Chesapeake, VA to Rosslyn, VA is 195 miles and takes about 3h 54m via I 95, with a fuel budget near $30 and enough daylight to finish in a day. This drive stays within the Southeast region, primarily within Virginia, making it a straightforward trip without crossing state lines. It's a highly focused highway journey, ideal if you want to get from point A to point B efficiently. With a duration under four hours and a modest fuel cost, this route is perfectly suited for a single-day excursion.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Break Rhythm
1 planned break
A short stop every 2 to 3 hours is enough for this drive.
Midpoint
97.5 miles from Chesapeake, VA
A natural place for your longest stop of the day
, about 2h into the drive
.
Main Roads
Road
Distance
Duration
I 95
82.3 mi
1h 33m
I 64
61.1 mi
1h 7m
Korean War Veterans Memorial Highway
11.9 mi
12m
Hampton Roads Beltway
9.6 mi
12m
Henry G. Shirley Memorial Highway
9 mi
10m
Granby Street
4 mi
9m
Hampton Roads Bridge-Tunnel
3.5 mi
4m
Monticello Avenue
1.2 mi
2m
Longest stretch:
I 95
— 82.3 mi, about 1h 33m
Turn-by-Turn Driving Directions
Step-by-step road directions between Chesapeake, VA and Rosslyn, 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
12 mi·12 min·Korean War Veterans Memorial Highway
20
Take the exit
2.4 mi·2 min
Exit 43AToward I 95 North: WashingtonUse the slight left lane.
21
Merge onto I 95
46 mi·49 min·I 95
Use the straight / slight right lanes.
22
Keep slight right at fork onto I 95; US 17
1.6 mi·1 min·I 95; US 17
23
Keep slight left at fork
1.0 mi·1 min
24
Merge onto I 95
35 mi·41 min·I 95
Use the slight left lane.
25
Keep slight right at fork onto I 395
0.6 mi·52 sec·Henry G. Shirley Memorial Highway
Exit 170A; 170BToward I 395 North, I 495 North: Washington, Tysons CornerUse the straight / slight left lanes.
26
Continue on I 395
8.3 mi·10 min·Henry G. Shirley Memorial Highway
Exit 170AToward I 395 North: WashingtonUse the straight lane.
27
Take the exit
0.5 mi·1 min
Exit 8BToward VA 27: Washington Boulevard, Pentagon, Arlington Cemetery, RosslynUse the slight right lane.
28
Merge onto VA 27
0.9 mi·1 min·Washington Boulevard
29
Take the exit
0.1 mi·32 sec
Toward Rosslyn, Pentagon, North ParkingUse the straight / right lanes.
30
At end of road, turn right onto Pentagon Access Road
414 ft·13 sec·Pentagon Access Road
31
Continue on this road
0.1 mi·17 sec·this road
Toward VA 110 North
32
Merge onto VA 110
1.1 mi·1 min·Richmond Highway
Use the straight / left lanes.
33
Turn straight onto Wilson Boulevard
0.3 mi·43 sec·Wilson Boulevard
Toward Wilson Boulevard, Rosslyn
34
Turn right onto North Lynn Street
0.1 mi·27 sec·North Lynn Street
Use the right lane.
35
Turn left onto 19th Street North
472 ft·16 sec·19th Street North
Use the straight / left lanes.
36
Continue on North Nash Street
34 ft·0 sec·North Nash Street
Use the straight / left lanes.
37
Arrive at destination
North Nash Street
Trip Plan
Given the total duration of under four hours, this trip is easily manageable in a single day. To maximize your time and avoid potential traffic, consider departing Chesapeake, VA early in the morning. The drive features one primary interstate, I 95, so plan your fuel stops accordingly, keeping in mind the estimated $30 fuel cost. Since the longest stretch between services on I 95 is 82.3 miles, ensure you have adequate fuel before embarking on this 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 97.5 miles from Chesapeake, VA, or about 2h into the drive.
The longest continuous stretch on this route runs about 82.3 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 43 miles or 59m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 97.5 miles or 2h in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 3h 9m
Traffic, exits, and arrival timing usually matter more near Rosslyn, 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.
Day 1
Settle into the route from Chesapeake, VA
This is one driving day of about 195 miles and 3h 54m.
Your first comfortable stop window is around 43 miles from Chesapeake, 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 95 for about 82.3 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 29
5 decision points cluster between mile 1.8 and 182.7 — 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
9
182.7 mi into trip|~3h 36m in|I 395 / Henry G. Shirley Memorial Highway
Keep slight right at fork onto I 395 / Henry G. Shirley Memorial Highway toward I 395 North, I 495 North: Washington, Tysons Corner
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight left lanes.
Exit 170A; 170B
Toward I 395 North, I 495 North: Washington, Ty...
Fuel & Cost
Regular Gas
$30.49 one way
$60.99 round trip
$3.97/gal25.4 MPG avg68 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.34
$33.34
$66.68
premium
$4.70
$36.09
$72.18
diesel
$5.61
$43.05
$86.11
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$30
Meals
$25–$50
Total
$55–$80
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 68.2 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $20 in charging
· 0 stops
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
58.5
0
$20.47
$9.36
Efficient EV
48.8
0
$17.06
$7.80
EV Truck/SUV
78
0
$27.30
$12.48
Gas CO2
68 kg
EV CO2
23 kg (66% 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 16, 2026
Origin
Chesapeake, VA
Late night
in Chesapeake on Tuesday
Local time
4:16 AM
EDT
Current temp
93°F
Mostly Sunny
SW 14 mph0% chanceLive forecast
Destination
Rosslyn, VA
Late night
in Rosslyn on Tuesday
Local time
4:16 AM
EDT
Current temp
83°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
10 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
3h 54m 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.
National Parks Near This Route
Worth a detour if your schedule allows.
Colonial National Historical Park
National Historical Park
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...
0 mi from route
~1 min detour
$15
near mile 40.3
Park Closure: Rehabilitation of Colonial Parkway Continues
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...
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
~67 min detour
Free
near mile 80.7
The Potomac River corridor is rich in both history and recreation, offering a chance to both explore your heritage and choose your adventure along the way. Start your journey here!
30 mi from route
~75 min detour
Free
near mile 195
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 a highway-focused drive, with 74% of the journey on major interstates. You'll spend a significant portion of your time on I 95, experiencing stretches like the longest continuous segment of 82.3 miles. Expect a consistent pace on these well-maintained highways, designed for efficient travel. While the primary roads are interstates, the landscape will transition as you move north through Virginia.
74% highway — fuel and pacing are the main things to plan.
37 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 82.3 mi on I 95.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on I 95 and I 64. 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 29 significant decision points across 195 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 Rosslyn, VA, road signs point toward Rocky Mount and Tysons Corner.
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.
Doable as a same-day drive at 3h 54m. Total distance: 195 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
3h 54m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (74%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 82.3 miles on I 95. The full list of main roads is in the Roads section above.
Yes — we found about 19 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 Rosslyn, 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 19 rest areas along the route for bathroom stops.
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 — Colonial National Historical Park, Fort Monroe National Monument and Petersburg National Battlefield (4 total within detour distance). See the National Parks section for detour distances and tips on detours.
Possible but tiring. At 3.9 hours each way, an in-and-out day trip would put you behind the wheel for 7.8 hours — manageable with a long break at Rosslyn, VA, but most travelers stay overnight.
