How far is Winchester, TN from Kingsport, TN?

The driving distance from Winchester, TN to Kingsport, TN is about 279.6 miles (449.9 km), with a travel time of about 04h 14m by car.

  • The straight-line flight distance is about 220 miles (354 km).
  • For a round trip, plan for roughly 08h 28m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 6:00 AM to 8:00 AM CDT.
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
279.53 mi
04h 14m
Flight
219.93 mi
353.95 km direct

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

Learn Distance

Choose another destination from Winchester.

Flight Distance

Direct air line
219.93 mi
Kilometers
353.95 km
Flight Time
00h 26m

Driving Distance

Road route
279.53 mi
Kilometers
449.86 km
Drive Time
04h 14m

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 04h 14m.

Arrival Snapshot
Arrive in Kingsport
Mon, May 4, 5:36 PM EDT
Return by in Winchester
Mon, May 4, 8:51 PM CDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Winchester
2026-05-04T12:22
Arrive Kingsport
Mon, May 4, 4:36 PM CDT
Route Timing
04h 14m
One way by road
Best Departure Window
6:00 AM to 8:00 AM CDT
Leave early for more breathing room
Arrive between
11:14 AM to 1:14 PM EDT

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

Leave by
8:32 AM CDT
Keeps a same-day return open with about 04h 00m at the destination.
Back in Winchester
9:00 PM CDT
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
Philadelphia
TN

City in Loudon County, Tennessee, United States

From Winchester
134.3 mi
02h 07m
To Kingsport
145.2 mi
02h 07m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
78°F
Monday

Sunny

Starts
Mon, May 4 6:00 AM CDT
Wind
5 to 10 mph SSW
Destination
74°F
Monday

Slight Chance Showers And Thunderstorms

Starts
Mon, May 4 6:00 AM EDT
Wind
0 to 15 mph SW

Driving Route Map

The map below follows the saved road route between Winchester and Kingsport.

Turn-by-Turn Driving Directions

Step-by-step road directions between Winchester and Kingsport.

