How far is Berryville, VA from Chesapeake, VA?

The driving distance from Berryville, VA to Chesapeake, VA is about 220.2 miles (354.3 km), with a travel time of about 03h 52m by car.

  • The straight-line flight distance is about 186 miles (299.4 km).
  • For a round trip, plan for roughly 07h 45m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
Trip Tools

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.

Reverse Route
Quick Snapshot
Road
220.16 mi
03h 52m
Flight
186.06 mi
299.43 km direct

This drive is better planned with a longer stop or an overnight stay.

Learn Distance

Choose another destination from Berryville.

Flight Distance

Direct air line
186.06 mi
Kilometers
299.43 km
Flight Time
00h 22m

Driving Distance

Road route
220.16 mi
Kilometers
354.31 km
Drive Time
03h 52m

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 52m.

Arrival Snapshot
Arrive in Chesapeake
Wed, Jun 10, 6:14 PM EDT
Return by in Berryville
Wed, Jun 10, 10:07 PM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Berryville
2026-06-10T14:21
Arrive Chesapeake
Wed, Jun 10, 6:14 PM EDT
Route Timing
03h 52m
One way by road
Best Departure Window
6:00 AM to 8:00 AM EDT
Leave early for more breathing room
Arrive between
9:53 AM to 11:53 AM EDT

An early departure helps you fit a real stop into the day without turning the return into a late-night drive.

Leave by
9:14 AM EDT
Keeps a same-day return open with about 04h 00m at the destination.
Back in Berryville
9:00 PM EDT
Early departure recommended

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
Ashland
VA

Town in Virginia, United States

From Berryville
110.7 mi
01h 56m
To Chesapeake
109.5 mi
01h 56m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
84°F
Today

Showers And Thunderstorms

Starts
Wed, Jun 10 9:00 AM EDT
Wind
9 mph SW
Destination
89°F
Today

Mostly Cloudy then Slight Chance Showers And Thunderstorms

Starts
Wed, Jun 10 10:00 AM EDT
Wind
13 mph SW

Driving Route Map

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

Turn-by-Turn Driving Directions

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

  1. 1

    Start on the route

    6 m · 4 sec

  2. 2

    Turn right

    53 m · 20 sec

  3. 3

    Turn left onto North Buckmarsh Street

    1.3 km · 2 min · North Buckmarsh Street

  4. 4

    Continue on Lord Fairfax Highway

    2.7 mi · 4 min · Lord Fairfax Highway

  5. 5

    Turn left onto Bishop Meade Highway

    43 m · 3 sec · Bishop Meade Highway

  6. 6

    Continue on Bishop Meade Road

    2.1 mi · 4 min · Bishop Meade Road

  7. 7

    Continue on Bishop Meade Highway

    1.5 km · 3 min · Bishop Meade Highway

  8. 8

    At the end of the road, turn left onto Bishop Meade Road

    929 ft · 19 sec · Bishop Meade Road

  9. 9

    Continue on Bishop Meade Road

    3195 ft · 1 min · Bishop Meade Road

  10. 10

    Turn left onto John Singleton Mosby Highway

    6.5 mi · 9 min · John Singleton Mosby Highway

  11. 11

    Turn right onto Winchester Road

    7.8 mi · 13 min · Winchester Road

  12. 12

    Keep slight left to continue on I 66 East, US 17 South, VA 55 East: Marshall, Fredericksburg

