Cloverdale, VA to Chesapeake, VA is 273 miles and takes about 5h 10m via I 81 and I 64, with a fuel budget near $38 and enough daylight to finish in a day. This trip stays within Virginia, moving from the Southeast region to the Southeast region. It's a straightforward drive that should be manageable for most drivers within a single day. You'll spend most of your time on major highways, making it a relatively efficient way to cover the distance.
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
1 planned break
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
136.5 miles from Cloverdale, VA
A natural place for your longest stop of the day
, about 2h 28m into the drive
.
Main Roads
Road
Distance
Duration
I 64
156.9 mi
2h 53m
I 81
70.8 mi
1h 16m
Korean War Veterans Memorial Highway
22.9 mi
25m
Hampton Roads Beltway
6.8 mi
8m
Hampton Roads Bridge-Tunnel
3.5 mi
4m
Chesapeake Boulevard
2.1 mi
3m
Lee Highway
1.6 mi
2m
Ballentine Boulevard
1.1 mi
1m
Longest stretch:
I 64
— 156.9 mi, about 2h 53m
Traffic on I-64
Hour-of-day weekday pattern from 99 FHWA count stations on your route.
Peak
4 PM
~2,119 veh/hr typical
· worst 2,533
Quietest
2 AM
~122 veh/hr
Peak-to-quiet ratio
17.4×
busier at peak than in the quiet hours
12a6anoon6p11p
Averaged across 52 weeks of 2023 FHWA Travel Monitoring Analysis System data. Weekday hours only (Mon–Fri).
Turn-by-Turn Driving Directions
Step-by-step road directions between Cloverdale, VA and Chesapeake, VA.
1
Start on SR 654
0.3 mi·39 sec·Read Mountain Road
2
At end of road, turn right onto US 11
1.6 mi·2 min·Lee Highway
3
Enter roundabout
262 ft·4 sec
Toward I 81 North: Lexington
4
Continue
0.3 mi·36 sec
Toward I 81 North: Lexington
5
Merge onto I 81
71 mi·1 hr 16 min·I 81
6
Keep slight right at fork onto I 64
90 mi·1 hr 38 min·I 64
Toward I 64 East: RichmondUse the straight lane.
7
Take the exit
1.2 mi·1 min
Exit 177Toward I 295 North: Washington, NorfolkUse the slight right lane.
8
Continue on I 295
23 mi·25 min·Korean War Veterans Memorial Highway
Use the straight / slight right lanes.
9
Take the exit
1.3 mi·2 min
Exit 28AToward I 64 East: Norfolk, Virginia BeachUse the straight / slight right lanes.
10
Merge onto I 64
67 mi·1 hr 15 min·I 64
Use the straight / slight right lanes.
11
Keep slight left at fork onto I 64; US 60
342 ft·5 sec·Hampton Roads Beltway
12
Continue on I 64; US 60
3.5 mi·4 min·Hampton Roads Bridge-Tunnel
13
Continue on I 64; US 60
6.7 mi·8 min·Hampton Roads Beltway
Use the straight / slight right lanes.
14
Take the exit
0.2 mi·32 sec
Exit 278Toward VA 194 South: Chesapeake BoulevardUse the slight right lane.
15
Turn straight onto VA 194
2.1 mi·3 min·Chesapeake Boulevard
Use the left lane.
16
Turn straight
135 ft·7 sec
17
Turn left onto VA 247
1.1 mi·1 min·Ballentine Boulevard
18
Turn right onto VA 166
0.9 mi·1 min·East Princess Anne Road
19
Turn left onto VA 166
0.6 mi·1 min·Park Avenue
20
Turn left onto US 460; VA 166; VA 168
0.3 mi·57 sec·East Brambleton Avenue
Use the left / straight / right lanes.
21
Continue on US 460; VA 166; VA 168
0.7 mi·1 min·Campostella Road
22
Turn right onto US 460; VA 166
0.7 mi·1 min·Wilson Road
Use the right lane.
23
Continue on US 460; VA 166
0.3 mi·27 sec·22nd Street
24
Continue on US 460; VA 166
0.3 mi·29 sec·Poindexter Street
Use the straight lane.
25
Turn right onto D Street
412 ft·18 sec·D Street
26
Arrive at destination
D Street
Trip Plan
Given the 5h 10m estimated drive time, leaving Cloverdale in the morning will allow you to reach Chesapeake with plenty of daylight. The route has only one suggested stop, so consider taking that break midway to stretch your legs. Keep an eye on your fuel levels, as the estimated cost is around $38 for the 273-mile trip. The longest stretch without a major change in road type is 156.9 miles on I 64, so plan your fuel and rest stops accordingly before you hit that segment.
Morning Departure
An early start around 7-8 AM gets you there with plenty of daylight left.
Evening Departure
A late afternoon start means arriving after dark. Morning is better.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 136.5 miles from Cloverdale, VA, or about 2h 28m into the drive.
