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Trip from Chesapeake, VA to Gloucester Courthouse, VA

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Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 21, 2026 · Editorial standards

Drive Time

1h 23m

Distance

51.6 mi

83 km

Drive Score

7/10

Good drive

Same Day?

Yes, doable

Fuel Cost

$8

one way

EV Charging

Good

8 stations

Best Time to Leave

Save up to 19 min
4 AM
1h 17m ★
6 AM
1h 23m
8 AM
1h 36m
10 AM
1h 28m
12 PM
1h 26m
3 PM
1h 28m
5 PM
1h 35m
8 PM
1h 19m

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

Best Time Drive vs Fly
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Downtown Chesapeake, VA, VA

Chesapeake, VA

Wikimedia Commons

Downtown Gloucester Courthouse, VA, VA

Gloucester Courthouse, VA

Phil Evenden

Trip Overview

Chesapeake, VA to Gloucester Courthouse, VA is 51.6 miles and takes about 1 hour 23 minutes via George Washington Memorial Highway and I-64, with a fuel budget near $8 and enough daylight to finish in a day. This drive stays within Virginia, connecting two points in the Southeast region. Expect a route with frequent turns, suggesting a more local feel rather than a pure highway cruise. With just over an hour of driving time, this trip is easily manageable in a single day, leaving ample time for exploration at your destination.

Main Roads

Road Distance Duration
George Washington Memorial Highway 22.6 mi 35m
Hampton Roads Beltway 9.6 mi 12m
I 64 4 mi 4m
Granby Street 4 mi 9m
Hampton Roads Bridge-Tunnel 3.5 mi 4m
US 17 BUS 1.6 mi 3m
Monticello Avenue 1.2 mi 2m
I 464 1.2 mi 1m
Longest stretch: George Washington Memorial Highway — 22.6 mi, about 35m

Turn-by-Turn Driving Directions

Step-by-step road directions between Chesapeake, VA and Gloucester Courthouse, VA.

1

Start on D Street

412 ft · 20 sec · D Street
2

At end of road, turn right onto US 460; VA 166

0.3 mi · 29 sec · Poindexter Street
3

Take the ramp

0.2 mi · 18 sec
Toward I 464 North
4

Merge onto I 464

1.2 mi · 1 min · I 464
5

Keep slight left at fork

0.7 mi · 1 min
Exit 6B Toward I 264 East: Waterside Drive, Saint Paul Boulevard, Downtown, Norfolk Use the slight left lane.
6

Keep slight left at fork onto US 460 ALT

0.2 mi · 26 sec · US 460 ALT
Exit 9 Toward Waterside Drive, St Paul's Boulevard Use the slight left lane.
7

Keep slight left at fork onto US 460 ALT

0.3 mi · 53 sec · US 460 ALT
Toward Saint Paul's Boulevard Use the straight / slight right lanes.
8

Turn right onto US 460 ALT

0.6 mi · 1 min · Saint Pauls Boulevard
Use the straight / right lanes.
9

Continue on US 460

1.2 mi · 2 min · Monticello Avenue
10

Turn left onto US 460

486 ft · 13 sec · Church Street
11

Continue on US 460

4.0 mi · 9 min · Granby Street
Use the left lane.
12

Turn left

0.2 mi · 26 sec
Toward I 64
13

Merge onto I 64

3.8 mi · 5 min · Hampton Roads Beltway
Use the straight / slight right lanes.
14

Continue on I 64; US 60

3.5 mi · 4 min · Hampton Roads Bridge-Tunnel
15

Continue on I 64; US 60

5.9 mi · 7 min · Hampton Roads Beltway
Use the straight / slight right lanes.
16

Keep slight left at fork onto I 64

4.0 mi · 4 min · I 64
Use the straight / slight right lanes.
17

Take the exit

0.4 mi · 1 min
Exit 258B Toward US 17 North: J Clyde Morris Boulevard, Yorktown Use the slight right lane.
18

Merge onto US 17

0.6 mi · 1 min · J Clyde Morris Boulevard
19

Continue on US 17

23 mi · 35 min · George Washington Memorial Highway
20

Take the exit onto US 17 BUS

0.2 mi · 21 sec · US 17 BUS
21

Keep slight left at fork onto US 17 BUS

1.5 mi · 3 min · US 17 BUS
22

Turn left onto SR 1014

0.3 mi · 1 min · Botetourt Avenue
23

Arrive at destination

SR 1014

Where to Stop

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

independent city in Virginia, United States

Mid-route town

Meal stop

Newport News, VA

26 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

East Hampton, VA

Fuel and coffee

A short stop after about 11 miles helps settle the day before fatigue starts building.

Newport News, VA

Meal break

The midpoint is around 25.8 miles from Chesapeake, VA, which is a good place for a longer meal and fuel stop.

These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.