    5 mi · 6 min

  13. 13

    Take the exit slight right toward US 17: Warrenton, Fredericksburg

    1330 ft · 33 sec

  14. 14

    Keep slight right

    545 ft · 13 sec

  15. 15

    Merge slight left onto Winchester Road

    2.4 mi · 3 min · Winchester Road

  16. 16

    Continue on James Madison Highway

    6.5 mi · 9 min · James Madison Highway

  17. 17

    Keep slight right to continue on Eastern Bypass

    4.9 mi · 7 min · Eastern Bypass

  18. 18

    Continue on James Madison Highway

    5.1 mi · 7 min · James Madison Highway

  19. 19

    Keep slight right to continue on US 17 South

    26.8 mi · 39 min

  20. 20

    Take the exit straight toward I 95 South, US 17 South: Richmond

    47.9 mi · 53 min

  21. 21

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

    1.9 mi · 2 min

  22. 22

    Merge slight right onto Korean War Veterans Memorial Highway

    13 mi · 14 min · Korean War Veterans Memorial Highway

  23. 23

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

    1.3 mi · 3 min

  24. 24

    Merge slight left

    66.8 mi · 1 hr 15 min

  25. 25

    Keep slight left to continue on Hampton Roads Beltway

    104 m · 5 sec · Hampton Roads Beltway

  26. 26

    Continue on Hampton Roads Bridge-Tunnel

    3.5 mi · 5 min · Hampton Roads Bridge-Tunnel

  27. 27

    Continue on Hampton Roads Beltway

    6.7 mi · 9 min · Hampton Roads Beltway

  28. 28

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

    1312 ft · 32 sec

  29. 29

    Turn straight onto Chesapeake Boulevard

    2.1 mi · 3 min · Chesapeake Boulevard

  30. 30

    Turn straight

    41 m · 8 sec

  31. 31

    Turn left onto Ballentine Boulevard

    1.1 mi · 2 min · Ballentine Boulevard

  32. 32

    Turn right onto East Princess Anne Road

    1.5 km · 2 min · East Princess Anne Road

  33. 33

    Turn left onto Park Avenue

    3186 ft · 1 min · Park Avenue

  34. 34

    Turn left onto East Brambleton Avenue

    1692 ft · 58 sec · East Brambleton Avenue

  35. 35

    Continue on Campostella Road

    1.1 km · 2 min · Campostella Road

  36. 36

    Turn right onto Wilson Road

    1.2 km · 1 min · Wilson Road

  37. 37

    Continue on 22nd Street

    1606 ft · 27 sec · 22nd Street

  38. 38

    Continue on Poindexter Street

    1391 ft · 29 sec · Poindexter Street

  39. 39

    Turn right onto D Street

    126 m · 18 sec · D Street

  40. 40

    Arrive at your destination

    0 m · 1 sec · D Street

Car Route Details

A richer read on the saved driving route between Berryville 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
40 steps
14 turns on the saved route
Ramps & Exits
8
3 merges, 5 ramps or exits
Navigation Density
18.2 / 100 mi
Decision points by distance
Main Roads
I 64 East
68.1 mi · 31%
I 95 South
47.9 mi · 22%
US 17 South
26.8 mi · 12%
Korean War Veterans Memorial Highway
13 mi · 6%
James Madison Highway
11.6 mi · 5%
Winchester Road
10.2 mi · 5%
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 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.

Drive Time
03h 52m
Long day trip
Same-Day Return
07h 46m
Round-trip wheel time
Road vs Air
+34.2 mi
186 mi direct line
Halfway Stop
Ashland
01h 56m from Berryville
Leave By
9:14 AM EDT
Early departure recommended
Weather Watch

Showers And Thunderstorms leaving Berryville and Mostly Cloudy then Slight Chance Showers And Thunderstorms near Chesapeake.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Berryville to Chesapeake?

The road trip is about 220.2 miles (354.3 km) and usually takes 03h 52m 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?

Ashland is a useful midpoint, sitting about 110.7 miles from Berryville and 109.5 miles from Chesapeake.

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

The direct path is about 186 miles (299.4 km), while the road route adds roughly 34.2 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 9:14 AM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $30.78 one way or $61.55 round trip. Estimated CO2 is about 69.1 kg one way.

What should you check before leaving?

Before you leave, expect Showers And Thunderstorms around Berryville and Mostly Cloudy then Slight Chance Showers And Thunderstorms near Chesapeake.

Stop Ideas Near Ashland

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

Mid-route Guidance
Local place coverage is thin around Ashland, so nearby transit and meeting points are shown instead.
Reviewed stop coverage is still thin around this midpoint, so practical transit waypoints are shown on the right.

Transit and Meeting Points

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

RAIL

Ashland

112 North Railroad Avenue
RAIL

Richmond Staples Mill Road station

16 mi away
7519 Staples Mill Road
RAIL

Richmond Main Street Station

25 mi away
1500 East Main Street
RAIL

Petersburg station

58 mi away
3516 South Street

Flight Path Map

This map shows the direct air route between Berryville and Chesapeake. Straight-line distance: 186.06 mi (299.43 km).

Berryville

#1 Berryville

Town in Virginia, United States

Population4,369
Coordinates39.1517700, -77.9822200
Altitude180
CountryUnited States
Chesapeake

#2 Chesapeake

The second most populous city in Virginia.

Population247,011
Coordinates36.8190400, -76.2749400
Altitude3
CountryUnited States
Start: West Main Street (-77.982362, 39.151614)
End: D Street (-76.275044, 36.81897)

Estimated Travel Time

Distance: 354 km by road

SpeedTime
30 mph (48.3 km/h)07h 20m
40 mph (64.37 km/h)05h 30m
50 mph (80.47 km/h)04h 24m
60 mph (96.56 km/h)03h 40m
70 mph (112.65 km/h)03h 08m
80 mph (129 km/h)02h 44m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
7.77 gal
29.41 L · about $30.78
Round trip
$61.55
15.54 gal · 58.82 L
Estimated CO2
69.1 kg one way
Round trip: 138.1 kg / 304 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.96 $30.78 $61.55
Mid-grade $4.43 $34.41 $68.83
Premium $4.78 $37.13 $74.25
Diesel $5.62 $43.70 $87.40

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 10, 2026

There is no time difference between Berryville and Chesapeake. The current time is 14:21:46.

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.