Road trip from Charleston to Winston-Salem
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All Category
Museums
Concerts & Shows
Boat Tours & Water Sports
Sights & Landmarks
Nightlife
Shopping
Nature & Parks
Food & Drink
Fun & Games
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ITINERARY
5h 28m281 miles16 stops
1
The Black Fedora Comedy Mystery Theatre
Live theatre featuring clean comic whodunit shows, volunteer audience participation, a la carte appetizers, homemade desserts, and drinks -- at the downtown City Market. “Uproarious entertainment” - Thrillist.com
2
Edmondston-Alston House
Constructed nearly 200 years ago, circa 1825, the Edmondston-Alston House presents a unique history of the people, both free and enslaved, who lived and labored on this property. Its collection of furniture, silver and decorative arts, largely original to those who owned the house, constitutes a rich, complex history of Charleston in the 19th century. Commanding a magnificent view of Charleston Harbor, the Edmondston-Alston House has witnessed many historic moments in the port city’s history. One of the oldest houses along the High Battery, it withstood the American Civil War, the Earthquake of 1886, and numerous hurricanes; it has survived to share a piece of Charleston history.
3
Studio Cellar
4
The Sleepy Poet Antiques Mall
5
Bojangles' Coliseum
Located in Charlotte, NC - Since 1955, Bojangles' Coliseum has hosted concerts, family shows, conferences, sports events, and Charlotte Checkers hockey.
6
Sugar Creek Brewing Company
Sugar Creek Brewing Co. Bringing Belgian-inspired beer to the Carolinas and beyond, Sugar Creek Brewing Company combines the watchful eye of a Trappist Monk with the technical precision of nuclear engineering to craft fresh, full-flavored beers that are immensely satisfying and intensely drinkable. Using unique combinations of aromatic yeast strains, domestic and imported hops and award-winning malt varietys, Sugar Creek infuses traditional recipes with modern tastes and techniques to create beer that nourishes both mind and body. Sugar Creek Tap Room Mon-Wed: 4pm - 9pm Thursday: 4pm - 10pm Friday: 2pm - 10pm Saturday: 11am- 10pm Sunday: 12pm - 8pm Tighten the ropes and raise the sails, the Sugar Creek Brewing Co. Tap room is where your exploration begins! We have constructed a large taproom and private event room and staffed it with kind, courteous and knowledgeable beertenders. On tap you will find all of our year-round beers as well as seasonal and small-batch releases. Beers are available by the glass, 4 oz. Tasting flights, and growler fills via our Pegas CrafTap growler filler. The taproom is open for exploration seven days a week! Sugar Creek Private Event Room Adjacent to our taproom is our 1700 sqft private event room, complete with a private outdoor patio, private bar, and overhead projector. Private events are available seven days a week, for parties as small as 15 people. In addition to offering a full range of our favorite beers, Sugar Creek is happy to provide food services or accommodate outside catering.
7
Sycamore Brewing
A small family owned brewery featuring an inviting taproom and beer garden. Serving a large selection of fresh craft beer brewed on-site as well as wine. Located directly on the light rail trail (Blue Line) a short walk from the East West stop.
8
Wooden Robot Brewery
9
Historic Rosedale
Built in 1815, Historic Rosedale is a Federal style home surrounded by 9 acres of spectacular gardens and lush green space located just 3 miles north of Charlotte City Centre. Guided tours of the historic house are available every Friday 11:30am, and 1:00pm, and the last Saturday of the month at 11:30am and 1:00pm. Self-guided grounds only tours are available Wednesday - Friday from 10:00am to 2:30pm, (garden tours only does not include admission to historic house).
10
Exit Strategy North
Immersive, challenging, FUN! An exhilarating experience designed to test your wits! Perfect for groups of family, friends, and co-workers! A truly one-of-a-kind experience you'll never forget! Charlotte's #1 escape room, Exit Strategy is the original escape room business in the Southeast, and the most immersive! Boasting 12 uniquely-themed experiences across 2 locations (North and South) in Charlotte. Sixty minutes may sound like a lot of time, until the pressure of cracking clues and solving puzzles intensifies with each passing second. Escape requires keen problem-solving skills and collaboration, perfect for groups of two to ten people (depending on the room). Each uncovered clue places teams one step closer to achieving their ultimate goal: unlocking the door and escaping the room before the clock strikes zero. Success may earn the group a place on Exit Strategy's wall of fame, although failure may inspire a repeat visit to try again.