  1. 1

    Start on South Jefferson Street

    23 m · 8 sec · South Jefferson Street

  2. 2

    Turn left onto 1st Avenue Southeast

    74 m · 6 sec · 1st Avenue Southeast

  3. 3

    Turn right onto South College Street

    1.7 mi · 3 min · South College Street

  4. 4

    Continue on Cowan Highway

    2.7 mi · 4 min · Cowan Highway

  5. 5

    Continue on Cumberland Street West

    2.6 mi · 4 min · Cumberland Street West

  6. 6

    Continue on Sewanee Highway

    5 mi · 7 min · Sewanee Highway

  7. 7

    Continue on Sollace M Freeman Highway

    2 mi · 3 min · Sollace M Freeman Highway

  8. 8

    Continue on Sewanee Highway

    1.8 mi · 3 min · Sewanee Highway

  9. 9

    Continue on David Crockett Highway

    2171 ft · 37 sec · David Crockett Highway

  10. 10

    Continue on West Main Street

    1.3 mi · 2 min · West Main Street

  11. 11

    Take the ramp slight right

    1572 ft · 38 sec

  12. 12

    Merge slight left onto I 24;US 64

    50.5 mi · 59 min · I 24;US 64

  13. 13

    Keep slight left to continue on I 75 North: Knoxville

    1.4 km · 1 min

  14. 14

    Merge slight left

    99.2 mi · 1 hr 50 min

  15. 15

    Keep slight left

    36.7 mi · 41 min

  16. 16

    Keep slight left to continue on I 81 North: Bristol

    50.5 mi · 54 min

  17. 17

    Take the exit slight right toward SR 93: Jonesborough, Fall Branch

    1136 ft · 32 sec

  18. 18

    Keep slight right to continue on SR 93: Jonesborough, Fall Branch

    155 m · 15 sec

  19. 19

    Merge slight left

    2954 ft · 38 sec

  20. 20

    Continue straight

    2.4 mi · 3 min

  21. 21

    Continue on Sullivan Gardens Drive

    3.1 mi · 4 min · Sullivan Gardens Drive

  22. 22

    Continue on South Wilcox Drive

    1.5 mi · 2 min · South Wilcox Drive

  23. 23

    Continue on Sullivan Gardens Parkway

    1.4 mi · 2 min · Sullivan Gardens Parkway

  24. 24

    Turn left onto South Wilcox Drive

    2.6 mi · 5 min · South Wilcox Drive

  25. 25

    Turn left onto East Sullivan Street

    1108 ft · 24 sec · East Sullivan Street

  26. 26

    Turn slight left onto East Main Street

    1.2 km · 1 min · East Main Street

  27. 27

    Turn right onto Broad Street

    577 ft · 16 sec · Broad Street

  28. 28

    Enter the roundabout and take exit 2 toward Broad Street

    14 m · 1 sec · Broad Street

  29. 29

    Exit the roundabout onto Broad Street

    132 m · 19 sec · Broad Street

  30. 30

    Turn left onto West Center Street

    698 ft · 24 sec · West Center Street

  31. 31

    Arrive at your destination

    0 m · 1 sec · West Center Street

Car Route Details

A richer read on the saved driving route between Winchester and Kingsport.

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
31 steps
9 turns on the saved route
Ramps & Exits
7
3 merges, 4 ramps or exits
Navigation Density
11.1 / 100 mi
Decision points by distance
Main Roads
I 75 North
137 mi · 49%
I 81 North
50.5 mi · 18%
I 24
25.3 mi · 9%
US 64
25.3 mi · 9%
Sewanee Highway
6.8 mi · 2%
South Wilcox Drive
4.06 mi · 1%
Longest Stretch

I 75 North

Merge slight left

99.2 mi · 01h 50m

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
04h 14m
Long day trip
Same-Day Return
08h 28m
Round-trip wheel time
Road vs Air
+59.6 mi
220 mi direct line
Halfway Stop
Philadelphia
02h 07m from Winchester
Leave By
8:32 AM CDT
Early departure recommended
Weather Watch

Sunny leaving Winchester and Slight Chance Showers And Thunderstorms near Kingsport.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Winchester to Kingsport?

The road trip is about 279.6 miles (449.9 km) and usually takes 04h 14m 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?

Philadelphia is a useful midpoint, sitting about 134.3 miles from Winchester and 145.2 miles from Kingsport.

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

The direct path is about 220 miles (354 km), while the road route adds roughly 59.6 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 CDT. If you want a more comfortable same-day return, try to leave by 8:32 AM CDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $37.18 one way or $74.36 round trip. Estimated CO2 is about 87.6 kg one way.

Do you cross a time zone on this route?

Yes. There is about a 1 hour time difference between Winchester and Kingsport, so arrival and return times should be read in local time.

What should you check before leaving?

Before you leave, expect Sunny around Winchester and Slight Chance Showers And Thunderstorms near Kingsport.

Flight Path Map

This map shows the direct air route between Winchester and Kingsport. Straight-line distance: 219.93 mi (353.95 km).

Winchester

#1 Winchester

City in Tennessee, USA

Population9,097
Coordinates35.1859200, -86.1122100
Altitude298
CountryUnited States
Kingsport

#2 Kingsport

The most populous city in Sullivan County, Tennessee.

Population54,112
Coordinates36.5484300, -82.5618200
Altitude369
CountryUnited States
Start: South Jefferson Street (-86.112023, 35.186023)
End: West Center Street (-82.561722, 36.548537)

Estimated Travel Time

Distance: 450 km by road

SpeedTime
30 mph (48.3 km/h)09h 18m
40 mph (64.37 km/h)06h 59m
50 mph (80.47 km/h)05h 35m
60 mph (96.56 km/h)04h 39m
70 mph (112.65 km/h)03h 59m
80 mph (129 km/h)03h 29m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
9.86 gal
37.34 L · about $37.18
Round trip
$74.36
19.72 gal · 74.68 L
Estimated CO2
87.6 kg one way
Round trip: 175.3 kg / 386 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.77 $37.18 $74.36
Mid-grade $4.25 $41.93 $83.87
Premium $4.65 $45.89 $91.78
Diesel $5.30 $52.30 $104.59

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 Tennessee · May 04, 2026

Please keep in mind that there is a 1 hour time gap between Winchester, TN and Kingsport, TN. The current time in Winchester is 12:22:47, although it is 13:22:47 in Kingsport.

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.