How far is Charlottesville, VA from Winchester, VA?
The driving distance from Charlottesville, VA to Winchester, VA is about 94.1 miles (151.4 km), with a travel time of about 02h 26m by car.
- The straight-line flight distance is about 81.6 miles (131.4 km).
- For a round trip, plan for roughly 04h 53m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
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 02h 26m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
This departure sits inside the recommended comfort window for the route.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Village in Virginia
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 Charlottesville and Winchester.
Turn-by-Turn Driving Directions
Step-by-step road directions between Charlottesville and Winchester.
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1
Start on the route
71 m · 23 sec
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2
Turn left onto East Market Street
55 m · 10 sec · East Market Street
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3
Turn right onto 7th Street Northeast
587 ft · 31 sec · 7th Street Northeast
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4
Turn left onto East High Street
96 m · 15 sec · East High Street
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5
Turn right onto Park Street
1.1 km · 2 min · Park Street
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6
Turn left
77 m · 7 sec
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7
Take the ramp straight toward US 250 West
43 m · 4 sec
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8
Merge slight left onto U.S. 250 Bypass
1.5 mi · 3 min · U.S. 250 Bypass
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9
Turn right onto Hydraulic Road
1341 ft · 34 sec · Hydraulic Road
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10
Enter the roundabout and take exit 2 toward Hydraulic Road
29 m · 3 sec · Hydraulic Road
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11
Exit the roundabout onto Hydraulic Road
865 ft · 23 sec · Hydraulic Road
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12
Turn right onto Seminole Trail
24.7 mi · 37 min · Seminole Trail
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13
Turn slight left onto South Main Street
1.3 mi · 2 min · South Main Street
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14
Turn slight left onto North Blue Ridge Turnpike
5.4 mi · 8 min · North Blue Ridge Turnpike
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15
Continue on South F T Valley Road
7.1 mi · 11 min · South F T Valley Road
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16
Continue on F.T. Valley Road
8.2 mi · 11 min · F.T. Valley Road
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17
At the end of the road, turn left onto Sperryville Pike
1.1 km · 1 min · Sperryville Pike
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18
Continue on Sperryville Pike
543 ft · 21 sec · Sperryville Pike
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19
At the end of the road, turn right onto Lee Highway
8.1 mi · 11 min · Lee Highway
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20
Turn left onto Zachary Taylor Highway
10.1 mi · 15 min · Zachary Taylor Highway
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21
Continue on Remount Road
4.7 mi · 7 min · Remount Road
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22
Continue on South Commerce Avenue
1.2 mi · 3 min · South Commerce Avenue
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23
Turn left onto East 6th Street
1220 ft · 28 sec · East 6th Street
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24
Keep slight right to continue on Kendrick Lane
1123 ft · 25 sec · Kendrick Lane
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25
Turn right onto North Shenandoah Avenue
1.4 mi · 3 min · North Shenandoah Avenue
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26
Continue on Winchester Road
6.6 mi · 10 min · Winchester Road
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27
Continue on Stonewall Jackson Highway
2.1 mi · 3 min · Stonewall Jackson Highway
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28
Continue on Front Royal Pike
7.1 mi · 11 min · Front Royal Pike
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29
Turn left onto Millwood Pike
1597 ft · 54 sec · Millwood Pike
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30
Continue on Millwood Avenue
832 ft · 20 sec · Millwood Avenue
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31
Continue on Millwood Avenue
1.2 km · 2 min · Millwood Avenue
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32
Turn right onto South Kent Street
3092 ft · 2 min · South Kent Street
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33
Turn left onto East Boscawen Street
130 m · 18 sec · East Boscawen Street
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34
Turn right onto North Cameron Street
742 ft · 25 sec · North Cameron Street
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35
Arrive at your destination
0 m · 1 sec · North Cameron Street
Car Route Details
A richer read on the saved driving route between Charlottesville and Winchester.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
Seminole Trail
Turn right onto Seminole Trail
24.7 mi · 00h 37m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Sunny leaving Charlottesville and Sunny near Winchester.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Charlottesville to Winchester?
The road trip is about 94.1 miles (151.4 km) and usually takes 02h 26m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Washington is a useful midpoint, sitting about 47 miles from Charlottesville and 47 miles from Winchester.
How much longer is the road route than the straight-line distance?
The direct path is about 81.6 miles (131.4 km), while the road route adds roughly 12.5 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 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 1:36 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $13.15 one way or $26.30 round trip. Estimated CO2 is about 29.5 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Charlottesville and Sunny near Winchester.
Stop Ideas Near Washington
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 Washington.
Culpeper station
Manassas station
Burke Centre
Fredericksburg
Flight Path Map
This map shows the direct air route between Charlottesville and Winchester. Straight-line distance: 81.67 mi (131.43 km).
#1 Charlottesville
The capital of Virginia.
| Population | 46,950 |
| Coordinates | 38.0293100, -78.4766800 |
| Altitude | 142 |
| 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: 151 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 08m |
| 40 mph (64.37 km/h) | 02h 21m |
| 50 mph (80.47 km/h) | 01h 52m |
| 60 mph (96.56 km/h) | 01h 34m |
| 70 mph (112.65 km/h) | 01h 20m |
| 80 mph (129 km/h) | 01h 10m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $13.15 | $26.30 |
| Mid-grade | $4.43 | $14.70 | $29.41 |
| Premium | $4.78 | $15.86 | $31.73 |
| Diesel | $5.62 | $18.67 | $37.34 |
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.