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.
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.
This drive is better planned with a longer stop or an overnight stay.
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 05h 11m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
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.
City in Loudon County, Tennessee, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Slight Chance Showers And Thunderstorms
Sunny
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.
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1
Start on West Center Street
636 ft · 24 sec · West Center Street
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2
Turn right onto Broad Street
133 m · 12 sec · Broad Street
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3
Enter the roundabout and take exit 2 toward Broad Street
15 m · 2 sec · Broad Street
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4
Exit the roundabout onto Broad Street
573 ft · 21 sec · Broad Street
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5
Turn left onto East Main Street
1.2 km · 1 min · East Main Street
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6
Continue on East Sullivan Street
1054 ft · 24 sec · East Sullivan Street
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7
Turn right onto South Wilcox Drive
2.6 mi · 5 min · South Wilcox Drive
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8
Turn right onto Sullivan Gardens Parkway
1.5 mi · 2 min · Sullivan Gardens Parkway
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9
Continue on South Wilcox Drive
1.5 mi · 2 min · South Wilcox Drive
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10
Continue on Sullivan Gardens Drive
3.1 mi · 4 min · Sullivan Gardens Drive
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11
Continue straight
2.3 mi · 3 min
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12
Continue straight
1627 ft · 21 sec
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13
Take the exit slight right
1754 ft · 42 sec
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14
Merge slight left
49.4 mi · 53 min
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15
Continue on I 40 West: Knoxville
1.1 km · 45 sec
-
16
Merge slight left
52.8 mi · 59 min
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17
Keep slight left to continue on I 75 South: Chattanooga
83.1 mi · 1 hr 31 min
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18
Take the exit slight right toward I 24 West: Chattanooga, Nashville
1.1 km · 56 sec
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19
Continue on Chattanooga, Nashville
51.7 mi · 1 hr 1 min
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20
Take the exit slight right toward 41A: Monteagle, Sewanee
990 ft · 27 sec
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21
Turn slight right
15 m · 10 sec
-
22
Turn left onto West Main Street
1.6 mi · 2 min · West Main Street
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23
Continue on David Crockett Highway
2171 ft · 37 sec · David Crockett Highway
-
24
Continue on Sewanee Highway
1.8 mi · 3 min · Sewanee Highway
-
25
Continue on Sollace M Freeman Highway
2 mi · 3 min · Sollace M Freeman Highway
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26
Continue on Sewanee Highway
5 mi · 7 min · Sewanee Highway
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27
Continue on Cumberland Street East
2.6 mi · 4 min · Cumberland Street East
-
28
Continue on Cowan Highway
2.7 mi · 4 min · Cowan Highway
-
29
Continue on South College Street
1.7 mi · 3 min · South College Street
-
30
Turn left onto 1st Avenue Northeast
56 m · 6 sec · 1st Avenue Northeast
-
31
Turn left onto South Jefferson Street
58 m · 5 sec · South Jefferson Street
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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.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
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.
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.
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).
#1 Kingsport
The most populous city in Sullivan County, Tennessee.
| Population | 54,112 |
| Coordinates | 36.5484300, -82.5618200 |
| Altitude | 369 |
| Country | United States |
#2 Winchester
City in Tennessee, USA
| Population | 9,097 |
| Coordinates | 35.1859200, -86.1122100 |
| Altitude | 298 |
| Country | United States |
End: Winchester (-86.11221, 35.18592)
Estimated Travel Time
Distance: 433 km by road
| Speed | Time |
|---|---|
| 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.
| Fuel | $/gal | One way | Round 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
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.