Chicago to Key West

Day 4 and 5: Asheville NC to Charleston SC

Day 4 and 5: Asheville NC to Charleston SC

Postcard from Charleston, South Carolina.

Leaving Asheville during the morning rush hour meant a slow start with heavy traffic and giant trucks providing an unwelcome company. Once on the Old US Highway 25 it was another beautiful solo ride within a green lushly forest where the only worry was to avoid the suicidal furry animals crossing the road without giving any notice. Reaching the outskirts of Charleston 8 hours later resulted in hitting the same-day-opposite-direction rush hour, a busy although spectacular entrance in the pastel colored city via the scenic Ashley River Road: an 11 miles tunnel of trees bending towards the street, as if they wanted to touch the column of vehicles passing by. The day off driving was well spent between getting lost among colonial buildings and historical cemeteries, getting sunburned in long walks on sandy beaches, and sharing beers, fried seafood and blood with a billion mosquitoes overlooking a movie worth laguna sunset. Cause I might be an asshole but the romantic type.


Rainbow Row, in Charleston with its famous pastel colored houses
Rainbow Row, in Charleston with its famous pastel colored houses


Driving from Asheville to Charleston Cheat Sheet

Accommodation in Charleston:

  • The Ashley, 201 Ashley Ave, Charleston, SC 29403 My room was very, very tiny but the house incredible. A dreamy, colorful colonial gem a mile north of Broad Street and the French Quarter.

Where to eat and what to see between Asheville NC and Charleston SC

  • White Point Garden2 Murray Blvd, Charleston, SC 29401 a nice park with beautiful trees
  • Husk, 76 Queen St, Charleston, SC 29401.  Southern dishes served in a restored Victorian-era home. I couldn’t get a place in the restaurant so I stayed at the bar sipping an old fashioned, feeling like a local.
  • Leon’s Oyster Shop, 698 King St, Charleston, SC 29403. Great, well, oyster obviously served in multiple ways. One of the best culinary experience of this trip for sure.
  • Folly Beach County Park, 1100 W Ashley Ave, Folly Beach, SC 29439. White, never-ending empty beaches and beautiful beach homes. A vacation rentals paradise.
  • Bowens Island Restaurant, 1870 Bowens Island Rd, Charleston, SC 29412. I got there in the late afternoon but they weren’t serving their famous seafood platter till evening so… I had a couple of cold beers and waited on the terrace overlooking the laguna. Amazing.


Driving the Old US Highway 25 between Asheville and Charleston
Driving the Old US Highway 25 between Asheville and Charleston

Driving from Asheville to Charleston FAQ

How many miles are from Asheville to Charleston?

There are 270 miles from Asheville to Charleston. I didn’t want to drive on the highway unless really necessary so my route was about 300 miles.

How long does it take to drive from Asheville to Charleston?

The quickest way on the highway can take as little as 4h or so. My journey was much slower and I got from Asheville to Charleston in 8 hours.

What’s the best thing about driving from Asheville to Charleston?

Avoiding the new highway and taking the Old US Highway 25 you can have a beautiful solitary drive in the woods. Also right before entering Charleston the 11 miles on the scenic Ashley River Road are incredibly beautiful.

What are the major attractions along the way in a road trip from Asheville to Charleston?

On a road trip from Asheville to Charleston you can drive 2 bucket list roads: the Old US Highway 25 these days completely ignored by most drivers and the Ashley River Road right before entering Charleston. Also in Charleston you got tons of interesting attractions: Rainbow Row, a pastel colored street, lots of colonial buildings and historical cemeteries, white sandy beaches and beautiful parks.

What type of car is best to drive from Asheville to Charleston?

A mid-size. The southern you get the warmer and sunnier it is but at least till the coast you still have chances to meet not very good weather in any season. Also – if like me you prefer to avoid the main highways – the old country roads aren’t super well maintained.



Photos taken in Charleston: houses, beaches and pictures of food

Charleston SC. My guest house, The Ashley, 201 Ashley Ave, Charleston
The room in my guesthouse in Charleston was tiny, but the building, The Ashley, incredible.

Charleston SC. Houses
Beautiful houses in Charleston

Beaches in Charleston at Folly Beach County Park
Beaches in Charleston at Folly Beach County Park

Beach house in Charleston at Folly Beach County Park
Beach house in Charleston, Folly Beach

In Charleston at Folly Beach County Park
Me taking a rest from all the driving and enjoying the first full sunny day in a while

Bowens Island laguna as seen from Bowens Island Restaurant
Bowens Island laguna as seen from Bowens Island Restaurant

The seafood platter at Bowens Island Restaurant, Charleston
The seafood platter at Bowens Island Restaurant in Charleston wasn’t disappointing

Oysters on the half shell at Bowens Island Restaurant, Charleston
Oysters in Charleston #1: on the half shell at Bowens Island Restaurant

Fried Oysters at Leon's Oyster Shop in Charleston
Oysters in Charleston #2: fried at Leon’s Oyster Shop

Char grilled Oysters at Leon's Oyster Shop in Charleston
Oysters in Charleston #3: char-grilled at Leon’s Oyster Shop. Yes I like oysters, so what?

My itinerary on a road trip from Chicago to Key West


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