Origin
Hampton, VA
Evening in Hampton on Sunday
Local time
6:22 PM
EDT
Current temp
67°F
Unavailable
Live forecast
Trip from Hampton, VA to Winchester, VA
Drive Time
4h 19m
Distance
205.8 mi
331 km
Drive Score
8/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$33
one way
EV Charging
Loading...
station data
Best Time to Leave
4 AM
4h 7m
★
6 AM
4h 20m
8 AM
4h 46m
10 AM
4h 29m
12 PM
4h 27m
3 PM
4h 31m
5 PM
4h 45m
8 PM
4h 12m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Hampton, VA
Sarah O'Shea
Winchester, VA
Roberto Lee Cortes
Trip Overview
The drive from Hampton, VA to Winchester, VA covers 205.8 miles and takes about 4h 19m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on West Pembroke Avenue, North Armistead Avenue, I 64 West for much of the mileage, and the overall profile is turn-heavy local drive. At current regular gas prices, budget about $32.94 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is possible, but it will make for a full day on the road.
Break Rhythm
1 planned break
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
102.9 miles from Hampton, VA
A natural place for your longest stop of the day , about 2h 9m into the drive .
Drive Character
Expect a 4h 19m drive with frequent turns across 205.8 miles of local and secondary roads.
This route has more turning and local-road decision points than a simple highway run.
There are about 31 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
West Pembroke Avenue is one of the defining roads on this drive.
How Hard Is This Drive?
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. There are only a few real navigation decisions along the way.
Route Complexity
3/10
Easy - simple navigation with a manageable amount of wheel time
This is a straightforward 4h 19m drive. You will face about 0 decision points, but nothing that requires special attention if you follow navigation.
Where does it get tricky?
This route does not have any notably tricky sections. Most of the drive from Hampton, VA to Winchester, VA is straightforward, with well-signed roads and simple exits.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| West Pembroke Avenue | Unavailable | Refreshing |
| North Armistead Avenue | Unavailable | Refreshing |
| I 64 West | Unavailable | Refreshing |
| Hampton Roads Beltway | Unavailable | Refreshing |
| I 295 | Unavailable | Refreshing |
| I 295 North | Unavailable | Refreshing |
| Korean War Veterans Memorial Highway | Unavailable | Refreshing |
| I 95 North | Unavailable | Refreshing |
Per-road distance and duration are being refreshed from OSRM for this route.
Longest stretch:
West Pembroke Avenue
— detailed segment metrics are refreshing.
Turn-by-Turn Driving Directions
Step-by-step road directions between Hampton, VA and Winchester, VA.
1
Start on North King Street
125 ft
·
6 sec
·
North King Street
2
Turn left onto West Pembroke Avenue
0.3 mi
·
42 sec
·
West Pembroke Avenue
3
Turn right onto North Armistead Avenue
0.9 mi
·
1 min
·
North Armistead Avenue
4
Take the ramp slight left toward I 64 West
0.3 mi
·
45 sec
·
I 64 West
5
Merge slight left onto Hampton Roads Beltway
2.5 mi
·
3 min
·
Hampton Roads Beltway
6
Keep slight left
61 mi
·
1 hr 7 min
7
Take the exit slight right toward I 295, US 60: Washington, Rocky Mount NC
0.5 mi
·
32 sec
·
I 295, US 60: Washington, Rocky Mount NC
8
Keep slight right to continue on I 295 North: Washington
1.3 mi
·
2 min
·
I 295 North: Washington
9
Merge slight left onto Korean War Veterans Memorial Highway
12 mi
·
12 min
·
Korean War Veterans Memorial Highway
10
Take the exit slight left toward I 95 North: Washington
2.4 mi
·
2 min
·
I 95 North: Washington
11
Merge slight right
46 mi
·
49 min
12
Keep slight right
1.6 mi
·
1 min
13
Keep slight right to continue on US 17 Business: Falmouth
0.3 mi
·
42 sec
·
US 17 Business: Falmouth
14
Turn left onto Warrenton Road
23 mi
·
33 min
·
Warrenton Road
15
Continue on Marsh Road
4.2 mi
·
7 min
·
Marsh Road
16
Turn right onto James Madison Highway
4.6 mi
·
6 min
·
James Madison Highway
17
Continue on Eastern Bypass
2.4 mi
·
3 min
·
Eastern Bypass
18
Keep slight right to continue on Eastern Bypass
2.3 mi
·
3 min
·
Eastern Bypass
19
Continue on James Madison Highway
6.7 mi
·
9 min
·
James Madison Highway
20
Continue on Winchester Road
2.7 mi
·
3 min
·
Winchester Road
21
Turn left
4.8 mi
·
5 min
22
Take the exit slight right toward US 17 North: Delaplane, Paris
8.1 mi
·
13 min
·
US 17 North: Delaplane, Paris
23
At the end of the road, turn left onto John Singleton Mosby Highway
8.9 mi
·
12 min
·
John Singleton Mosby Highway
24
Continue on John Mosby Highway
2.1 mi
·
3 min
·
John Mosby Highway
25
Continue on Millwood Pike
5.7 mi
·
9 min
·
Millwood Pike
26
Continue on Millwood Avenue
0.2 mi
·
20 sec
·
Millwood Avenue
27
Continue on Millwood Avenue
0.8 mi
·
1 min
·
Millwood Avenue
28
Turn right onto South Kent Street
0.6 mi
·
1 min
·
South Kent Street
29
Turn left onto East Boscawen Street
427 ft
·
18 sec
·
East Boscawen Street
30
Turn right onto North Cameron Street
0.1 mi
·
25 sec
·
North Cameron Street
31
Arrive at your destination
Trip Plan
Morning Departure
An early start around 7-8 AM gets you there with plenty of daylight left.
