How far is Shenandoah, VA from Chesapeake, VA?
The driving distance from Shenandoah, VA to Chesapeake, VA is about 200.4 miles (322.5 km), with a travel time of about 03h 32m by car.
- The straight-line flight distance is about 172.6 miles (277.7 km).
- For a round trip, plan for roughly 07h 04m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
Reverse, save, or send this route
This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.
This drive is better planned with a longer stop or an overnight stay.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 03h 32m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Town in Alabama, USA
Route Weather Snapshot
Check the forecast at both ends before you head out.
Chance Rain Showers
Mostly Sunny then Slight Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Shenandoah and Chesapeake.
Turn-by-Turn Driving Directions
Step-by-step road directions between Shenandoah and Chesapeake.
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1
Start on Pennsylvania Avenue
50 m · 13 sec · Pennsylvania Avenue
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2
Turn left onto 1st Street
592 ft · 21 sec · 1st Street
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3
At the end of the road, turn left onto Maryland Avenue
1204 ft · 30 sec · Maryland Avenue
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4
Turn right onto 4th Street
1616 ft · 46 sec · 4th Street
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5
Continue on 3rd Street
642 ft · 18 sec · 3rd Street
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6
Continue on South Third Street
1378 ft · 23 sec · South Third Street
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7
Continue on South 3rd Street
4.3 mi · 6 min · South 3rd Street
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8
Continue on North Stuart Avenue
1.3 km · 1 min · North Stuart Avenue
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9
Continue on East Side Highway
904 ft · 20 sec · East Side Highway
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10
Turn left
1391 ft · 38 sec
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11
Merge slight left onto Spotswood Trail
13.4 mi · 17 min · Spotswood Trail
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12
Turn straight onto Stanardsville By-Pass
2.2 mi · 3 min · Stanardsville By-Pass
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13
Continue on Spotswood Trail
11.7 mi · 17 min · Spotswood Trail
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14
Enter the roundabout and take exit 2 toward Spotswood Trail
51 m · 3 sec · Spotswood Trail
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15
Exit the roundabout onto Spotswood Trail
5.4 mi · 8 min · Spotswood Trail
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16
Continue on North Main Street
813 ft · 15 sec · North Main Street
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17
Enter the roundabout and take exit 2 toward the route
22 m · 1 sec
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18
Exit the roundabout
1.1 km · 1 min
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19
Turn slight right onto Martinsburg Avenue
2056 ft · 35 sec · Martinsburg Avenue
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20
Continue on James Madison Highway
11 mi · 16 min · James Madison Highway
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21
Take the ramp slight left
2073 ft · 51 sec
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22
Merge slight left
40 mi · 43 min
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23
Take the exit slight right toward I 295 North: Washington, Norfolk
1.2 mi · 2 min
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24
Continue on Korean War Veterans Memorial Highway
22.9 mi · 25 min · Korean War Veterans Memorial Highway
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25
Take the exit slight right toward I 64 East: Norfolk, Virginia Beach
1.3 mi · 3 min
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26
Merge slight left
66.8 mi · 1 hr 15 min
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27
Keep slight left to continue on Hampton Roads Beltway
104 m · 5 sec · Hampton Roads Beltway
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28
Continue on Hampton Roads Bridge-Tunnel
3.5 mi · 5 min · Hampton Roads Bridge-Tunnel
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29
Continue on Hampton Roads Beltway
6.7 mi · 9 min · Hampton Roads Beltway
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30
Take the exit slight right toward VA 194 South: Chesapeake Boulevard
1312 ft · 32 sec
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31
Turn straight onto Chesapeake Boulevard
2.1 mi · 3 min · Chesapeake Boulevard
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32
Turn straight
41 m · 8 sec
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33
Turn left onto Ballentine Boulevard
1.1 mi · 2 min · Ballentine Boulevard
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34
Turn right onto East Princess Anne Road
1.5 km · 2 min · East Princess Anne Road
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35
Turn left onto Park Avenue
3186 ft · 1 min · Park Avenue
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36
Turn left onto East Brambleton Avenue
1692 ft · 58 sec · East Brambleton Avenue
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37
Continue on Campostella Road
1.1 km · 2 min · Campostella Road
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38
Turn right onto Wilson Road
1.2 km · 1 min · Wilson Road
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39
Continue on 22nd Street
1606 ft · 27 sec · 22nd Street
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40
Continue on Poindexter Street
1391 ft · 29 sec · Poindexter Street
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41
Turn right onto D Street
126 m · 18 sec · D Street
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42
Arrive at your destination
0 m · 1 sec · D Street
Car Route Details
A richer read on the saved driving route between Shenandoah and Chesapeake.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 64 East
Merge slight left
66.8 mi · 01h 15m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A longer out-and-back drive
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
Chance Rain Showers leaving Shenandoah and Mostly Sunny then Slight Chance Rain Showers near Chesapeake.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Shenandoah to Chesapeake?
The road trip is about 200.4 miles (322.5 km) and usually takes 03h 32m in normal driving conditions.
Is this a same-day trip or an overnight route?
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
What is the halfway point on this route?
Glen Allen is a useful midpoint, sitting about 100.8 miles from Shenandoah and 99.6 miles from Chesapeake.
How much longer is the road route than the straight-line distance?
The direct path is about 172.6 miles (277.7 km), while the road route adds roughly 27.8 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 6:00 AM to 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 9:56 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $28.00 one way or $56.01 round trip. Estimated CO2 is about 62.8 kg one way.
What should you check before leaving?
Before you leave, expect Chance Rain Showers around Shenandoah and Mostly Sunny then Slight Chance Rain Showers near Chesapeake.
Stop Ideas Near Glen Allen
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Town Hall
Old City Hall
City of Richmond Virginia (City Hall)
City Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Glen Allen.
Richmond Staples Mill Road station
Ashland
Richmond Main Street Station
Petersburg station
Flight Path Map
This map shows the direct air route between Shenandoah and Chesapeake. Straight-line distance: 172.55 mi (277.7 km).
#1 Shenandoah
Town in Page County, Virginia, United States
| Population | 2,334 |
| Coordinates | 38.4851200, -78.6250200 |
| Altitude | 301 |
| Country | United States |
#2 Chesapeake
The second most populous city in Virginia.
| Population | 247,011 |
| Coordinates | 36.8190400, -76.2749400 |
| Altitude | 3 |
| Country | United States |
End: D Street (-76.275044, 36.81897)
Estimated Travel Time
Distance: 323 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 06h 40m |
| 40 mph (64.37 km/h) | 05h 00m |
| 50 mph (80.47 km/h) | 04h 00m |
| 60 mph (96.56 km/h) | 03h 20m |
| 70 mph (112.65 km/h) | 02h 51m |
| 80 mph (129 km/h) | 02h 30m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $28.00 | $56.01 |
| Mid-grade | $4.43 | $31.31 | $62.63 |
| Premium | $4.78 | $33.78 | $67.56 |
| Diesel | $5.62 | $39.76 | $79.52 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in Virginia · Apr 22, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.