Collinsville, VA to Chesapeake, VA is 228.4 miles and takes about 5h 8m via Southampton Parkway, Clarksville Bypass, and Governor Harrison Parkway, with a fuel budget near $35 and enough daylight to finish in a day. This trip stays within Virginia, moving from the Southeast region to the Southeast region. The route offers a mixed driving experience, balancing highway stretches with surface roads. It's a manageable drive for a single day, making it a good option for a quick trip or as part of a larger journey.
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
114.2 miles from Collinsville, VA
A natural place for your longest stop of the day
, about 2h 32m into the drive
.
Main Roads
Road
Distance
Duration
Southampton Parkway
62.1 mi
1h 20m
Clarksville Bypass
22.9 mi
29m
Governor Harrison Parkway
22.5 mi
30m
Philpott Road
19.7 mi
25m
Bill Tuck Highway
18.8 mi
24m
US 58
14.5 mi
17m
A L Philpott Highway
9 mi
12m
Martinsville Highway
8.9 mi
11m
Longest stretch:
Southampton Parkway
— 62.1 mi, about 1h 20m
Traffic on I-264
Hour-of-day weekday pattern from 4 FHWA count stations on your route.
Peak
4 PM
~2,452 veh/hr typical
· worst 2,835
Quietest
2 AM
~162 veh/hr
Peak-to-quiet ratio
15.1×
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 Collinsville, VA and Chesapeake, VA.
1
Start on SR 609
178 ft·11 sec·South Daniel Creek Road
2
Turn left onto SR 728
0.4 mi·1 min·Wheeler Avenue
3
Turn right onto US 220 BUS
1.5 mi·2 min·Virginia Avenue
4
Turn left onto Commonwealth Boulevard
2.2 mi·3 min·Commonwealth Boulevard
5
Continue on VA 457
277 ft·8 sec·Commonwealth Boulevard East
6
Turn right onto Fairy Street
116 ft·5 sec·Fairy Street
7
Turn left onto Hooker Street
0.3 mi·49 sec·Hooker Street
8
At end of road, turn left onto US 58 BUS; VA 57
0.8 mi·1 min·East Church Street
9
Continue on US 58 BUS; VA 57
9.0 mi·12 min·A L Philpott Highway
10
Continue on US 58
8.9 mi·11 min·Martinsville Highway
11
Take the exit onto US 58
14 mi·17 min·US 58
Toward US 58 East
12
Take the exit onto US 58
0.3 mi·38 sec·US 58
Toward US 58 East, US 360 East: South Boston
13
Merge onto US 58; US 360
2.9 mi·5 min·South Boston Road
Use the straight lane.
14
Continue on US 58; US 360
5.3 mi·7 min·South Boston Highway
15
Continue on US 58; US 360
20 mi·25 min·Philpott Road
16
Continue on US 58; US 360
19 mi·24 min·Bill Tuck Highway
17
Continue on US 58; VA 49
3.6 mi·4 min·Clarksville Bypass
Use the straight lane.
18
Keep slight right at fork onto US 58
19 mi·24 min·Clarksville Bypass
Toward US 58 East: Boydton, South Hill
19
Continue on US 1; US 58
3.5 mi·4 min·Highway 1
20
Continue on US 58
3.3 mi·4 min·South Hill Bypass
21
Continue on US 58
1.1 mi·1 min·East Atlantic Street
22
Continue on US 58
3.6 mi·5 min·Highway 58
23
Continue on US 58
1.2 mi·2 min·Piney Pond Road
24
Continue on US 58
23 mi·30 min·Governor Harrison Parkway
25
Continue on US 58
6.4 mi·8 min·Pleasant Shade Drive
26
Continue on US 58
5.1 mi·6 min·West Atlantic Street
27
Continue on US 58
62 mi·1 hr 20 min·Southampton Parkway
Use the straight / slight right lanes.
