How far is Williamsburg, VA from Chesapeake, VA?
The driving distance from Williamsburg, VA to Chesapeake, VA is about 47.6 miles (76.6 km), with a travel time of about 00h 59m by car.
- The straight-line flight distance is about 39.3 miles (63.2 km).
- For a round trip, plan for roughly 01h 59m 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 00h 59m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
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.
The second most populous city 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 Williamsburg and Chesapeake.
Turn-by-Turn Driving Directions
Step-by-step road directions between Williamsburg and Chesapeake.
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1
Start on Jamestown Road
60 m · 14 sec · Jamestown Road
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2
Turn sharp left
66 m · 9 sec
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3
Turn slight right onto South Boundary Street
53 m · 8 sec · South Boundary Street
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4
Turn left onto Francis Street West
1.4 km · 3 min · Francis Street West
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5
Continue on York Street
565 ft · 19 sec · York Street
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6
Continue on York Street
1 km · 2 min · York Street
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7
Continue on Pocahontas Trail
1.4 mi · 2 min · Pocahontas Trail
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8
Take the ramp slight right toward VA 199: Yorktown
917 ft · 24 sec
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9
Merge slight left onto Humelsine Parkway
1.3 km · 1 min · Humelsine Parkway
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10
Take the exit slight right toward I 64 East: Busch Gardens, Norfolk
2208 ft · 42 sec
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11
Merge slight left
25.8 mi · 31 min
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12
Keep slight left to continue on Hampton Roads Beltway
104 m · 5 sec · Hampton Roads Beltway
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13
Continue on Hampton Roads Bridge-Tunnel
3.5 mi · 5 min · Hampton Roads Bridge-Tunnel
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14
Continue on Hampton Roads Beltway
6.7 mi · 9 min · Hampton Roads Beltway
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15
Take the exit slight right toward VA 194 South: Chesapeake Boulevard
1312 ft · 32 sec
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16
Turn straight onto Chesapeake Boulevard
2.1 mi · 3 min · Chesapeake Boulevard
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17
Turn straight
41 m · 8 sec
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18
Turn left onto Ballentine Boulevard
1.1 mi · 2 min · Ballentine Boulevard
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19
Turn right onto East Princess Anne Road
1.5 km · 2 min · East Princess Anne Road
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20
Turn left onto Park Avenue
3186 ft · 1 min · Park Avenue
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21
Turn left onto East Brambleton Avenue
1692 ft · 58 sec · East Brambleton Avenue
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22
Continue on Campostella Road
1.1 km · 2 min · Campostella Road
-
23
Turn right onto Wilson Road
1.2 km · 1 min · Wilson Road
-
24
Continue on 22nd Street
1606 ft · 27 sec · 22nd Street
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25
Continue on Poindexter Street
1391 ft · 29 sec · Poindexter Street
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26
Turn right onto D Street
126 m · 18 sec · D Street
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27
Arrive at your destination
0 m · 1 sec · D Street
Car Route Details
A richer read on the saved driving route between Williamsburg and Chesapeake.
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
25.8 mi · 00h 31m
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 Williamsburg and Sunny near Chesapeake.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Williamsburg to Chesapeake?
The road trip is about 47.6 miles (76.6 km) and usually takes 00h 59m 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?
Newport News is a useful midpoint, sitting about 24 miles from Williamsburg and 23.6 miles from Chesapeake.
How much longer is the road route than the straight-line distance?
The direct path is about 39.3 miles (63.2 km), while the road route adds roughly 8.3 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 4:30 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $6.65 one way or $13.31 round trip. Estimated CO2 is about 14.9 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Williamsburg and Sunny near Chesapeake.
Stop Ideas Near Newport News
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Oxford Run Trail
Poquoson (DMV Select) By Appointment Only
Poquoson Public Library
Historic City Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Newport News.
Newport News station
Williamsburg Transportation Center
Norfolk
Virginia Beach, Virginia
Flight Path Map
This map shows the direct air route between Williamsburg and Chesapeake. Straight-line distance: 39.28 mi (63.21 km).
#1 Williamsburg
Independent city in Virginia, United States
| Population | 15,259 |
| Coordinates | 37.2707000, -76.7074600 |
| Altitude | 25 |
| Country | United States |
#2 Chesapeake
The second most populous city in Virginia.
| Population | 247,011 |
| Coordinates | 36.8190400, -76.2749400 |
| Altitude | 3 |
| Country | United States |
End: D Street (-76.275044, 36.81897)
Estimated Travel Time
Distance: 77 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 35m |
| 40 mph (64.37 km/h) | 01h 11m |
| 50 mph (80.47 km/h) | 00h 57m |
| 60 mph (96.56 km/h) | 00h 47m |
| 70 mph (112.65 km/h) | 00h 40m |
| 80 mph (129 km/h) | 00h 35m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $6.65 | $13.31 |
| Mid-grade | $4.43 | $7.44 | $14.88 |
| Premium | $4.78 | $8.03 | $16.05 |
| Diesel | $5.62 | $9.45 | $18.90 |
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.