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Trip from Windsor, VA to Virginia Beach, VA

Last recalculated Apr 15, 2026

Drive Time

1h 56m

Distance

94.3 mi

152 km

Drive Score

8/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$15

one way

Best Time to Leave

Save up to 26 min
4 AM
1h 48m ★
6 AM
1h 57m
8 AM
2h 14m
10 AM
2h 3m
12 PM
2h 1m
3 PM
2h 4m
5 PM
2h 13m
8 PM
1h 52m

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

Downtown Virginia Beach, VA, VA

Virginia Beach, VA

Wikimedia Commons

Trip Overview

This 94.3-mile drive from Windsor to Virginia Beach, VA, is a straightforward trip perfect for a single day, taking approximately 1 hour and 56 minutes. Primarily utilizing VA 33, the Hampton Roads Beltway, and the Virginia Beach-Norfolk Expressway, about 80% of this route is highway driving. With an estimated fuel cost of $15, this highway-focused journey offers an efficient way to travel within the Southeast region of Virginia. You'll find this drive to be a practical and uncomplicated option, ideal for those seeking a direct route without needing to break it up over multiple days.

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

47.1 miles from Windsor, VA

A natural place for your longest stop of the day , about 56m into the drive .

Drive Character

Expect a predominantly highway-focused experience on this route, with 80% of the drive being on faster roads. The longest uninterrupted stretch you'll encounter is 63.2 miles along VA 33, offering a consistent pace for a significant portion of your journey. As you transition to the Hampton Roads Beltway and the Virginia Beach-Norfolk Expressway, the character shifts slightly to more of a commuter or urban expressway feel, but the overall impression is one of efficient travel. This isn't a winding backroad adventure, but rather a clear path designed for covering distance quickly.

Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 18 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 63.2 miles.

How Hard Is This Drive?

This is a straightforward highway drive that stays mostly on VA 33 and Hampton Roads Beltway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 2.1 miles in near VA 33 / New Kent Highway.

Route Complexity 7/10

Demanding - plan breaks and stay ahead of the key maneuvers

This is a demanding drive. With 12 significant decision points across 94.3 miles, you will need to stay alert — especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.

Where does it get tricky?

The main spots that need attention: 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; at 80.9 miles: Exit ramp - move to the correct lane early. 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.

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
80.9 mi into trip | ~1h 37m in

Take the exit toward I 264 East, I 264 West: Va Beach, Downtown Norfolk, Portsmouth

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

Use the slight right lane. Exit 284A Toward I 264 East, I 264 West: Va Beach, Downto...
7
81.1 mi into trip | ~1h 37m in

Keep slight left at fork toward I 264 East: Va Beach

Highway fork - watch signs carefully. Lane positioning matters here

Use the straight / slight left lanes. Toward I 264 East: Va Beach
6
93.9 mi into trip | ~1h 55m in | Arctic Avenue

Turn left onto Arctic Avenue

Lane positioning matters here

Use the left lane.

Towns Mentioned on Route Signs

Based on OSRM destination-sign hints, not a full list of every settlement the road passes.

Between Windsor, VA and Virginia Beach, VA, road signs point toward Norfolk and Portsmouth.

Norfolk

80.9 mi in | ~1h 37m

Portsmouth

80.9 mi in | ~1h 37m

Main Roads

Road Distance Duration
VA 33 63.2 mi 1h 11m
Hampton Roads Beltway 12 mi 15m
Virginia Beach-Norfolk Expressway 11.8 mi 16m
Hampton Roads Bridge-Tunnel 3.5 mi 4m
Pocahontas Trail 0.7 mi 1m
White Oak Road 0.5 mi 1m
Stockholm Drive 0.5 mi 1m
21st Street 0.4 mi <1m
Longest stretch: VA 33 — 63.2 mi, about 1h 11m

Turn-by-Turn Driving Directions

Step-by-step road directions between Windsor, VA and Virginia Beach, 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

63 mi · 1 hr 11 min · VA 33
Toward I 64 East, VA 33 East: West Point, Norfolk Use the straight / slight right lanes.
9

