This 414.2-mile journey from Chesapeake, VA, to Claypool Hill, VA, will take approximately 7 hours and 55 minutes of driving time. Given its duration, it's a manageable day trip, though you'll want to get an early start. The estimated fuel cost for this drive is around $66. You'll be navigating a mix of local roads and interstate highways, with a low highway share of 0% indicating a more turn-heavy local drive. This route stays within the Southeast region, connecting two points in Virginia. With two recommended stops, you can break up the drive effectively.
Trip Pace
Same-day drive is realistic
A same-day return is possible, but it will make for a full day on the road.
Break Rhythm
2 planned breaks
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
207.1 miles from Chesapeake, VA
A natural place for your longest stop of the day
, about 4h into the drive
.
Main Roads
Road
Distance
Duration
I 64
181.4 mi
3h 18m
I 81
117.1 mi
2h 9m
I 77
28.4 mi
31m
Governor G C Peery Highway
27.3 mi
35m
Korean War Veterans Memorial Highway
22.6 mi
24m
Big Laurel Highway
9.9 mi
11m
Hampton Roads Beltway
9.6 mi
12m
Granby Street
4 mi
9m
Longest stretch:
I 64
— 181.4 mi, about 3h 18m
Turn-by-Turn Driving Directions
Step-by-step road directions between Chesapeake, VA and Claypool Hill, 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 6BToward I 264 East: Waterside Drive, Saint Paul Boulevard, Downtown, NorfolkUse the slight left lane.
6
Keep slight left at fork onto US 460 ALT
0.2 mi·26 sec·US 460 ALT
Exit 9Toward Waterside Drive, St Paul's BoulevardUse 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 BoulevardUse 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
61 mi·1 hr 7 min·I 64
Use the straight / slight right lanes.
17
Take the exit
0.5 mi·32 sec
Exit 200Toward I 295, US 60: Washington, Rocky Mount NCUse the straight / slight right lanes.
18
Keep slight right at fork
1.3 mi·2 min
Toward I 295 North: WashingtonUse the straight / slight right lanes.
19
Merge onto I 295
23 mi·24 min·Korean War Veterans Memorial Highway
Use the straight lane.
20
Keep slight right at fork
0.6 mi·55 sec
Exit 53AToward I 64 West: Charlottesville
21
Merge onto I 64
120 mi·2 hr 10 min·I 64
Toward I 64 West: CharlottesvilleUse the slight right lane.
22
Keep slight left at fork onto I 81
117 mi·2 hr 9 min·I 81
Use the straight lane.
23
Continue on I 77; I 81; US 52
1.3 mi·1 min·I 77; I 81; US 52
Use the straight lane.
24
Keep slight right at fork onto I 77
27 mi·30 min·I 77
Toward I 77 North: Bluefield, Charleston W. Va.Use the slight right lane.
25
Take the exit onto US 52
0.3 mi·1 min·US 52
Exit 1Toward US 52 North: Bluefield
26
Turn right onto US 52
2.5 mi·2 min·John Nash Boulevard
27
Take the exit onto US 52
0.3 mi·37 sec·US 52
Toward US 460 West: Bluefield
28
Merge onto US 52; US 460; US 52 Truck
9.9 mi·11 min·Big Laurel Highway
Use the left / straight lanes.
29
Continue on US 19; US 460
27 mi·35 min·Governor G C Peery Highway
30
Continue on US 19; US 460
126 ft·16 sec·Governor G C Peery Highway
31
Arrive at destination
US 19; US 460
Trip Plan
To make the most of this 7-hour, 55-minute drive, departing early in the morning is highly recommended to avoid potential traffic and maximize daylight. Plan for your two stops strategically to manage your time and energy on this turn-heavy route. Given the $66 fuel cost, ensure your vehicle is topped off before you leave Chesapeake. Keep an eye on your navigation, as the 0% highway share means you'll be relying on local road guidance frequently. The flexibility of this drive means you can adjust your stop timing based on how you feel.
Morning Departure
Start early — leave by 6-7 AM to arrive at a reasonable hour.
Evening Departure
This is a long drive — plan for a morning departure or consider splitting it into two days.
You can normally do this drive in one day.
Plan roughly 2 meaningful breaks for fuel, food, and rest.
The halfway point lands around 207.1 miles from Chesapeake, VA, or about 4h into the drive.
The longest continuous stretch on this route runs about 181.4 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 91 miles or 1h 53m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 207.1 miles or 4h in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 6h 42m
Traffic, exits, and arrival timing usually matter more near Claypool Hill, VA than in the middle of the route.
Before You Leave
+
Open the route before leaving Chesapeake, 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.
+
Pick one backup stop option before the midpoint in case traffic changes your pacing.
Day 1
Settle into the route from Chesapeake, VA
This is one driving day of about 414.2 miles and 7h 55m.
Your first comfortable stop window is around 91 miles from Chesapeake, VA.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 2 real breaks rather than only quick fuel stops.
The longest stretch is on I 64 for about 181.4 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Place data sourced from public business listings. Hours and availability may vary.
