How far is Winchester, VA from East Hampton, VA?
The driving distance from Winchester, VA to East Hampton, VA is about 207.3 miles (333.6 km), with a travel time of about 04h 23m by car.
- The straight-line flight distance is about 178.7 miles (287.6 km).
- For a round trip, plan for roughly 08h 46m 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 04h 23m.
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.
City in Virginia
Route Weather Snapshot
Check the forecast at both ends before you head out.
Driving Route Map
The map below follows the saved road route between Winchester and East Hampton.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winchester and East Hampton.
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1
Start on North Cameron Street
742 ft · 33 sec · North Cameron Street
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2
Turn left onto East Boscawen Street
130 m · 16 sec · East Boscawen Street
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3
Turn right onto South Kent Street
3092 ft · 1 min · South Kent Street
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4
Turn left onto Millwood Avenue
1.2 km · 2 min · Millwood Avenue
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5
Turn left onto Millwood Avenue
1105 ft · 40 sec · Millwood Avenue
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6
Continue on Millwood Pike
5.7 mi · 9 min · Millwood Pike
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7
Continue on John Mosby Highway
2.1 mi · 3 min · John Mosby Highway
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8
Continue on John Singleton Mosby Highway
8.8 mi · 12 min · John Singleton Mosby Highway
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9
Turn right onto Winchester Road
7.8 mi · 13 min · Winchester Road
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10
Keep slight left to continue on I 66 East, US 17 South, VA 55 East: Marshall, Fredericksburg
5 mi · 6 min
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11
Take the exit slight right toward US 17: Warrenton, Fredericksburg
1330 ft · 33 sec
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12
Keep slight right
545 ft · 13 sec
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13
Merge slight left onto Winchester Road
2.4 mi · 3 min · Winchester Road
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14
Continue on James Madison Highway
6.5 mi · 9 min · James Madison Highway
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15
Keep slight right to continue on Eastern Bypass
4.9 mi · 7 min · Eastern Bypass
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16
Continue on James Madison Highway
5.1 mi · 7 min · James Madison Highway
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17
Keep slight right to continue on US 17 South
26.8 mi · 39 min
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18
Take the exit straight toward I 95 South, US 17 South: Richmond
47.9 mi · 53 min
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19
Take the exit slight left toward I 295 South: Williamsburg, Norfolk, Va Beach
1.9 mi · 2 min
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20
Merge slight right onto Korean War Veterans Memorial Highway
13 mi · 14 min · Korean War Veterans Memorial Highway
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21
Take the exit slight right toward I 64 East: Norfolk, Virginia Beach
1.3 mi · 3 min
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22
Merge slight left
61.4 mi · 1 hr 8 min
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23
Take the exit slight right toward US 258 South, US 258 North, VA 134 South: Mercury Boulevard, James River Bridge, Coliseum
1158 ft · 28 sec
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24
Keep slight right to continue on US 258 North, VA 134 South: Mercury Boulevard, Coliseum
4.2 mi · 8 min
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25
Turn right onto Southerland Drive
1063 ft · 47 sec · Southerland Drive
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26
Arrive at your destination
0 m · 1 sec · Southerland Drive
Car Route Details
A richer read on the saved driving route between Winchester and East Hampton.
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 64 East
Merge slight left
61.4 mi · 01h 08m
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 Winchester and Sunny near East Hampton.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winchester to East Hampton?
The road trip is about 207.3 miles (333.6 km) and usually takes 04h 23m 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?
Bowling Green is a useful midpoint, sitting about 103.6 miles from Winchester and 103.6 miles from East Hampton.
How much longer is the road route than the straight-line distance?
The direct path is about 178.7 miles (287.6 km), while the road route adds roughly 28.6 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 8:14 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $28.95 one way or $57.91 round trip. Estimated CO2 is about 65 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Winchester and Sunny near East Hampton.
Stop Ideas Near Bowling Green
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 Bowling Green.
Fredericksburg
Ashland
Richmond Staples Mill Road station
Quantico
Flight Path Map
This map shows the direct air route between Winchester and East Hampton. Straight-line distance: 178.73 mi (287.64 km).
#1 Winchester
Independent city in Virginia, United States
| Population | 27,700 |
| Coordinates | 39.1856600, -78.1633300 |
| Altitude | 216 |
| Country | United States |
#2 East Hampton
Town in New York
| Population | 147,993 |
| Coordinates | 37.0373700, -76.3316100 |
| Altitude | 1 |
| Country | United States |
End: East Hampton (-76.33161, 37.03737)
Estimated Travel Time
Distance: 334 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 06h 54m |
| 40 mph (64.37 km/h) | 05h 10m |
| 50 mph (80.47 km/h) | 04h 08m |
| 60 mph (96.56 km/h) | 03h 27m |
| 70 mph (112.65 km/h) | 02h 57m |
| 80 mph (129 km/h) | 02h 35m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $28.95 | $57.91 |
| Mid-grade | $4.43 | $32.38 | $64.75 |
| Premium | $4.78 | $34.93 | $69.85 |
| Diesel | $5.62 | $41.11 | $82.22 |
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.