11
JDL Fast Track
12
Center City Park
13
Hanes Mall
Hanes Mall features favorite stores such as Belk, Dillard's, Macy's, JCPenney, Sears, and Old Navy as well as specialty shops like American Eagle, Abercrombie & Fitch, Gymboree and Banana Republic.
14
Salem Lake
15
Recreation Billiards
16
Lam Museum of Anthropology, Wake Forest University
Discover North Carolina's only museum dedicated to the study of global cultures. Explore stories of humanity, from ancient archaeological sites to the celebrations and struggles of today. Learn about peoples around the world through their everyday and ceremonial objects, and visual arts. Changing exhibits highlight the Museum's collections of nearly 30,000 archaeological and ethnographic artifacts from more than 350 cultures and 90 countries. Admission is free.
Customize this Trip
OVERVIEW
1
Start:The Black Fedora Comedy Mystery Theatre
Charleston, South Carolina·
4.5
(993) review
Live theatre featuring clean comic whodunit shows, volunteer audience participation, a la carte appetizers, homemade desserts, and drinks -- at the downtown City Market. “Uproarious entertainment” - Thrillist.com
2
Start:Edmondston-Alston House
Charleston, South Carolina·
4.5
(992) review
Constructed nearly 200 years ago, circa 1825, the Edmondston-Alston House presents a unique history of the people, both free and enslaved, who lived and labored on this property. Its collection of furniture, silver and decorative arts, largely original to those who owned the house, constitutes a rich, complex history of Charleston in the 19th century. Commanding a magnificent view of Charleston Harbor, the Edmondston-Alston House has witnessed many historic moments in the port city’s history. One of the oldest houses along the High Battery, it withstood the American Civil War, the Earthquake of 1886, and numerous hurricanes; it has survived to share a piece of Charleston history.
3
Start:Studio Cellar
Columbia, South Carolina·
5.0
(9) review
912 Lady St The Vista, Columbia, SC 29201-3106
4
Start:The Sleepy Poet Antiques Mall
Charlotte, North Carolina·
4.5
(93) review
4450 South Blvd, Charlotte, NC 28209-2673
5
Start:Bojangles' Coliseum
Charlotte, North Carolina·
4.0
(98) review
Located in Charlotte, NC - Since 1955, Bojangles' Coliseum has hosted concerts, family shows, conferences, sports events, and Charlotte Checkers hockey.
6
Start:Sugar Creek Brewing Company
Charlotte, North Carolina·
4.5
(98) review
Sugar Creek Brewing Co. Bringing Belgian-inspired beer to the Carolinas and beyond, Sugar Creek Brewing Company combines the watchful eye of a Trappist Monk with the technical precision of nuclear engineering to craft fresh, full-flavored beers that are immensely satisfying and intensely drinkable. Using unique combinations of aromatic yeast strains, domestic and imported hops and award-winning malt varietys, Sugar Creek infuses traditional recipes with modern tastes and techniques to create beer that nourishes both mind and body. Sugar Creek Tap Room Mon-Wed: 4pm - 9pm Thursday: 4pm - 10pm Friday: 2pm - 10pm Saturday: 11am- 10pm Sunday: 12pm - 8pm Tighten the ropes and raise the sails, the Sugar Creek Brewing Co. Tap room is where your exploration begins! We have constructed a large taproom and private event room and staffed it with kind, courteous and knowledgeable beertenders. On tap you will find all of our year-round beers as well as seasonal and small-batch releases. Beers are available by the glass, 4 oz. Tasting flights, and growler fills via our Pegas CrafTap growler filler. The taproom is open for exploration seven days a week! Sugar Creek Private Event Room Adjacent to our taproom is our 1700 sqft private event room, complete with a private outdoor patio, private bar, and overhead projector. Private events are available seven days a week, for parties as small as 15 people. In addition to offering a full range of our favorite beers, Sugar Creek is happy to provide food services or accommodate outside catering.
7
Start:Sycamore Brewing
Charlotte, North Carolina·
4.0
(93) review
A small family owned brewery featuring an inviting taproom and beer garden. Serving a large selection of fresh craft beer brewed on-site as well as wine. Located directly on the light rail trail (Blue Line) a short walk from the East West stop.