Heads-up: tricky spots
5 of 21
5 decision points cluster between mile 1.8 and 346.9 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
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
83.3 mi into trip|~1h 43m in
Take the exit toward I 295, US 60: Washington, Rocky Mount NC
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Exit 200
Toward I 295, US 60: Washington, Rocky Mount NC
8
346.9 mi into trip|~6h 34m in|I 77
Keep slight right at fork onto I 77 toward I 77 North: Bluefield, Charleston W. Va.
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Toward I 77 North: Bluefield, Charleston W. Va.
Fuel & Cost
Regular Gas
$64.77 one way
$129.54 round trip
$3.97/gal25.4 MPG avg145 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.34
$70.82
$141.64
premium
$4.70
$76.66
$153.32
diesel
$5.61
$91.45
$182.90
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$65
Meals
$25–$50
Total
$90–$115
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 144.9 kg one way.
Prices: EIA weekly data, 2026-04-13.
Station data from NREL Alternative Fuel Stations database.
Driving Electric?
About $43 in charging
· 1 stop
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
124.3
1
$43.49
$19.88
Efficient EV
103.6
1
$36.24
$16.57
EV Truck/SUV
165.7
2
$57.99
$26.51
Gas CO2
145 kg
EV CO2
48 kg (67% less)
Plan for 1 charging stop. A 30-minute DC fast charge mid-route should be enough to complete the trip comfortably.
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 16, 2026
Origin
Chesapeake, VA
Night
in Chesapeake on Saturday
Local time
9:27 PM
EDT
Current temp
93°F
Mostly Sunny
SW 14 mph0% chanceLive forecast
Red Flag Warning
Red Flag Warning issued April 16 at 9:43AM EDT until April 16 at 7:00PM EDT by NWS Baltimore MD/Washington DC
Special Weather Statement
Special Weather Statement issued April 16 at 5:34AM EDT by NWS Wakefield VA
Destination
Claypool Hill, VA
Night
in Claypool Hill on Saturday
Local time
9:27 PM
EDT
Current temp
69°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
24 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
7h 55m on the road
Start early — leave by 6-7 AM to arrive at a reasonable hour.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
National Parks Near This Route
Worth a detour if your schedule allows.
Fort Monroe National Monument
National Monument
Fort Monroe's story spans from prehistory to the 2000s. Kecoughtan Indians occupied Old Point Comfort before the arrival of English colonists. The first enslaved Africans arrived in 1619. Those escapi...
2 mi from route
~6 min detour
Free
near mile 14.3
Park Closure: Road Closure and Fishing Pier Impact
On May 13, 1607, Jamestown was established as the first permanent English settlement in North America. Three cultures came together – European, Virginia Indian and African–to create a new society that...
Booker T. Washington was born a slave in April 1856 on the 207-acre farm of James Burroughs. After the Civil War, Washington became the first principal of Tuskegee Normal and Industrial School. Later...
20 mi from route
~51 min detour
Free
near mile 271.4
Two hundred ninety-two days, eight offensives, over 70,000 casualties, U. S. Colored Troops, and the decline of Gen. Lee's Army of Northern Virginia all describe the Siege of Petersburg. U.S. forces c...
27 mi from route
~66 min detour
Free
near mile 85.7
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
Expect a 'turn-heavy local drive' for most of this 414.2-mile route. With a highway share of 0%, you won't be cruising on interstates for extended periods. Instead, anticipate a more engaging experience with frequent turns and navigation through local road networks. While the longest uninterrupted stretch isn't specified, the overall profile suggests a drive that requires consistent attention to your route. This character makes it feel like you're truly traversing the landscape rather than just passing through.
79% highway — fuel and pacing are the main things to plan.
31 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 181.4 mi on I 64.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on I 64 and I 81. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 1.8 miles in.
Driving Effort10/10
High effort - long or complex enough to need steady focus all day
Balances navigation complexity with total wheel time.
This is a demanding drive. With 21 significant decision points across 414.2 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 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; at 2.7 miles (US 460 ALT): Highway fork - watch signs carefully. Lane positioning matters here.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Chesapeake, VA and Claypool Hill, VA, road signs point toward Rocky Mount and Charleston W. Va..
Rocky Mount
83.3 mi in|~1h 43m
Charleston W. Va.
346.9 mi in|~6h 34m|via I 77
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 7h 55m. Total distance: 414.2 miles.
Family Friendly
Moderate complexity with 2 natural rest stops along the way.
Solo Traveler
7h 55m drive, plan rest stops for pacing.
Frequently Asked Questions
The longest stretch is about 181.4 miles on I 64. The full list of main roads is in the Roads section above.
We did not find dedicated rest areas on this route. For a drive this long, plan bathroom and stretch breaks around gas stations, fast-food stops, or small-town downtowns — check the Nearby Places section for options.
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 Claypool Hill, VA before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
Only with planning. This is a long drive for kids — consider splitting it into two days rather than pushing through. Plan at least 2 meaningful breaks. Dedicated rest areas are limited, so plan gas or food stops as your bathroom breaks.
The main spots that need attention: 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; at 2.7 miles (US 460 ALT): Highway fork - watch signs carefully. Lane positioning matters here.
Yes — Fort Monroe National Monument, Colonial National Historical Park and Booker T Washington National Monument (4 total within detour distance). See the National Parks section for detour distances and tips on detours.
Not recommended in a single day. At 7.9 hours each way, a round trip means 15.9 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Claypool Hill, VA before the return drive.
