How far is Roanoke, VA from Winchester, VA?
The driving distance from Roanoke, VA to Winchester, VA is about 179 miles (288 km), with a travel time of about 03h 22m by car.
- The straight-line flight distance is about 163.7 miles (263.5 km).
- For a round trip, plan for roughly 06h 45m 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 22m.
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.
Independent city in Virginia, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Sunny
Driving Route Map
The map below follows the saved road route between Roanoke and Winchester.
Turn-by-Turn Driving Directions
Step-by-step road directions between Roanoke and Winchester.
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1
Start on the route
87 m · 26 sec
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2
Turn left onto 1st Street Southwest
602 ft · 34 sec · 1st Street Southwest
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3
Turn sharp left onto Franklin Road Southwest
1304 ft · 27 sec · Franklin Road Southwest
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4
Turn left onto Williamson Road Southeast
990 ft · 36 sec · Williamson Road Southeast
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5
Continue on Williamson Road Northeast
1625 ft · 49 sec · Williamson Road Northeast
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6
Take the ramp slight right toward I 581 North, US 220 North: Lexington, Bristol
878 ft · 36 sec
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7
Merge slight left
5.6 mi · 8 min
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8
Keep slight right to continue on I 81 North, US 220 North: Lexington
13.1 mi · 15 min
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9
Continue straight
64.7 mi · 1 hr 10 min
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10
Keep slight left
92.2 mi · 1 hr 41 min
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11
Take the exit slight right toward US 17, US 50, US 522: Winchester
1260 ft · 40 sec
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12
Turn slight right
590 ft · 14 sec
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13
Merge slight left onto Millwood Pike
1003 ft · 30 sec · Millwood Pike
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14
Continue on Millwood Avenue
832 ft · 20 sec · Millwood Avenue
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15
Continue on Millwood Avenue
1.2 km · 2 min · Millwood Avenue
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16
Turn right onto South Kent Street
3092 ft · 2 min · South Kent Street
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17
Turn left onto East Boscawen Street
130 m · 18 sec · East Boscawen Street
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18
Turn right onto North Cameron Street
742 ft · 25 sec · North Cameron Street
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19
Arrive at your destination
0 m · 1 sec · North Cameron Street
Car Route Details
A richer read on the saved driving route between Roanoke and Winchester.
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 81 North
Keep slight left
92.2 mi · 01h 41m
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.
Sunny leaving Roanoke and Sunny near Winchester.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Roanoke to Winchester?
The road trip is about 179 miles (288 km) and usually takes 03h 22m 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?
Staunton is a useful midpoint, sitting about 89.5 miles from Roanoke and 89.5 miles from Winchester.
How much longer is the road route than the straight-line distance?
The direct path is about 163.7 miles (263.5 km), while the road route adds roughly 15.3 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 10:14 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $25.03 one way or $50.07 round trip. Estimated CO2 is about 56.2 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Roanoke and Sunny near Winchester.
Stop Ideas Near Staunton
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 Staunton.
Staunton station
Charlottesville Union Station
Clifton Forge
Kemper Street station
Flight Path Map
This map shows the direct air route between Roanoke and Winchester. Straight-line distance: 163.74 mi (263.52 km).
#1 Roanoke
The most populous city in Roanoke County, Virginia.
| Population | 99,058 |
| Coordinates | 37.2709700, -79.9414300 |
| Altitude | 285 |
| Country | United States |
#2 Winchester
Independent city in Virginia, United States
| Population | 27,700 |
| Coordinates | 39.1856600, -78.1633300 |
| Altitude | 216 |
| Country | United States |
End: Winchester (-78.16333, 39.18566)
Estimated Travel Time
Distance: 288 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 05h 57m |
| 40 mph (64.37 km/h) | 04h 28m |
| 50 mph (80.47 km/h) | 03h 34m |
| 60 mph (96.56 km/h) | 02h 58m |
| 70 mph (112.65 km/h) | 02h 33m |
| 80 mph (129 km/h) | 02h 13m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $25.03 | $50.07 |
| Mid-grade | $4.43 | $27.99 | $55.98 |
| Premium | $4.78 | $30.20 | $60.39 |
| Diesel | $5.62 | $35.54 | $71.09 |
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 Virginia · Apr 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.