8
Start:Wooden Robot Brewery
Charlotte, North Carolina·
4.5
(97) review
1440 S Tryon St Suite 110, Charlotte, NC 28203-4262
9
Start:Historic Rosedale
Charlotte, North Carolina·
4.5
(93) review
Built in 1815, Historic Rosedale is a Federal style home surrounded by 9 acres of spectacular gardens and lush green space located just 3 miles north of Charlotte City Centre. Guided tours of the historic house are available every Friday 11:30am, and 1:00pm, and the last Saturday of the month at 11:30am and 1:00pm. Self-guided grounds only tours are available Wednesday - Friday from 10:00am to 2:30pm, (garden tours only does not include admission to historic house).
10
Start:Exit Strategy North
Charlotte, North Carolina·
5.0
(88) review
Immersive, challenging, FUN! An exhilarating experience designed to test your wits! Perfect for groups of family, friends, and co-workers! A truly one-of-a-kind experience you'll never forget! Charlotte's #1 escape room, Exit Strategy is the original escape room business in the Southeast, and the most immersive! Boasting 12 uniquely-themed experiences across 2 locations (North and South) in Charlotte. Sixty minutes may sound like a lot of time, until the pressure of cracking clues and solving puzzles intensifies with each passing second. Escape requires keen problem-solving skills and collaboration, perfect for groups of two to ten people (depending on the room). Each uncovered clue places teams one step closer to achieving their ultimate goal: unlocking the door and escaping the room before the clock strikes zero. Success may earn the group a place on Exit Strategy's wall of fame, although failure may inspire a repeat visit to try again.
11
Start:JDL Fast Track
Winston Salem, North Carolina·
4.0
(9) review
2505 Empire Dr, Winston Salem, NC 27103-6709
12
Start:Center City Park
Greensboro, North Carolina·
4.5
(9) review
200 N Elm St, Greensboro, NC 27401-2402
13
Start:Hanes Mall
Winston Salem, North Carolina·
4.0
(85) review
Hanes Mall features favorite stores such as Belk, Dillard's, Macy's, JCPenney, Sears, and Old Navy as well as specialty shops like American Eagle, Abercrombie & Fitch, Gymboree and Banana Republic.
14
Start:Salem Lake
Winston Salem, North Carolina·
4.5
(97) review
1001 Salem Lake Rd, Winston Salem, NC 27107-1571
15
Start:Recreation Billiards
Winston Salem, North Carolina·
4.0
(9) review
412 W 4th St, Winston Salem, NC 27101-2805
16
Start:Lam Museum of Anthropology, Wake Forest University
Winston Salem, North Carolina·
4.0
(9) review
Discover North Carolina's only museum dedicated to the study of global cultures. Explore stories of humanity, from ancient archaeological sites to the celebrations and struggles of today. Learn about peoples around the world through their everyday and ceremonial objects, and visual arts. Changing exhibits highlight the Museum's collections of nearly 30,000 archaeological and ethnographic artifacts from more than 350 cultures and 90 countries. Admission is free.
CHECKLIST
GPS device or app
Download Offline Map
Car charger and portable battery
Water bottles and snacks
Travel pillow and blanket
Sunglasses and sunscreen
First-aid kit
Trash bags
Hand sanitizer and wet wipes
Driver’s license and vehicle registration
Cash and cards
Camera or smartphone
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FAQ
Frequently Asked Questions
What's the driving distance between Charleston and Winston-Salem?
The distance is 281 miles
What's the travel time between Charleston and Winston-Salem?
The driving time can vary depending on traffic conditions, but it is typically 5h 28m mins in normal traffic
What are some of the best cities to visit between Charleston and Winston-Salem?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Winston-Salem?
There are plenty! Here are some stops you shouldn’t miss on your way to Winston-Salem
What’s the weather like in Winston-Salem?
The weather in Winston-Salem is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Winston-Salem in January
Weather in Winston-Salem in February
Weather in Winston-Salem in March
Weather in Winston-Salem in April
Weather in Winston-Salem in May
Weather in Winston-Salem in June
Weather in Winston-Salem in July
Weather in Winston-Salem in August
Weather in Winston-Salem in September
Weather in Winston-Salem in October
Weather in Winston-Salem in November
Weather in Winston-Salem in December
Interested in a detailed plan for your time in Winston-Salem?
Plan your dream Winston-Salem trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Winston-Salem
A 2-day itinerary in Winston-Salem
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A 4-day itinerary in Winston-Salem
A 5-day itinerary in Winston-Salem
A 6-day itinerary in Winston-Salem
Where else can I travel to if I'm starting my trip in Charleston?
We have a lot of great trip options for Charleston! See the links below for all the itineraries we created for you