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Trip from Windsor, VA to Hampton, VA

Last recalculated Apr 15, 2026

Drive Time

1h 16m

Distance

63.9 mi

103 km

Drive Score

7/10

Good drive

Same Day?

Yes, doable

Fuel Cost

$10

one way

Best Time to Leave

Save up to 18 min
4 AM
1h 11m ★
6 AM
1h 17m
8 AM
1h 29m
10 AM
1h 21m
12 PM
1h 20m
3 PM
1h 22m
5 PM
1h 28m
8 PM
1h 13m

Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.

town in southeastern Virginia, United States

Windsor, VA

Wikimedia Commons

independent city in Virginia, United States

Hampton, VA

Wikimedia Commons

Trip Overview

This 63.9-mile drive from Windsor, VA to Hampton, VA is a straightforward, highway-focused trip that can easily be completed in about 1 hour and 16 minutes. With 95% of the journey on highways, it's designed for efficient travel. The estimated fuel cost is around $10, making it an economical option for a day trip. Since there are no recommended stops and the drive is relatively short, you have plenty of flexibility to depart whenever suits you best. Both your origin and destination are within Virginia's Southeast region, so you won't be crossing state lines or experiencing significant regional shifts.

Trip Pace

Same-day drive is realistic

A same-day return is realistic if you keep stops short.

Break Rhythm

0 planned breaks

A short stop every 2 to 3 hours is enough for this drive.

Midpoint

32 miles from Windsor, VA

A natural place for your longest stop of the day , about 38m into the drive .

Drive Character

Expect a highway-dominant experience on this route, with nearly all of your 63.9 miles spent on high-speed roads. The primary roads guiding your journey are VA 33 and Pocahontas Trail, with White Oak Road also playing a role. You'll encounter one significant uninterrupted stretch of 60.5 miles on VA 33, which means fewer opportunities for spontaneous detours or quick breaks. This highway-focused profile suggests a consistent pace and minimal traffic slowdowns, allowing for a predictable travel time.

Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 16 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
VA 33 is the longest continuous segment at about 60.5 miles.

How Hard Is This Drive?

This is a straightforward highway drive that stays mostly on VA 33 and Pocahontas Trail. You will hit about 12 points where you need to pay attention to lane position or signs. The trickiest moment comes early in the drive near Rasmussen Drive.

Route Complexity 5/10

Moderate - straightforward overall, but long enough or busy enough to require pacing

This drive requires moderate attention. Across 63.9 miles you will encounter 12 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.

Where does it get tricky?

The main spots that need attention: near the start (Rasmussen Drive): Navigation decision point; at 2.1 miles (VA 33 / New Kent Highway): Lane positioning matters here; at 2.2 miles (VA 33): Lane positioning matters here. Multiple destination signs - pick the right one.

Critical Maneuvers

5 of 12 key points

These are the spots where you need to pay the most attention. Preview them before you drive.

5
0 mi into trip | ~0m in | Rasmussen Drive

Turn right onto Rasmussen Drive

Navigation decision point

6
2.1 mi into trip | ~5m in | VA 33 / New Kent Highway

Turn left onto VA 33 / New Kent Highway

Lane positioning matters here

Use the left lane.
6
2.2 mi into trip | ~5m in | VA 33

Take the ramp onto VA 33 toward I 64 East, VA 33 East: West Point, Norfolk

Lane positioning matters here. Multiple destination signs - pick the right one

Use the straight / slight right lanes. Toward I 64 East, VA 33 East: West Point, Norfo...
8
62.7 mi into trip | ~1h 13m in

Take the exit toward Armistead Avenue, Langley Air Force Base

Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one

Use the straight / slight right lanes. Exit 265C Toward Armistead Avenue, Langley Air Force Base
9
62.9 mi into trip | ~1h 13m in

Keep slight right at fork toward Armistead Avenue, Langley Air Force Base

Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one

Use the left / right lanes. Toward Armistead Avenue, Langley Air Force Base

Main Roads

Road Distance Duration
VA 33 60.5 mi 1h 7m
Pocahontas Trail 0.7 mi 1m
White Oak Road 0.5 mi 1m
Stockholm Drive 0.5 mi 1m
North Armistead Avenue 0.4 mi 1m
West Pembroke Avenue 0.3 mi <1m
East Williamsburg Road 0.2 mi <1m
North King Street 0.2 mi <1m
Longest stretch: VA 33 — 60.5 mi, about 1h 7m

Turn-by-Turn Driving Directions

Step-by-step road directions between Windsor, VA and Hampton, VA.

