How far is Hampden Sydney, VA from Chesapeake, VA?
The driving distance from Hampden Sydney, VA to Chesapeake, VA is about 147.3 miles (237 km), with a travel time of about 02h 43m by car.
- The straight-line flight distance is about 124 miles (199.6 km).
- For a round trip, plan for roughly 05h 27m 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 02h 43m.
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.
Independent city in Virginia, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Rain Showers Likely
Rain Showers Likely
Driving Route Map
The map below follows the saved road route between Hampden Sydney and Chesapeake.
Turn-by-Turn Driving Directions
Step-by-step road directions between Hampden Sydney and Chesapeake.
-
1
Start on College Road
1.1 mi · 3 min · College Road
-
2
At the end of the road, turn left onto Kingsville Road
782 ft · 22 sec · Kingsville Road
-
3
Enter the roundabout and take exit 2 toward Farmville Road
58 m · 4 sec · Farmville Road
-
4
Exit the roundabout onto Farmville Road
2.8 mi · 4 min · Farmville Road
-
5
Take the exit right
1454 ft · 35 sec
-
6
Merge slight left
6.9 mi · 8 min
-
7
Turn left onto Holly Farms Road
9.3 mi · 13 min · Holly Farms Road
-
8
Turn left onto Patrick Henry Highway
17.2 mi · 22 min · Patrick Henry Highway
-
9
Continue on Hull Street Road
13.7 mi · 20 min · Hull Street Road
-
10
Turn right onto Commonwealth Centre Parkway
1.5 km · 2 min · Commonwealth Centre Parkway
-
11
Take the ramp straight
19 m · 2 sec
-
12
Keep slight right to continue on VA 288 South
1577 ft · 40 sec
-
13
Merge slight left onto World War II Veterans Memorial Highway
12.1 mi · 14 min · World War II Veterans Memorial Highway
-
14
Keep slight right to continue on I 95 South: Petersburg
1495 ft · 37 sec
-
15
Merge slight left onto Richmond-Petersburg Turnpike
1.5 mi · 2 min · Richmond-Petersburg Turnpike
-
16
Take the exit slight right toward VA 10 East: Hopewell
1605 ft · 39 sec
-
17
Continue on West Hundred Road
6.8 mi · 10 min · West Hundred Road
-
18
Continue on West Randolph Road
2.9 mi · 4 min · West Randolph Road
-
19
Continue on James River Drive
14.6 mi · 19 min · James River Drive
-
20
Continue on Colonial Trail West
13.3 mi · 15 min · Colonial Trail West
-
21
At the end of the road, turn left onto Rolfe Highway
1 mi · 2 min · Rolfe Highway
-
22
Take the exit right
45 m · 6 sec
-
23
Merge slight left onto Colonial Trail East
9.8 mi · 11 min · Colonial Trail East
-
24
Continue on Old Stage Highway
12 mi · 16 min · Old Stage Highway
-
25
Keep slight left to continue on Brewers Neck Boulevard
2.8 mi · 4 min · Brewers Neck Boulevard
-
26
Take the exit slight right
713 ft · 20 sec
-
27
Merge slight left onto Carrollton Boulevard
2.3 mi · 3 min · Carrollton Boulevard
-
28
Continue on Bridge Road
6.2 mi · 11 min · Bridge Road
-
29
Keep slight right to continue on Western Freeway
7.4 mi · 10 min · Western Freeway
-
30
Merge slight left onto Martin Luther King Freeway
1.1 km · 46 sec · Martin Luther King Freeway
-
31
Take the exit slight right toward VA 141 South: Downtown Portsmouth
1461 ft · 36 sec
-
32
Turn straight onto London Boulevard
1.4 km · 1 min · London Boulevard
-
33
Turn right onto Elm Avenue
2.4 mi · 4 min · Elm Avenue
-
34
Continue on South Norfolk Jordan Bridge
1.1 mi · 2 min · South Norfolk Jordan Bridge
-
35
Turn straight onto Poindexter Street
1.1 km · 1 min · Poindexter Street
-
36
Turn left onto D Street
126 m · 18 sec · D Street
-
37
Arrive at your destination
0 m · 1 sec · D Street
Car Route Details
A richer read on the saved driving route between Hampden Sydney and Chesapeake.
Interchange-aware route
The drive includes several ramps, exits, or merges, so checking the next few maneuvers before busy interchanges is useful.
Patrick Henry Highway
Turn left onto Patrick Henry Highway
17.2 mi · 00h 22m
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.
Rain Showers Likely leaving Hampden Sydney and Rain Showers Likely near Chesapeake.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Hampden Sydney to Chesapeake?
The road trip is about 147.3 miles (237 km) and usually takes 02h 43m 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?
Hopewell is a useful midpoint, sitting about 76.2 miles from Hampden Sydney and 71.1 miles from Chesapeake.
How much longer is the road route than the straight-line distance?
The direct path is about 124 miles (199.6 km), while the road route adds roughly 23.3 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 1:02 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $20.60 one way or $41.19 round trip. Estimated CO2 is about 46.2 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers Likely around Hampden Sydney and Rain Showers Likely near Chesapeake.
Stop Ideas Near Hopewell
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Hopewell.
Petersburg station
Richmond Main Street Station
Richmond Staples Mill Road station
Williamsburg Transportation Center
Flight Path Map
This map shows the direct air route between Hampden Sydney and Chesapeake. Straight-line distance: 124 mi (199.56 km).
#1 Hampden Sydney
Census designated place
| Population | 1,450 |
| Coordinates | 37.2423700, -78.4597200 |
| Altitude | 163 |
| 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: 237 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 04h 54m |
| 40 mph (64.37 km/h) | 03h 40m |
| 50 mph (80.47 km/h) | 02h 56m |
| 60 mph (96.56 km/h) | 02h 27m |
| 70 mph (112.65 km/h) | 02h 06m |
| 80 mph (129 km/h) | 01h 50m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $20.60 | $41.19 |
| Mid-grade | $4.43 | $23.03 | $46.06 |
| Premium | $4.78 | $24.85 | $49.69 |
| Diesel | $5.62 | $29.24 | $58.49 |
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 19, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.