as some of the other attractions. Besides featuring some of the best restaurants and best shopping in downtown Charleston, SC, some other points of interest and events include Marion Square and Second Sunday on King Street.

Many of the most romantic bed and breakfasts in the historic district of Charleston are clustered within a few blocks of King Street, as well.

12) Ansonborough

The only way I can describe the Ansonborough neighborhood is quaint. The little streets lined with row homes and larger historic mansions are worth wandering through from Calhoun Street down to Market Street. Anson Street is one of my favorites streets to wander down in all Charleston. The Gaillard Auditorium is in the Ansonborough neighborhood, as is the Kahal Kadosh Beth Elohim.

13) French Quarter

The French Quarter began when French Protestants (called Huguenots) settled in Charleston after their eviction from France. It’s often called the Charleston French Quarter to differentiate it from the more famous neighborhood in New Orleans. When tourists think of Charleston, they usually think of this romantic borough of downtown. Quaint little streets, some cobblestoned, are full of historic homes. In fact, one of the oldest still-standing buildings in Charleston, the Pink House, is here. The Charleston French Quarter is famous for its restaurants, its art galleries, and many famous historical sites. Some of the top tourist attractions in the neighborhood include Waterfront Park, the Dock Street Theatre, and St. Philip’s Episcopal Church and the French Huguenot Church.

My favorite rooftop restaurant and bar in downtown Charleston is in this neighborhood: the Rooftop at the Vendue.

a view of st michael's church from the south of broad neighborhood in historic downtown charleston sc14) South of Broad

Way down at the bottom of the peninsula lies the neighborhood most visitors come to see (but most residents rarely visit): the South of Broad neighborhood. There isn’t much here aside from beautiful old mansions and some art galleries on Broad Street. But it’s still pretty, and a relaxed place to wander around on an easy Sunday afternoon. South of Broad, or Charlestowne as it’s officially called, includes such attractions as the Nathaniel Russell House, Edmondston-Alston House, Rainbow Row, and White Point Gardens.

Which Historic Downtown Charleston Borough Is Right for You?

If you’re a tourist, you’ll likely be spending a lot of time throughout historic downtown Charleston. Much of your time will be spent around King Street, the French Quarter, and South of Broad. Most of the best historic downtown Charleston  boutique hotels and many other of the best places to stay in Charleston, SC, are clustered along King Street and nearby areas.


Check out our guide to Charleston historic district hotels for an-depth tour of your options.


If you’re looking to establish yourself downtown, you have more options. Your top choice of the best places to live in Charleston, SC, depends on with whom you’d like to rub elbows.

Hipster Charleston Neighborhood Guide

Hipsters live in the Cannonborough /  Elliotborough neighborhood and north to Wagener Terrace. Cannonborough /  Elliotborough also seems to be the “gayborhood” of Charleston, though gay couples are scattered all over the peninsula. Unlike the typical stereotype of the South, historic downtown Charleston is fairly accepting and welcoming.

College Student Neighborhood Guide

College students cluster around the College of Charleston and MUSC, so Radcliffeborough, Harleston Village, and King Street. Just like the gays and hipsters, college students are wherever rent is cheap. Many are moving into the neighborhoods north of the Crosstown and Eastside.

Family Guide to Neighborhoods in Charleston, South Carolina

The best Charleston neighborhoods for families in downtown Charleston is likely the same area: Radcliffeborough, Harleston Village, and then Hampton Park Terrace and Wagener Terrace.

What About the Fabulously Wealthy?

Wealthy families retirees, or just people with too much money on their hands live south of Calhoun street. That said, the 1% is pushing those slightly less fortunate up the peninsula. That has the effect of driving those even less fortunate either further up or off of historic downtown Charleston.


You can find the best time to visit Charleston, SC, for you elsewhere on our site. And be sure to plan a day trip or two near Charleston if you’re here longer than a few days.


And if you’re overwhelmed by how expensive a visit to Charleston (or living here) is going to be, check out our list of the best free things to do in Charleston, South Carolina!