28
Continue on US 13; US 58; US 460
1.7 mi·2 min·West Military Highway
29
Take the exit onto US 13; US 460
0.7 mi·1 min·US 13; US 460
Toward I 264 East, I 64, US 13 North: Portsmouth, Norfolk, Va Beach
30
Keep slight left at fork onto US 13; US 460
0.4 mi·56 sec·US 13; US 460
Toward I 264 East, I 64, US 13 North: Portsmouth, Norfolk, Va Beach
31
Merge onto I 664; US 13; US 460
0.6 mi·42 sec·Hampton Roads Beltway
32
Take the exit
0.8 mi·1 min
Exit 15AToward I 264 East: Portsmouth, Norfolk
33
Continue on I 264
3.7 mi·4 min·I 264
Use the straight / slight right lanes.
34
Take the exit
0.2 mi·22 sec
Exit 6; 5Toward VA 164 West, US 17: Martin Luther King Jr Expressway, Norfolk, Frederick BoulevardUse the slight right lane.
35
Keep slight right at fork
0.2 mi·28 sec
Exit 5Toward US 17: Frederick BoulevardUse the slight right lane.
36
Turn right onto US 17
1.2 mi·1 min·Frederick Boulevard
Use the right lane.
37
At end of road, turn left onto VA 141
0.4 mi·50 sec·George Washington Highway
38
Turn right onto VA 337
0.8 mi·1 min·Elm Avenue
Use the straight / left lanes.
39
Continue on VA 337
1.1 mi·2 min·South Norfolk Jordan Bridge
40
Turn straight onto VA 337
0.7 mi·1 min·Poindexter Street
Use the straight lane.
41
Turn left onto D Street
412 ft·18 sec·D Street
42
Arrive at destination
D Street
Trip Plan
Given the 5-hour drive time, starting in the morning is best to allow plenty of daylight for your arrival in Chesapeake. With only one recommended stop, you have flexibility in how you pace yourself, but consider a break around the halfway point. Keep an eye on your fuel gauge, especially during the longer 62.1-mile stretch on Southampton Parkway, as services might be less frequent. The fuel cost estimate of $35 should help you budget accordingly for this trip within Virginia.
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 114.2 miles from Collinsville, VA, or about 2h 32m into the drive.
The longest continuous stretch on this route runs about 62.1 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 50 miles or 1h 8m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 114.2 miles or 2h 32m 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 11m
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 Collinsville, 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 Collinsville, VA
This is one driving day of about 228.4 miles and 5h 8m.
Your first comfortable stop window is around 50 miles from Collinsville, 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 Southampton Parkway for about 62.1 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 37.7 and 223.9 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
6
37.7 mi into trip|~51m in|US 58; US 360 / South Boston Road
Merge onto US 58; US 360 / South Boston Road
Merge point - match speed before joining. Lane positioning matters here
Use the straight lane.
6
88 mi into trip|~1h 58m in|US 58 / Clarksville Bypass
Keep slight right at fork onto US 58 / Clarksville Bypass toward US 58 East: Boydton, South Hill
Highway fork - watch signs carefully. Multiple destination signs - pick the right one
Toward US 58 East: Boydton, South Hill
6
218.3 mi into trip|~4h 52m in|US 13; US 460
Keep slight left at fork onto US 13; US 460 toward I 264 East, I 64, US 13 North: Portsmouth, Norfolk, Va Beach
Highway fork - watch signs carefully. Multiple destination signs - pick the right one
Toward I 264 East, I 64, US 13 North: Portsmout...
8
223.8 mi into trip|~4h 59m in
Take the exit toward VA 164 West, US 17: Martin Luther King Jr Expressway, Norfolk, Frederick Boulevard
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 6; 5
Toward VA 164 West, US 17: Martin Luther King J...
9
223.9 mi into trip|~5h in
Keep slight right at fork toward US 17: Frederick Boulevard
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight right lane.
Exit 5
Toward US 17: Frederick Boulevard
Fuel & Cost
Regular Gas
$33.72 one way
$67.44 round trip
$3.75/gal25.4 MPG avg80 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.12
$37.06
$74.11
premium
$4.49
$40.39
$80.79
diesel
$4.80
$43.13
$86.25
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$34
Meals
$25–$50
Total
$59–$84
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 79.9 kg one way.
