How far is Gloucester Courthouse, VA from Chesapeake, VA?
The driving distance from Gloucester Courthouse, VA to Chesapeake, VA is about 58.8 miles (94.6 km), with a travel time of about 01h 13m by car.
- The straight-line flight distance is about 43.1 miles (69.4 km).
- For a round trip, plan for roughly 02h 27m 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 01h 13m.
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 Gloucester Courthouse and Chesapeake.
Turn-by-Turn Driving Directions
Step-by-step road directions between Gloucester Courthouse and Chesapeake.
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1
Start on Botetourt Avenue
1439 ft · 1 min · Botetourt Avenue
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2
Turn right onto Main Street
1.5 mi · 3 min · Main Street
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3
Turn left onto George Washington Memorial Highway
10.9 mi · 16 min · George Washington Memorial Highway
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4
Continue on Coleman Bridge
1.1 mi · 2 min · Coleman Bridge
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5
Continue on George Washington Memorial Highway
10.6 mi · 17 min · George Washington Memorial Highway
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6
Continue on J Clyde Morris Boulevard
1.2 km · 1 min · J Clyde Morris Boulevard
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7
Take the exit straight toward US 64 East: Hampton, Norfolk
1821 ft · 44 sec
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8
Merge slight left
10 mi · 13 min
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9
Keep slight left to continue on Hampton Roads Beltway
104 m · 5 sec · Hampton Roads Beltway
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10
Continue on Hampton Roads Bridge-Tunnel
3.5 mi · 5 min · Hampton Roads Bridge-Tunnel
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11
Continue on Hampton Roads Beltway
6.7 mi · 9 min · Hampton Roads Beltway
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12
Take the exit slight right toward VA 194 South: Chesapeake Boulevard
1312 ft · 32 sec
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13
Turn straight onto Chesapeake Boulevard
2.1 mi · 3 min · Chesapeake Boulevard
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14
Turn straight
41 m · 8 sec
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15
Turn left onto Ballentine Boulevard
1.1 mi · 2 min · Ballentine Boulevard
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16
Turn right onto East Princess Anne Road
1.5 km · 2 min · East Princess Anne Road
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17
Turn left onto Park Avenue
3186 ft · 1 min · Park Avenue
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18
Turn left onto East Brambleton Avenue
1692 ft · 58 sec · East Brambleton Avenue
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19
Continue on Campostella Road
1.1 km · 2 min · Campostella Road
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20
Turn right onto Wilson Road
1.2 km · 1 min · Wilson Road
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21
Continue on 22nd Street
1606 ft · 27 sec · 22nd Street
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22
Continue on Poindexter Street
1391 ft · 29 sec · Poindexter Street
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23
Turn right onto D Street
126 m · 18 sec · D Street
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24
Arrive at your destination
0 m · 1 sec · D Street
Car Route Details
A richer read on the saved driving route between Gloucester Courthouse and Chesapeake.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
George Washington Memorial Highway
Turn left onto George Washington Memorial Highway
10.9 mi · 00h 16m
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 Gloucester Courthouse and Sunny near Chesapeake.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Gloucester Courthouse to Chesapeake?
The road trip is about 58.8 miles (94.6 km) and usually takes 01h 13m 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 26.7 miles from Gloucester Courthouse and 32.1 miles from Chesapeake.
How much longer is the road route than the straight-line distance?
The direct path is about 43.1 miles (69.4 km), while the road route adds roughly 15.7 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 4:02 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $8.20 one way or $16.40 round trip. Estimated CO2 is about 18.4 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Gloucester Courthouse 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 Gloucester Courthouse and Chesapeake. Straight-line distance: 43.11 mi (69.38 km).
#1 Gloucester Courthouse
Census designated place
| Population | 2,951 |
| Coordinates | 37.4098600, -76.5266200 |
| Altitude | 10 |
| 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: 95 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 57m |
| 40 mph (64.37 km/h) | 01h 28m |
| 50 mph (80.47 km/h) | 01h 10m |
| 60 mph (96.56 km/h) | 00h 58m |
| 70 mph (112.65 km/h) | 00h 50m |
| 80 mph (129 km/h) | 00h 44m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $8.20 | $16.40 |
| Mid-grade | $4.43 | $9.17 | $18.34 |
| Premium | $4.78 | $9.89 | $19.78 |
| Diesel | $5.62 | $11.64 | $23.28 |
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.