Heads-up: tricky spots

5 of 15

5 decision points cluster between mile 0.1 and 26.2 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

6
0.1 mi into trip | ~0m in | US 460; VA 166 / Poindexter Street

At end of road, turn right onto US 460; VA 166 / Poindexter Street

Complex interchange - multiple decisions in a short stretch

9
1.8 mi into trip | ~2m in

Keep slight left at fork toward I 264 East: Waterside Drive, Saint Paul Boulevard, Downtown, Norfolk

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

Use the slight left lane. Exit 6B Toward I 264 East: Waterside Drive, Saint Paul...
9
2.5 mi into trip | ~3m in | US 460 ALT

Keep slight left at fork onto US 460 ALT toward Waterside Drive, St Paul's Boulevard

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

Use the slight left lane. Exit 9 Toward Waterside Drive, St Paul's Boulevard
8
2.7 mi into trip | ~4m in | US 460 ALT

Keep slight left at fork onto US 460 ALT toward Saint Paul's Boulevard

Highway fork - watch signs carefully. Lane positioning matters here

Use the straight / slight right lanes. Toward Saint Paul's Boulevard
8
26.2 mi into trip | ~40m in

Take the exit toward US 17 North: J Clyde Morris Boulevard, Yorktown

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 258B Toward US 17 North: J Clyde Morris Boulevard, Y...

Fuel & Cost

Regular Gas

$8.07 one way

$16.14 round trip

$3.97/gal 25.4 MPG avg 18 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.34 $8.82 $17.65
premium $4.70 $9.55 $19.10
diesel $5.61 $11.39 $22.79

No toll roads detected on this route.

Drive Cost (one way)

Fuel

$8

Estimated CO2 emission: 18.1 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $5 in charging · 0 stops · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 15.5 0 $5.42 $2.48
Efficient EV 12.9 0 $4.52 $2.06
EV Truck/SUV 20.6 0 $7.22 $3.30

Gas CO2

18 kg

EV CO2

6 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 20, 2026

Origin

Chesapeake, VA

Afternoon in Chesapeake on Tuesday

Local time

1:08 PM

EDT

Current temp

65°F

Mostly Sunny

W 5 to 14 mph 8% chance Live forecast

Freeze Warning

Freeze Warning issued April 20 at 2:47AM EDT until April 21 at 9:00AM EDT by NWS Wakefield VA

Special Weather Statement

Special Weather Statement issued April 20 at 1:00AM EDT by NWS Baltimore MD/Washington DC

Destination

Gloucester Courthouse, VA

Afternoon in Gloucester Courthouse on Tuesday

Local time

1:08 PM

EDT

Current temp

61°F

Mostly Sunny

W 3 to 13 mph 9% chance Live forecast

Freeze Warning

Freeze Warning issued April 20 at 2:47AM EDT until April 21 at 9:00AM EDT by NWS Wakefield VA

Special Weather Statement

Special Weather Statement issued April 20 at 1:00AM EDT by NWS Baltimore MD/Washington DC

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

4 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 23m on the road

The weather snapshot is not static. If you are leaving later, give both cities one more quick forecast check before departure.

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

What kind of drive is this?

This journey is characterized as a 'turn-heavy local drive,' meaning you'll navigate a variety of road types. While about 14% of the route involves highway travel, including stretches on the Hampton Roads Beltway and I-64, the majority of the drive will likely feel more local. The longest uninterrupted stretch you'll encounter is 22.6 miles on George Washington Memorial Highway. Be prepared for a dynamic driving experience with frequent changes in speed and direction.

Only 14% highway — the rest is turn-by-turn surface driving.
23 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 22.6 mi on George Washington Memorial Highway.

How Hard Is This Drive?

10/10

Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 0.1 miles in near US 460; VA 166 / Poindexter Street.

Driving Effort 10/10

Demanding - stay alert through the decision-heavy sections

Balances navigation complexity with total wheel time.

This drive requires moderate attention. Across 51.6 miles you will encounter 15 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: at 0.1 miles (US 460; VA 166 / Poindexter Street): Complex interchange - multiple decisions in a short stretch; at 1.8 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 2.5 miles (US 460 ALT): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.

Towns Mentioned on Route Signs

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

On the drive from Chesapeake, VA to Gloucester Courthouse, VA, road signs begin pointing toward Yorktown along the way.

Yorktown

26.2 mi in | ~40m

About the Cities

Starting in Chesapeake, VA

Full guide →

Chesapeake is a town of 245,000 people (2019) in the Hampton Roads region of Eastern Virginia. Chesapeake is a diverse city in which a few urban areas are located; it also has many square miles of protected farmland, forests, and wetlands, including a substantial portion of the Great Dismal Swamp National Wildlife Refuge.

City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).

Who Is This Route For?

Weekend Trip

Doable as a same-day drive at 1h 23m. Total distance: 51.6 miles.

Family Friendly

Moderate complexity with 0 natural rest stops along the way.

Solo Traveler

1h 23m drive, comfortable solo distance.

EV Driver

0 DC fast chargers along the route. Coverage: unknown.

Scenic Drive

Mostly surface roads route profile with national parks nearby.

Frequently Asked Questions

The longest stretch is about 22.6 miles on George Washington Memorial Highway. The full list of main roads is in the Roads section above.

It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Gloucester Courthouse, VA before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.

Yes. At under 2 hours behind the wheel, this works well for families — plan one quick stop if you have younger kids.

The main spots that need attention: at 0.1 miles (US 460; VA 166 / Poindexter Street): Complex interchange - multiple decisions in a short stretch; at 1.8 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 2.5 miles (US 460 ALT): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.

Yes — Fort Monroe National Monument and Colonial National Historical Park. See the National Parks section for detour distances and tips on detours.

Yes. A round trip is manageable in a single day if you plan a break at Gloucester Courthouse, VA before heading back.

How this page is built

Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, and NPS for national parks. See our methodology for refresh cadence and limitations.

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