How far is Chesapeake, VA from Woodstock, VA?
The driving distance from Chesapeake, VA to Woodstock, VA is about 70.2 miles (112.9 km), with a travel time of about 01h 54m by car.
- The straight-line flight distance is about 51.2 miles (82.4 km).
- For a round trip, plan for roughly 03h 49m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
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 01h 54m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
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.
CDP in Virginia
Route Weather Snapshot
Check the forecast at both ends before you head out.
Chance Rain Showers
Partly Sunny
Driving Route Map
The map below follows the saved road route between Chesapeake and Woodstock.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chesapeake and Woodstock.
-
1
Start on D Street
126 m · 21 sec · D Street
-
2
At the end of the road, turn right onto Poindexter Street
1617 ft · 29 sec · Poindexter Street
-
3
Take the ramp straight toward I 464 North
1284 ft · 18 sec
-
4
Merge slight left
1.2 mi · 1 min
-
5
Keep slight left to continue on I 264 East: Waterside Drive, Saint Paul Boulevard, Downtown, Norfolk
1.1 km · 1 min
-
6
Keep slight left to continue on Waterside Drive, St Paul's Boulevard
1095 ft · 27 sec
-
7
Keep slight left to continue on Saint Paul's Boulevard
1575 ft · 53 sec
-
8
Turn right onto Saint Pauls Boulevard
3199 ft · 1 min · Saint Pauls Boulevard
-
9
Continue on Monticello Avenue
1.2 mi · 2 min · Monticello Avenue
-
10
Turn left onto Church Street
148 m · 14 sec · Church Street
-
11
Continue on Granby Street
4 mi · 9 min · Granby Street
-
12
Turn left onto I 64
1001 ft · 26 sec
-
13
Merge slight left onto Hampton Roads Beltway
3.8 mi · 5 min · Hampton Roads Beltway
-
14
Continue on Hampton Roads Bridge-Tunnel
3.5 mi · 5 min · Hampton Roads Bridge-Tunnel
-
15
Continue on Hampton Roads Beltway
5.9 mi · 8 min · Hampton Roads Beltway
-
16
Keep slight left
4 mi · 5 min
-
17
Take the exit slight right toward US 17 North: J Clyde Morris Boulevard, Yorktown
2187 ft · 1 min
-
18
Merge slight left onto J Clyde Morris Boulevard
3056 ft · 1 min · J Clyde Morris Boulevard
-
19
Continue on George Washington Memorial Highway
22.6 mi · 35 min · George Washington Memorial Highway
-
20
Take the exit slight right
806 ft · 22 sec
-
21
Keep slight left
1.2 mi · 2 min
-
22
Turn right onto John Clayton Memorial Highway
6.4 mi · 9 min · John Clayton Memorial Highway
-
23
Turn left onto Windsor Road
2.1 mi · 3 min · Windsor Road
-
24
At the end of the road, turn right onto Buckley Hall Road
1.6 mi · 2 min · Buckley Hall Road
-
25
Turn left onto Twiggs Ferry Road
4.6 mi · 6 min · Twiggs Ferry Road
-
26
At the end of the road, turn left onto General Puller Highway
1.3 mi · 2 min · General Puller Highway
-
27
Turn left onto Grafton Church Road
2029 ft · 58 sec · Grafton Church Road
-
28
Turn left onto Stormont Road
1.4 km · 2 min · Stormont Road
-
29
Turn left onto Coachpoint Road
1.2 mi · 5 min · Coachpoint Road
-
30
Turn left onto Poplar Drive
856 ft · 39 sec · Poplar Drive
-
31
Turn right onto Hickory Drive
1328 ft · 1 min · Hickory Drive
-
32
At the end of the road, turn left onto Plum Drive
67 m · 10 sec · Plum Drive
-
33
Keep slight left to continue on Shore Drive
1020 ft · 50 sec · Shore Drive
-
34
Turn left onto Lakeside Drive
627 ft · 28 sec · Lakeside Drive
-
35
Arrive at your destination
0 m · 1 sec · Lakeside Drive
Car Route Details
A richer read on the saved driving route between Chesapeake and Woodstock.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
George Washington Memorial Highway
Continue on George Washington Memorial Highway
22.6 mi · 00h 35m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Chance Rain Showers leaving Chesapeake and Partly Sunny near Woodstock.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chesapeake to Woodstock?
The road trip is about 70.2 miles (112.9 km) and usually takes 01h 54m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Yorktown is a useful midpoint, sitting about 35.1 miles from Chesapeake and 35 miles from Woodstock.
How much longer is the road route than the straight-line distance?
The direct path is about 51.2 miles (82.4 km), while the road route adds roughly 19 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 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 2:40 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $9.82 one way or $19.65 round trip. Estimated CO2 is about 22 kg one way.
What should you check before leaving?
Before you leave, expect Chance Rain Showers around Chesapeake and Partly Sunny near Woodstock.
Stop Ideas Near Yorktown
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Oxford Run Trail
Poquoson (DMV Select) By Appointment Only
Legacy Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Yorktown.
Flight Path Map
This map shows the direct air route between Chesapeake and Woodstock. Straight-line distance: 51.19 mi (82.39 km).
#1 Chesapeake
The second most populous city in Virginia.
| Population | 247,011 |
| Coordinates | 36.8190400, -76.2749400 |
| Altitude | 3 |
| Country | United States |
#2 Woodstock
Town in Shenandoah County, Virginia, United States
| Population | 5,293 |
| Coordinates | 37.5406900, -76.4857800 |
| Altitude | 4 |
| Country | United States |
End: Woodstock (-76.48578, 37.54069)
Estimated Travel Time
Distance: 113 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 20m |
| 40 mph (64.37 km/h) | 01h 45m |
| 50 mph (80.47 km/h) | 01h 24m |
| 60 mph (96.56 km/h) | 01h 10m |
| 70 mph (112.65 km/h) | 01h 00m |
| 80 mph (129 km/h) | 00h 52m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $9.82 | $19.65 |
| Mid-grade | $4.43 | $10.98 | $21.97 |
| Premium | $4.78 | $11.85 | $23.70 |
| Diesel | $5.62 | $13.95 | $27.90 |
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 · Jun 01, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.