How far is Chesapeake, VA from Gloucester Point, VA?
The driving distance from Chesapeake, VA to Gloucester Point, VA is about 39.3 miles (63.2 km), with a travel time of about 01h 03m by car.
- The straight-line flight distance is about 32.4 miles (52.2 km).
- For a round trip, plan for roughly 02h 06m 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 03m.
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.
Showers And Thunderstorms
Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Chesapeake and Gloucester Point.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chesapeake and Gloucester Point.
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1
Start on D Street
126 m · 21 sec · D Street
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2
At the end of the road, turn right onto Poindexter Street
1617 ft · 29 sec · Poindexter Street
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3
Take the ramp straight toward I 464 North
1284 ft · 18 sec
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4
Merge slight left
1.2 mi · 1 min
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5
Keep slight left to continue on I 264 East: Waterside Drive, Saint Paul Boulevard, Downtown, Norfolk
1.1 km · 1 min
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6
Keep slight left to continue on Waterside Drive, St Paul's Boulevard
1095 ft · 27 sec
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7
Keep slight left to continue on Saint Paul's Boulevard
1575 ft · 53 sec
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8
Turn right onto Saint Pauls Boulevard
3199 ft · 1 min · Saint Pauls Boulevard
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9
Continue on Monticello Avenue
1.2 mi · 2 min · Monticello Avenue
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10
Turn left onto Church Street
148 m · 14 sec · Church Street
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11
Continue on Granby Street
4 mi · 9 min · Granby Street
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12
Turn left onto I 64
1001 ft · 26 sec
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13
Merge slight left onto Hampton Roads Beltway
3.8 mi · 5 min · Hampton Roads Beltway
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14
Continue on Hampton Roads Bridge-Tunnel
3.5 mi · 5 min · Hampton Roads Bridge-Tunnel
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15
Continue on Hampton Roads Beltway
5.9 mi · 8 min · Hampton Roads Beltway
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16
Keep slight left
4 mi · 5 min
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17
Take the exit slight right toward US 17 North: J Clyde Morris Boulevard, Yorktown
2187 ft · 1 min
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18
Merge slight left onto J Clyde Morris Boulevard
3056 ft · 1 min · J Clyde Morris Boulevard
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19
Continue on George Washington Memorial Highway
12 mi · 20 min · George Washington Memorial Highway
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20
Turn right onto Terrapin Cove Road
92 m · 21 sec · Terrapin Cove Road
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21
Turn left onto Greate Road
8 m · 1 sec · Greate Road
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22
Arrive at your destination
0 m · 1 sec · Greate Road
Car Route Details
A richer read on the saved driving route between Chesapeake and Gloucester Point.
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
Continue on George Washington Memorial Highway
12 mi · 00h 20m
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.
Showers And Thunderstorms leaving Chesapeake and Showers And Thunderstorms near Gloucester Point.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chesapeake to Gloucester Point?
The road trip is about 39.3 miles (63.2 km) and usually takes 01h 03m 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?
Hampton is a useful midpoint, sitting about 19.6 miles from Chesapeake and 19.6 miles from Gloucester Point.
How much longer is the road route than the straight-line distance?
The direct path is about 32.4 miles (52.2 km), while the road route adds roughly 6.9 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 4:24 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $5.47 one way or $10.93 round trip. Estimated CO2 is about 12.3 kg one way.
What should you check before leaving?
Before you leave, expect Showers And Thunderstorms around Chesapeake and Showers And Thunderstorms near Gloucester Point.
Stop Ideas Near Hampton
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Chartreuse Bistro
City Hall Parking
Smooth: A Skin & Waxing Boutique
A Goodwin for Portsmouth Mayor
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Hampton.
Newport News station
Norfolk
Virginia Beach, Virginia
Williamsburg Transportation Center
Flight Path Map
This map shows the direct air route between Chesapeake and Gloucester Point. Straight-line distance: 32.45 mi (52.23 km).
#1 Chesapeake
The second most populous city in Virginia.
| Population | 247,011 |
| Coordinates | 36.8190400, -76.2749400 |
| Altitude | 3 |
| Country | United States |
#2 Gloucester Point
Census designated place
| Population | 9,402 |
| Coordinates | 37.2540300, -76.4968900 |
| Altitude | 10 |
| Country | United States |
End: Gloucester Point (-76.49689, 37.25403)
Estimated Travel Time
Distance: 63 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 18m |
| 40 mph (64.37 km/h) | 00h 58m |
| 50 mph (80.47 km/h) | 00h 47m |
| 60 mph (96.56 km/h) | 00h 39m |
| 70 mph (112.65 km/h) | 00h 33m |
| 80 mph (129 km/h) | 00h 29m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $5.47 | $10.93 |
| Mid-grade | $4.43 | $6.11 | $12.22 |
| Premium | $4.78 | $6.59 | $13.19 |
| Diesel | $5.62 | $7.76 | $15.52 |
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 · May 25, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.