How far is Ashland, VA from Chesapeake, VA?

The driving distance from Ashland, VA to Chesapeake, VA is about 106.6 miles (171.6 km), with a travel time of about 01h 47m by car.

  • The straight-line flight distance is about 92.8 miles (149.3 km).
  • For a round trip, plan for roughly 03h 35m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Trip Tools

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.

Reverse Route
Quick Snapshot
Road
106.64 mi
01h 47m
Flight
92.76 mi
149.29 km direct

This route works well as a day trip with time at the destination.

Learn Distance

Choose another destination from Ashland.

Flight Distance

Direct air line
92.76 mi
Kilometers
149.29 km
Flight Time
00h 11m

Driving Distance

Road route
106.64 mi
Kilometers
171.62 km
Drive Time
01h 47m

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 47m.

Arrival Snapshot
Arrive in Chesapeake
Wed, Apr 22, 11:03 PM EDT
Return by in Ashland
Thu, Apr 23, 12:50 AM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Ashland
2026-04-22T21:15
Arrive Chesapeake
Wed, Apr 22, 11:03 PM EDT
Route Timing
01h 47m
One way by road
Best Departure Window
8:00 AM to 10:00 AM EDT
Aim for a morning departure
Arrive between
9:48 AM to 11:48 AM EDT

A morning start gives you useful time at the destination and keeps the return out of the late evening.

Leave by
2:54 PM EDT
Keeps a same-day return open with about 03h 00m at the destination.
Back in Ashland
9:30 PM EDT
Morning start is best

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.

Mid-route stop
Williamsburg
VA

Independent city in Virginia, United States

From Ashland
53.9 mi
00h 53m
To Chesapeake
52.7 mi
00h 53m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
80°F
Wednesday

Chance Showers And Thunderstorms

Starts
Wed, Apr 22 6:00 AM EDT
Wind
12 mph SW
Destination
82°F
Wednesday

Mostly Sunny then Slight Chance Rain Showers

Starts
Wed, Apr 22 6:00 AM EDT
Wind
10 to 15 mph SW

Driving Route Map

The map below follows the saved road route between Ashland and Chesapeake.

Turn-by-Turn Driving Directions

Step-by-step road directions between Ashland and Chesapeake.

  1. 1

    Start on the route

    21 m · 12 sec

  2. 2

    Turn sharp left onto England Street

    1.6 km · 3 min · England Street

  3. 3

    Take the ramp slight right toward I 95 South: Richmond

    1201 ft · 29 sec

  4. 4

    Merge slight left

    6 mi · 7 min

  5. 5

    Take the exit slight left toward I 295 South: Williamsburg, Norfolk, Va Beach

    1.9 mi · 2 min

  6. 6

    Merge slight right onto Korean War Veterans Memorial Highway

    13 mi · 14 min · Korean War Veterans Memorial Highway

  7. 7

    Take the exit slight right toward I 64 East: Norfolk, Virginia Beach

    1.3 mi · 3 min

  8. 8

    Merge slight left

    66.8 mi · 1 hr 15 min

  9. 9

    Keep slight left to continue on Hampton Roads Beltway

    104 m · 5 sec · Hampton Roads Beltway

  10. 10

    Continue on Hampton Roads Bridge-Tunnel

    3.5 mi · 5 min · Hampton Roads Bridge-Tunnel

  11. 11

    Continue on Hampton Roads Beltway

    6.7 mi · 9 min · Hampton Roads Beltway

  12. 12

    Take the exit slight right toward VA 194 South: Chesapeake Boulevard

    1312 ft · 32 sec

  13. 13

    Turn straight onto Chesapeake Boulevard

    2.1 mi · 3 min · Chesapeake Boulevard

  14. 14

    Turn straight

    41 m · 8 sec

  15. 15

    Turn left onto Ballentine Boulevard

    1.1 mi · 2 min · Ballentine Boulevard

  16. 16

    Turn right onto East Princess Anne Road

    1.5 km · 2 min · East Princess Anne Road

  17. 17

    Turn left onto Park Avenue

    3186 ft · 1 min · Park Avenue

  18. 18

    Turn left onto East Brambleton Avenue

    1692 ft · 58 sec · East Brambleton Avenue

  19. 19

    Continue on Campostella Road

    1.1 km · 2 min · Campostella Road

  20. 20

    Turn right onto Wilson Road

    1.2 km · 1 min · Wilson Road

  21. 21

    Continue on 22nd Street

    1606 ft · 27 sec · 22nd Street

  22. 22

    Continue on Poindexter Street

    1391 ft · 29 sec · Poindexter Street

  23. 23

    Turn right onto D Street

    126 m · 18 sec · D Street

  24. 24

    Arrive at your destination

    0 m · 1 sec · D Street

Car Route Details

A richer read on the saved driving route between Ashland and Chesapeake.