1

Start on Gaardahl Drive

256 ft · 13 sec · Gaardahl Drive
2

Turn right onto Rasmussen Drive

506 ft · 24 sec · Rasmussen Drive
3

Turn right onto Stockholm Drive

0.5 mi · 1 min · Stockholm Drive
4

Turn left onto White Oak Road

0.5 mi · 1 min · White Oak Road
5

At end of road, turn right onto US 60; VA 33

0.2 mi · 15 sec · East Williamsburg Road
6

Continue on US 60; VA 33

0.7 mi · 1 min · Pocahontas Trail
7

Turn left onto VA 33

0.2 mi · 17 sec · New Kent Highway
Use the left lane.
8

Take the ramp onto VA 33

61 mi · 1 hr 7 min · VA 33
Toward I 64 East, VA 33 East: West Point, Norfolk Use the straight / slight right lanes.
9

Take the exit

0.1 mi · 25 sec
Exit 265C Toward Armistead Avenue, Langley Air Force Base Use the straight / slight right lanes.
10

Keep slight right at fork

199 ft · 6 sec
Toward Armistead Avenue, Langley Air Force Base Use the left / right lanes.
11

Turn straight onto Rip Rap Road

0.2 mi · 21 sec · Rip Rap Road
12

Turn sharp left onto VA 134

0.4 mi · 1 min · North Armistead Avenue
13

Turn left onto VA 351

0.3 mi · 39 sec · West Pembroke Avenue
14

Turn right onto North King Street

524 ft · 19 sec · North King Street
15

Continue on North King Street

432 ft · 18 sec · North King Street
16

Arrive at destination

North King Street

Trip Plan

Given the short duration of just over an hour, this route is perfectly suited for a spontaneous day trip without the need for overnight stays. You'll want to keep an eye on your fuel gauge, as the longest stretch on VA 33 covers a significant portion of the journey, and there are no designated stops on this route. Leaving mid-morning could help you avoid any potential rush hour traffic in the Hampton area. With only about an hour and a half of driving, you can easily adjust your departure time based on your schedule.

Morning Departure

Leave by 9 AM and you'll arrive before lunch.

Evening Departure

Even a 4 PM departure gets you there before dark in summer.

You can normally do this drive in one day.
You may only need one short stretch break if traffic stays light.
The halfway point lands around 32 miles from Windsor, VA, or about 38m into the drive.
The longest continuous stretch on this route runs about 60.5 miles.

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 63.9 miles or 1h 16m in

Use this first pause for coffee, a restroom break, and a quick traffic check ahead.

Halfway reset

Around 32 miles or 38m in

This is the best place for your longest stop, a real meal, and a full fuel check.

Final approach

Final hour starts around 1h 4m

Traffic, exits, and arrival timing usually matter more near Hampton, VA than in the middle of the route.

Before You Leave

+

Open the route before leaving Windsor, 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 Windsor, VA

This is one driving day of about 63.9 miles and 1h 16m.

Your first comfortable stop window is around 80 miles from Windsor, VA.
This route can stay practical as a one-day drive if traffic stays reasonable.
You may only need one short stretch stop if conditions stay smooth.
The longest stretch is on VA 33 for about 60.5 miles.

Where to Stop

Rest stops, refuel points, and overnight suggestions along this route.

Halfway Point

Midpoint

About 32 mi from Windsor, VA · 38m into the drive

Downtown Middletown, MD, MD

Mid-route town

Meal stop

Middletown, MD

32 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

Princess Anne, MD

Fuel and coffee

A short stop after about 63.9 miles helps settle the day before fatigue starts building.

Middletown, MD

Meal break

The midpoint is around 32 miles from Windsor, VA, which is a good place for a longer meal and fuel stop.

Before the longest stretch

Fuel check

Top up before VA 33 if your tank is already low. That segment runs about 60.5 miles.

Arriving in Hampton, VA

The final approach into Hampton, 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 Hampton, 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

$9.99 one way

$19.99 round trip

$3.97/gal 25.4 MPG avg 22 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.34 $10.93 $21.85
premium $4.70 $11.83 $23.65
diesel $5.61 $14.11 $28.22

No toll roads detected on this route.

Estimated Trip Cost (one way, 1 person)

Fuel

$10

Meals

$25–$50

Total

$35–$60

Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.

Estimated CO2 emission: 22.4 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $7 in charging · 0 stops · 68% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 19.2 0 $6.71 $3.07
Efficient EV 16 0 $5.59 $2.56
EV Truck/SUV 25.6 0 $8.95 $4.09

Gas CO2

22 kg

EV CO2

7 kg (68% 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.

Forecast as of Apr 15, 2026

Origin

Windsor, VA

Evening in Windsor on Wednesday

Local time

7:08 PM

EDT

Current temp

72°F

Unavailable

Live forecast

Destination

Hampton, VA

Evening in Hampton on Wednesday

Local time

7:08 PM

EDT

Current temp

69°F

Unavailable

Live forecast

77°F

Middletown, MD

32 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

3 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

1h 16m on the road

Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.

Weather data from the National Weather Service. Conditions may change; check closer to your travel date.

Frequently Asked Questions

The drive from Windsor, VA to Hampton, VA covers 63.9 miles and takes about 1h 16m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are VA 33, Pocahontas Trail, White Oak Road. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 32 miles from Windsor, VA. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $9.99 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
This drive requires moderate attention. Across 63.9 miles you will encounter 12 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
The main spots that need attention: near the start (Rasmussen Drive): Navigation decision point; at 2.1 miles (VA 33 / New Kent Highway): Lane positioning matters here; at 2.2 miles (VA 33): Lane positioning matters here. Multiple destination signs - pick the right one.
The route from Windsor, VA to Hampton, VA does not surface many named destination signs beyond the main corridor.

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