The longest continuous stretch on this route runs about 156.9 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 60 miles or 1h 5m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 136.5 miles or 2h 28m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 4h 7m
Traffic, exits, and arrival timing usually matter more near Chesapeake, VA than in the middle of the route.
Before You Leave
+
Open the route before leaving Cloverdale, 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.
Day 1
Settle into the route from Cloverdale, VA
This is one driving day of about 273 miles and 5h 10m.
Your first comfortable stop window is around 60 miles from Cloverdale, VA.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 1 real break rather than only quick fuel stops.
The longest stretch is on I 64 for about 156.9 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 18
5 decision points cluster between mile 1.9 and 265.6 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
5
1.9 mi into trip|~3m in
Enter roundabout toward I 81 North: Lexington
Roundabout - know your exit number before entering
Toward I 81 North: Lexington
7
73 mi into trip|~1h 19m in|I 64
Keep slight right at fork onto I 64 toward I 64 East: Richmond
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight lane.
Toward I 64 East: Richmond
8
163 mi into trip|~2h 57m in
Take the exit toward I 295 North: Washington, Norfolk
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 177
Toward I 295 North: Washington, Norfolk
8
187.2 mi into trip|~3h 24m in
Take the exit toward I 64 East: Norfolk, Virginia Beach
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 28A
Toward I 64 East: Norfolk, Virginia Beach
7
265.6 mi into trip|~4h 56m in
Take the exit toward VA 194 South: Chesapeake Boulevard
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the slight right lane.
Exit 278
Toward VA 194 South: Chesapeake Boulevard
Fuel & Cost
Regular Gas
$40.31 one way
$80.61 round trip
$3.75/gal25.4 MPG avg96 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.12
$44.29
$88.59
premium
$4.49
$48.28
$96.56
diesel
$4.80
$51.55
$103.10
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$40
Meals
$25–$50
Total
$65–$90
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 95.5 kg one way.
Prices: EIA weekly data, 2026-07-13.
Driving Electric?
About $29 in charging
· 1 stop
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
81.9
1
$28.67
$13.10
Efficient EV
68.3
0
$23.89
$10.92
EV Truck/SUV
109.2
1
$38.22
$17.47
Gas CO2
96 kg
EV CO2
32 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 Jul 18, 2026
Origin
Cloverdale, VA
Morning
in Cloverdale on Sunday
Local time
11:25 AM
EDT
Current temp
73°F
Patchy Smoke
NE 3 mph5% chanceLive forecast
Destination
Chesapeake, VA
Morning
in Chesapeake on Sunday
Local time
11:25 AM
EDT
Current temp
76°F
Areas Of Smoke
SE 6 mph1% chanceLive 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
3 degrees warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
5h 10m on the road
An early start around 7-8 AM gets you there with plenty of daylight left.
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
~5 min detour
Free
near mile 254.2
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...
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...
25 mi from route
~64 min detour
Free
near mile 188.3
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
This route is predominantly highway driving, with 83% of the trip on major roads like I 81 and I 64. You'll experience a long stretch of uninterrupted highway cruising for 156.9 miles on I 64. Expect a consistent highway feel for most of the drive, with exits becoming more frequent as you approach your destination in Chesapeake.
83% highway — fuel and pacing are the main things to plan.
26 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 156.9 mi on I 64.
How Hard Is This Drive?
8/10
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 1.9 miles in.
Driving Effort8/10
Demanding - plan breaks and stay ahead of the key maneuvers
Balances navigation complexity with total wheel time.
This is a demanding drive. With 18 significant decision points across 273 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 1.9 miles: Roundabout - know your exit number before entering; at 73 miles (I 64): Highway fork - watch signs carefully. Lane positioning matters here; at 163 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Elevation Profile
Gently rolling terrain
1,816 ft11 ft
Total Climb
874 ft
Total Descent
2,003 ft
Highest Point
1,816 ft
~58.5 mi in
Elevation Range
1,805 ft
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Cloverdale, VA and Chesapeake, VA, road signs point toward Norfolk and Virginia Beach.
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.
Top landmarks
•Dismal Swamp Canal — canal in Virginia, United States of America
•Albemarle and Chesapeake Canal — canal in Chesapeake, Virginia
•South Norfolk Historic District — historic district in Virginia, United States
Doable as a same-day drive at 5h 10m. Total distance: 273 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
5h 10m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (83%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 156.9 miles on I 64. The full list of main roads is in the Roads section above.
Yes — we found about 18 rest areas or service plazas within a short detour of the route (from OpenStreetMap). See the Rest Stops tab under Nearby Places for locations and mile markers. Plan to stretch, use the bathroom, and top off fluids every 2–3 hours on longer drives.
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 Chesapeake, 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 1 meaningful breaks. There are 18 rest areas along the route for bathroom stops.
The main spots that need attention: at 1.9 miles: Roundabout - know your exit number before entering; at 73 miles (I 64): Highway fork - watch signs carefully. Lane positioning matters here; at 163 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
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 5.2 hours each way, a round trip means 10.4 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Chesapeake, VA before the return drive.