OSRM road route
Drive Character

Highway-focused drive

Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.

Directions
24 steps
9 turns on the saved route
Ramps & Exits
7
3 merges, 4 ramps or exits
Navigation Density
22.5 / 100 mi
Decision points by distance
Main Roads
I 64 East
68.1 mi · 64%
Korean War Veterans Memorial Highway
13 mi · 12%
Hampton Roads Beltway
6.8 mi · 6%
I 95 South
6.27 mi · 6%
Hampton Roads Bridge-Tunnel
3.5 mi · 3%
Chesapeake Boulevard
2.11 mi · 2%
Longest Stretch

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.

Trip Read

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.

Drive Time
01h 47m
Day trip friendly
Same-Day Return
03h 36m
Round-trip wheel time
Road vs Air
+13.8 mi
92.8 mi direct line
Halfway Stop
Williamsburg
00h 53m from Ashland
Leave By
2:54 PM EDT
Morning start is best
Weather Watch

Chance Showers And Thunderstorms leaving Ashland 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 Ashland to Chesapeake?

The road trip is about 106.6 miles (171.6 km) and usually takes 01h 47m 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?

Williamsburg is a useful midpoint, sitting about 53.9 miles from Ashland and 52.7 miles from Chesapeake.

How much longer is the road route than the straight-line distance?

The direct path is about 92.8 miles (149.3 km), while the road route adds roughly 13.8 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 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 2:54 PM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $14.89 one way or $29.79 round trip. Estimated CO2 is about 33.4 kg one way.

What should you check before leaving?

Before you leave, expect Chance Showers And Thunderstorms around Ashland and Mostly Sunny then Slight Chance Rain Showers near Chesapeake.

Stop Ideas Near Williamsburg

Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.

Mid-route Guidance
These suggestions come from reviewed places and nearby services around Williamsburg and the surrounding midpoint area.
Stop photo coming soon
Practical stop 4.3 mi away

James City County

Williamsburg
County government office,Service establishment
James City County Government Center
Meeting point 9.8 mi away

James City County Government Center

Williamsburg , VA
101 Mounts Bay Rd, Williamsburg, VA 23185
Rating 2.3/5 3 reviews Municipal administration office,Economic development agency,Local government office,County government office,Municipal Department Communication,Municipal Department Finance,Municipal Department of Tourism
Legacy Hall
Nearby stop 6.7 mi away

Legacy Hall

Williamsburg , VA
4301 New Town Ave, Williamsburg, VA 23188
Rating 4.5/5 37 reviews Event venue

Transit and Meeting Points

Useful pickup, handoff, or rendezvous points close to Williamsburg.

RAIL

Williamsburg Transportation Center

1 mi away
468 North Boundary Street
RAIL

Newport News station

36 mi away
9304 Warwick Boulevard
BUS

Norfolk

59 mi away
215 W York Street
RAIL

Petersburg station

64 mi away
3516 South Street

Flight Path Map

This map shows the direct air route between Ashland and Chesapeake. Straight-line distance: 92.76 mi (149.29 km).

Ashland

#1 Ashland

Town in Virginia, United States

Population7,908
Coordinates37.7590300, -77.4799800
Altitude65
CountryUnited States
Chesapeake

#2 Chesapeake

The second most populous city in Virginia.

Population247,011
Coordinates36.8190400, -76.2749400
Altitude3
CountryUnited States
Start: (-77.479898, 37.759027)
End: D Street (-76.275044, 36.81897)

Estimated Travel Time

Distance: 172 km by road

SpeedTime
30 mph (48.3 km/h)03h 33m
40 mph (64.37 km/h)02h 39m
50 mph (80.47 km/h)02h 07m
60 mph (96.56 km/h)01h 46m
70 mph (112.65 km/h)01h 31m
80 mph (129 km/h)01h 19m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
3.76 gal
14.24 L · about $14.89
Round trip
$29.79
7.52 gal · 28.48 L
Estimated CO2
33.4 kg one way
Round trip: 66.8 kg / 147 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.96 $14.89 $29.79
Mid-grade $4.43 $16.65 $33.31
Premium $4.78 $17.97 $35.93
Diesel $5.62 $21.15 $42.29

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 23, 2026

There is no time difference between Ashland and Chesapeake. The current time is 21:15:46.

Distance to Other Cities

Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.

How did we calculate? Place names are translated into coordinates. The Haversine formula calculates straight-line distance; driving distance uses road network data.