How far is Kingsport, TN from Winchester, TN?

The driving distance from Kingsport, TN to Winchester, TN is about 269.4 miles (433.5 km), with a travel time of about 05h 11m by car.

  • The straight-line flight distance is about 220 miles (354 km).
  • For a round trip, plan for roughly 10h 23m 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
269.35 mi
05h 11m
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 Kingsport.

Flight Distance

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

Driving Distance

Road route
269.35 mi
Kilometers
433.47 km
Drive Time
05h 11m

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 05h 11m.

Arrival Snapshot
Arrive in Winchester
Mon, May 4, 7:06 PM CDT
Return by in Kingsport
Tue, May 5, 1:18 AM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Kingsport
2026-05-04T14:55
Arrive Winchester
Mon, May 4, 8:06 PM EDT
Route Timing
05h 11m
One way by road
Best Departure Window
6:00 AM to 8:00 AM EDT
Leave early for more breathing room
Arrive between
10:12 AM to 12:12 PM CDT

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

Leave by
6:36 AM EDT
Keeps a same-day return open with about 04h 00m at the destination.
Back in Kingsport
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
Philadelphia
TN

City in Loudon County, Tennessee, United States

From Kingsport
134.6 mi
02h 35m
To Winchester
134.8 mi
02h 35m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
74°F
Monday

Slight Chance Showers And Thunderstorms

Starts
Mon, May 4 6:00 AM EDT
Wind
0 to 15 mph SW
Destination
78°F
Monday

Sunny

Starts
Mon, May 4 6:00 AM CDT
Wind
5 to 10 mph SSW

Driving Route Map

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

Turn-by-Turn Driving Directions

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

  1. 1

    Start on West Center Street

    636 ft · 24 sec · West Center Street

  2. 2

    Turn right onto Broad Street

    133 m · 12 sec · Broad Street

  3. 3

    Enter the roundabout and take exit 2 toward Broad Street

    15 m · 2 sec · Broad Street

  4. 4

    Exit the roundabout onto Broad Street

    573 ft · 21 sec · Broad Street

  5. 5

    Turn left onto East Main Street

    1.2 km · 1 min · East Main Street

  6. 6

    Continue on East Sullivan Street

    1054 ft · 24 sec · East Sullivan Street

  7. 7

    Turn right onto South Wilcox Drive

    2.6 mi · 5 min · South Wilcox Drive

  8. 8

    Turn right onto Sullivan Gardens Parkway

    1.5 mi · 2 min · Sullivan Gardens Parkway

  9. 9

    Continue on South Wilcox Drive

    1.5 mi · 2 min · South Wilcox Drive

  10. 10

    Continue on Sullivan Gardens Drive

    3.1 mi · 4 min · Sullivan Gardens Drive

  11. 11

    Continue straight

    2.3 mi · 3 min

  12. 12

    Continue straight

    1627 ft · 21 sec

  13. 13

    Take the exit slight right

    1754 ft · 42 sec

  14. 14

    Merge slight left

    49.4 mi · 53 min

  15. 15

    Continue on I 40 West: Knoxville

    1.1 km · 45 sec

  16. 16

    Merge slight left

    52.8 mi · 59 min

  17. 17

    Keep slight left to continue on I 75 South: Chattanooga

    83.1 mi · 1 hr 31 min

  18. 18

    Take the exit slight right toward I 24 West: Chattanooga, Nashville

    1.1 km · 56 sec

  19. 19

    Continue on Chattanooga, Nashville

    51.7 mi · 1 hr 1 min

  20. 20

    Take the exit slight right toward 41A: Monteagle, Sewanee

    990 ft · 27 sec

  21. 21

    Turn slight right

    15 m · 10 sec

  22. 22

    Turn left onto West Main Street

    1.6 mi · 2 min · West Main Street

  23. 23

    Continue on David Crockett Highway

    2171 ft · 37 sec · David Crockett Highway

  24. 24

    Continue on Sewanee Highway

    1.8 mi · 3 min · Sewanee Highway

  25. 25

    Continue on Sollace M Freeman Highway

    2 mi · 3 min · Sollace M Freeman Highway

  26. 26

    Continue on Sewanee Highway

    5 mi · 7 min · Sewanee Highway

  27. 27

    Continue on Cumberland Street East

    2.6 mi · 4 min · Cumberland Street East

  28. 28

    Continue on Cowan Highway

    2.7 mi · 4 min · Cowan Highway

  29. 29

    Continue on South College Street

    1.7 mi · 3 min · South College Street

  30. 30

    Turn left onto 1st Avenue Northeast

    56 m · 6 sec · 1st Avenue Northeast

  31. 31

    Turn left onto South Jefferson Street

    58 m · 5 sec · South Jefferson Street

  32. 32

    Arrive at your destination

    0 m · 1 sec · South Jefferson Street

Car Route Details

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

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
32 steps
10 turns on the saved route
Ramps & Exits
7
2 merges, 5 ramps or exits
Navigation Density
11.9 / 100 mi
Decision points by distance
Main Roads
I 75 South
83.1 mi · 31%
Sullivan Gardens Drive
55.5 mi · 21%
I 40 West
53.5 mi · 20%
Chattanooga
51.7 mi · 19%
Sewanee Highway
6.8 mi · 3%
South Wilcox Drive
4.04 mi · 2%
Longest Stretch

I 75 South

Keep slight left to continue on I 75 South: Chattanooga

83.1 mi · 01h 31m

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
05h 11m
Long day trip
Same-Day Return
10h 24m
Round-trip wheel time
Road vs Air
+49.4 mi
220 mi direct line
Halfway Stop
Philadelphia
02h 35m from Kingsport
Leave By
6:36 AM EDT
Early departure recommended
Weather Watch

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

Trip Questions

Direct answers travelers usually want before committing to the drive.

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

The road trip is about 269.4 miles (433.5 km) and usually takes 05h 11m 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 134.6 miles from Kingsport and 134.8 miles from Winchester.

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 49.4 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 6:36 AM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $35.82 one way or $71.65 round trip. Estimated CO2 is about 84.4 kg one way.

Do you cross a time zone on this route?

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

What should you check before leaving?

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

Flight Path Map

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

Kingsport

#1 Kingsport

The most populous city in Sullivan County, Tennessee.

Population54,112
Coordinates36.5484300, -82.5618200
Altitude369
CountryUnited States
Winchester

#2 Winchester

City in Tennessee, USA

Population9,097
Coordinates35.1859200, -86.1122100
Altitude298
CountryUnited States
Start: Kingsport (-82.56182, 36.54843)
End: Winchester (-86.11221, 35.18592)

Estimated Travel Time

Distance: 433 km by road

SpeedTime
30 mph (48.3 km/h)08h 58m
40 mph (64.37 km/h)06h 44m
50 mph (80.47 km/h)05h 23m
60 mph (96.56 km/h)04h 29m
70 mph (112.65 km/h)03h 50m
80 mph (129 km/h)03h 21m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
9.5 gal
35.98 L · about $35.82
Round trip
$71.65
19 gal · 71.96 L
Estimated CO2
84.4 kg one way
Round trip: 168.9 kg / 372 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.77 $35.82 $71.65
Mid-grade $4.25 $40.40 $80.81
Premium $4.65 $44.21 $88.43
Diesel $5.30 $50.39 $100.78

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 Kingsport, TN and Winchester, TN. The current time in Kingsport is 14:55:07, although it is 13:55:07 in Winchester.

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.