Keep slight left at fork onto I 64; US 60

342 ft · 5 sec · Hampton Roads Beltway
10

Continue on I 64; US 60

3.5 mi · 4 min · Hampton Roads Bridge-Tunnel
11

Continue on I 64; US 60

12 mi · 15 min · Hampton Roads Beltway
Use the straight / slight right lanes.
12

Take the exit

0.2 mi · 14 sec
Exit 284A Toward I 264 East, I 264 West: Va Beach, Downtown Norfolk, Portsmouth Use the slight right lane.
13

Keep slight left at fork

0.6 mi · 1 min
Toward I 264 East: Va Beach Use the straight / slight left lanes.
14

Merge onto I 264

12 mi · 16 min · Virginia Beach-Norfolk Expressway
15

Continue on 21st Street

0.4 mi · 54 sec · 21st Street
Use the straight / right lanes.
16

Turn left onto Arctic Avenue

0.3 mi · 46 sec · Arctic Avenue
Use the left lane.
17

Turn right onto 25th Street

454 ft · 12 sec · 25th Street
18

Arrive at destination

25th Street

Trip Plan

Given the relatively short duration of under two hours, this trip offers great flexibility; there's no need to rush or split it. You can easily depart Windsor at your leisure, perhaps after a relaxed morning. While there are no mandatory stops indicated, consider a brief pause if needed, especially during the 63.2-mile stretch on VA 33. Keep an eye on your fuel; with an estimated cost of $15, it's a good idea to start with a full tank to ensure a seamless arrival in Virginia Beach without any unexpected detours for gas.

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 47.1 miles from Windsor, VA, or about 56m into the drive.
The longest continuous stretch on this route runs about 63.2 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 80 miles or 1h 36m in

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

Halfway reset

Around 47.1 miles or 56m 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 32m

Traffic, exits, and arrival timing usually matter more near Virginia Beach, 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 94.3 miles and 1h 56m.

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 63.2 miles.

Where to Stop

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

Halfway Point

Midpoint

About 47.1 mi from Windsor, VA · 56m into the drive

town in Maryland, United States

Mid-route town

Meal stop

Princess Anne, MD

47 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 80 miles helps settle the day before fatigue starts building.

Middletown, MD

Meal break

The midpoint is around 47.1 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 63.2 miles.

Arriving in Virginia Beach, VA

The final approach into Virginia Beach, 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 Virginia Beach, 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

$14.75 one way

$29.49 round trip

$3.97/gal 25.4 MPG avg 33 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.34 $16.12 $32.25
premium $4.70 $17.45 $34.91
diesel $5.61 $20.82 $41.64

No toll roads detected on this route.

Estimated Trip Cost (one way, 1 person)

Fuel

$15

Meals

$25–$50

Total

$40–$65

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

Estimated CO2 emission: 33 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $10 in charging · 0 stops · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 28.3 0 $9.90 $4.53
Efficient EV 23.6 0 $8.25 $3.77
EV Truck/SUV 37.7 0 $13.20 $6.04

Gas CO2

33 kg

EV CO2

11 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.

Forecast as of Apr 15, 2026

Origin

Windsor, VA

Evening in Windsor on Wednesday

Local time

7:11 PM

EDT

Current temp

72°F

Unavailable

Live forecast

Destination

Virginia Beach, VA

Evening in Virginia Beach on Wednesday

Local time

7:11 PM

EDT

Current temp

66°F

Unavailable

Live forecast

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

6 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 56m 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 Virginia Beach, VA covers 94.3 miles and takes about 1h 56m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are VA 33, Hampton Roads Beltway, Virginia Beach-Norfolk Expressway. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 47.1 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 $14.75 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 is a demanding drive. With 12 significant decision points across 94.3 miles, you will need to stay alert — especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.
The main spots that need attention: 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; at 80.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Between Windsor, VA and Virginia Beach, VA, road signs point toward Norfolk and Portsmouth.

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