Evening Departure
A late afternoon start means arriving after dark. Morning is better.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 102.9 miles from Hampton, VA, or about 2h 9m into the drive.
This is a comfortable same-day trip.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 80 miles or 1h 41m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 102.9 miles or 2h 9m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 3h 33m
Traffic, exits, and arrival timing usually matter more near Winchester, VA than in the middle of the route.
Before You Leave
+
Open the route before leaving Hampton, VA so your first major turns are already loaded.
+
Leave with enough water and a charging cable within reach, not packed away.
+
Check your fuel range against the first long segment, especially if you are starting outside city service areas.
Day 1
Settle into the route from Hampton, VA
This is one driving day of about 205.8 miles and 4h 19m.
Your first comfortable stop window is around 80 miles from Hampton, VA.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 1 real break rather than only quick fuel stops.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 102.9 mi from Hampton, VA · 2h 9m into the drive
Mid-route town
Meal stop
103 mi into the route
Best for: Lunch, fuel, and a longer reset
This sits close to the middle of the route, so it works well for the longest stop of the day.
Pacing Suggestions
Fuel and coffee
A short stop after about 80 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 102.9 miles from Hampton, VA, which is a good place for a longer meal and fuel stop.
Arriving in Winchester, VA
The final approach into Winchester, VA usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.
Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Winchester, VA.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Fuel & Cost
Regular Gas
$32.94 one way
$65.87 round trip
$4.07/gal
25.4 MPG avg
72 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.43 | $35.89 | $71.77 |
| premium | $4.78 | $38.71 | $77.43 |
| diesel | $5.64 | $45.72 | $91.44 |
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$33
Meals
$25–$50
Total
$58–$83
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 72 kg one way. Prices: EIA weekly data, 2026-04-06.
Driving Electric?
About $22 in charging · 0 stops · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 61.7 | 0 | $21.61 | $9.88 |
| Efficient EV | 51.5 | 0 | $18.01 | $8.23 |
| EV Truck/SUV | 82.3 | 1 | $28.81 | $13.17 |
Gas CO2
72 kg
EV CO2
24 kg (67% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Destination
Winchester, VA
Evening in Winchester on Sunday
Local time
6:22 PM
EDT
Current temp
60°F
Unavailable
Live forecast
Along the Route
62°F
La Plata, MD
103 mi in
Seasonal Notes
Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.
Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.
Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
7 degrees cooler at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
4h 19m on the road
An early start around 7-8 AM gets you there with plenty of daylight left.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Hampton, VA to Winchester, VA covers 205.8 miles and takes about 4h 19m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are West Pembroke Avenue, North Armistead Avenue, I 64 West. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 102.9 miles from Hampton, VA. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $32.94 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
An early start around 7-8 AM gets you there with plenty of daylight left. A late afternoon start means arriving after dark. Morning is better.
Plan about 1 meaningful break for fuel, food, or rest. Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
This is a straightforward 4h 19m drive. You will face about 0 decision points, but nothing that requires special attention if you follow navigation.
This route does not have any notably tricky sections. Most of the drive from Hampton, VA to Winchester, VA is straightforward, with well-signed roads and simple exits.
The route from Hampton, VA to Winchester, VA does not surface many named destination signs beyond the main corridor.
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