How far is Oak Island, NC from Winston-Salem, NC?
The driving distance from Oak Island, NC to Winston-Salem, NC is about 239.9 miles (386.1 km), with a travel time of about 03h 50m by car.
- The straight-line flight distance is about 191.4 miles (308.1 km).
- For a round trip, plan for roughly 07h 41m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
Reverse, save, or send this route
This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.
This drive is better planned with a longer stop or an overnight stay.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 03h 50m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Town in North Carolina
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Oak Island and Winston-Salem.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oak Island and Winston-Salem.
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1
Start on South Middleton Avenue
1405 ft · 36 sec · South Middleton Avenue
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2
Continue on North Middleton Street
4.1 mi · 6 min · North Middleton Street
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3
Turn left onto Southport-Supply Road Southeast
9 mi · 12 min · Southport-Supply Road Southeast
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4
Continue on Green Swamp Road Northwest
25.6 mi · 35 min · Green Swamp Road Northwest
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5
Take the ramp left
1058 ft · 26 sec
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6
Merge slight left onto Andrew Jackson Highway
34.1 mi · 39 min · Andrew Jackson Highway
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7
Continue on American Indian Highway
33.6 mi · 37 min · American Indian Highway
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8
Continue on Andrew Jackson Highway
20.2 mi · 23 min · Andrew Jackson Highway
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9
Keep slight left to continue on G R Kindley Freeway
10.5 mi · 11 min · G R Kindley Freeway
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10
Take the exit slight right toward US 1: Rockingham
1626 ft · 41 sec
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11
Turn right
1.1 mi · 2 min
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12
Turn straight
4.4 mi · 6 min
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13
Continue straight
2369 ft · 37 sec
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14
Keep slight right to continue on I 73 North, I 74 West, US 220 North: Asheboro
57.8 mi · 1 hr 5 min
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15
Keep slight right to continue on I 74 West: High Point, Winston-Salem
31.3 mi · 36 min
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16
Keep slight left to continue on I 40 West: Winston-Salem, Statesville
1 mi · 2 min
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17
Merge slight left
2 mi · 2 min
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18
Take the exit slight right toward US 52 North: Mount Airy
1896 ft · 46 sec
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19
Merge slight left onto John Gold Memorial Expressway
2.1 mi · 3 min · John Gold Memorial Expressway
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20
Take the exit slight right toward US 158 West, US 421 North: Salem Parkway
975 ft · 29 sec
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21
Merge slight left onto Salem Parkway
2199 ft · 34 sec · Salem Parkway
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22
Take the exit slight right toward Main Street
1174 ft · 29 sec
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23
Turn slight right onto South Main Street
2161 ft · 44 sec · South Main Street
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24
Arrive at your destination
0 m · 1 sec · North Main Street
Car Route Details
A richer read on the saved driving route between Oak Island and Winston-Salem.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 73 North
Keep slight right to continue on I 73 North, I 74 West, US 220 North: Asheboro
57.8 mi · 01h 05m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A longer out-and-back drive
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
Mostly Sunny leaving Oak Island and Mostly Sunny near Winston-Salem.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oak Island to Winston-Salem?
The road trip is about 239.9 miles (386.1 km) and usually takes 03h 50m in normal driving conditions.
Is this a same-day trip or an overnight route?
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
What is the halfway point on this route?
Gibson is a useful midpoint, sitting about 119.8 miles from Oak Island and 120.1 miles from Winston-Salem.
How much longer is the road route than the straight-line distance?
The direct path is about 191.4 miles (308.1 km), while the road route adds roughly 48.5 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 6:00 AM to 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 9:18 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $33.55 one way or $67.10 round trip. Estimated CO2 is about 75.3 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Oak Island and Mostly Sunny near Winston-Salem.
Stop Ideas Near Gibson
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Gibson.
Hamlet
Dillon
Southern Pines
Florence
Flight Path Map
This map shows the direct air route between Oak Island and Winston-Salem. Straight-line distance: 191.44 mi (308.09 km).
#1 Oak Island
City in Brunswick County, North Carolina, United States of America
| Population | 8,735 |
| Coordinates | 33.9165600, -78.1611100 |
| Altitude | 3 |
| Country | United States |
#2 Winston-Salem
The fifth most populous city in North Carolina.
| Population | 248,112 |
| Coordinates | 36.0998600, -80.2442200 |
| Altitude | 293 |
| Country | United States |
End: North Main Street (-80.244255, 36.099856)
Estimated Travel Time
Distance: 386 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 07h 59m |
| 40 mph (64.37 km/h) | 05h 59m |
| 50 mph (80.47 km/h) | 04h 47m |
| 60 mph (96.56 km/h) | 03h 59m |
| 70 mph (112.65 km/h) | 03h 25m |
| 80 mph (129 km/h) | 02h 59m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $33.55 | $67.10 |
| Mid-grade | $4.43 | $37.51 | $75.03 |
| Premium | $4.78 | $40.47 | $80.94 |
| Diesel | $5.62 | $47.64 | $95.27 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in North Carolina · Jun 02, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.