Prices: EIA weekly data, 2026-07-13.
Driving Electric?
About $24 in charging
· 0 stops
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
68.5
0
$23.98
$10.96
Efficient EV
57.1
0
$19.99
$9.14
EV Truck/SUV
91.4
1
$31.98
$14.62
Gas CO2
80 kg
EV CO2
27 kg (66% less)
Plan for 0 charging stops, roughly every 270 miles. Allow 25-40 minutes per stop at a DC fast charger.
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
Collinsville, VA
Late night
in Collinsville on Monday
Local time
2:23 AM
EDT
Current temp
94°F
Scattered Showers And Thunderstorms
W 9 mph36% chanceLive forecast
Tornado Warning
Tornado Warning issued July 18 at 2:16PM EDT until July 18 at 2:45PM EDT by NWS Baltimore MD/Washington DC
Severe Thunderstorm Watch
Severe Thunderstorm Watch issued July 18 at 2:15PM EDT until July 18 at 9:00PM EDT by NWS Blacksburg VA
Destination
Chesapeake, VA
Late night
in Chesapeake on Monday
Local time
2:23 AM
EDT
Current temp
97°F
Slight Chance Showers And Thunderstorms
SW 13 mph21% chanceLive forecast
Tornado Warning
Tornado Warning issued July 18 at 2:16PM EDT until July 18 at 2:45PM EDT by NWS Baltimore MD/Washington DC
Severe Thunderstorm Watch
Severe Thunderstorm Watch issued July 18 at 2:15PM EDT until July 18 at 9:00PM EDT by NWS Blacksburg VA
85°F
Henderson, NC
114 mi in
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 8m 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...
14 mi from route
~34 min detour
Free
near mile 228.4
Park Closure: Road Closure and Fishing Pier Impact
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...
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
About half of this drive, 49%, is on highways. You'll encounter a 62.1-mile stretch on Southampton Parkway, which is the longest continuous segment without a major change in road type. Expect a transition from highway driving to surface roads as you progress, so be prepared for varying speed limits and traffic patterns. The profile indicates a mix of highway and surface roads, suggesting you'll notice a change in road conditions and surrounding environment.
49% highway, the rest on surface roads — varied driving throughout.
42 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 62.1 mi on Southampton Parkway.
How Hard Is This Drive?
9/10
This route mixes highway mileage with some local-road sections near the start or finish. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 37.7 miles in near US 58; US 360 / South Boston Road.
Driving Effort9/10
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 228.4 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 37.7 miles (US 58; US 360 / South Boston Road): Merge point - match speed before joining. Lane positioning matters here; at 88 miles (US 58 / Clarksville Bypass): Highway fork - watch signs carefully. Multiple destination signs - pick the right one; at 218.3 miles (US 13; US 460): Highway fork - watch signs carefully. Multiple destination signs - pick the right one.
Elevation Profile
Mostly flat terrain
918 ft11 ft
Total Climb
288 ft
Total Descent
1,099 ft
Highest Point
918 ft
~16.3 mi in
Elevation Range
907 ft
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 Collinsville, VA to Chesapeake, VA, road signs begin pointing toward Hill along the way.
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 8m. Total distance: 228.4 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
5h 8m drive, comfortable solo distance.
Scenic Drive
Mixed highway & surface route profile with national parks nearby.
Frequently Asked Questions
The longest stretch is about 62.1 miles on Southampton Parkway. The full list of main roads is in the Roads section above.
Yes — we found about 10 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 10 rest areas along the route for bathroom stops.
The main spots that need attention: at 37.7 miles (US 58; US 360 / South Boston Road): Merge point - match speed before joining. Lane positioning matters here; at 88 miles (US 58 / Clarksville Bypass): Highway fork - watch signs carefully. Multiple destination signs - pick the right one; at 218.3 miles (US 13; US 460): Highway fork - watch signs carefully. Multiple destination signs - pick the right one.
Yes — Fort Monroe National Monument and Booker T Washington National Monument. See the National Parks section for detour distances and tips on detours.
Not recommended in a single day. At 5.1 hours each way, a round trip means 10.3 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.
