How far is Hendersonville, TN from Winchester, TN?
The driving distance from Hendersonville, TN to Winchester, TN is about 104.1 miles (167.6 km), with a travel time of about 02h 04m by car.
- The straight-line flight distance is about 82.4 miles (132.6 km).
- For a round trip, plan for roughly 04h 09m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM CDT.
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.
This route works well as a day trip with time at the destination.
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 02h 04m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
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.
The second most populous city in Tennessee.
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Sunny
Driving Route Map
The map below follows the saved road route between Hendersonville and Winchester.
Turn-by-Turn Driving Directions
Step-by-step road directions between Hendersonville and Winchester.
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1
Start on Walton Ferry Road
16 m · 10 sec · Walton Ferry Road
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2
Turn left onto West Main Street
2.1 mi · 3 min · West Main Street
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3
Take the ramp slight right toward TN 386
1782 ft · 44 sec
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4
Keep slight left to continue on TN 386 South: Nashville
2424 ft · 59 sec
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5
Merge slight left onto Vietnam Veterans Boulevard
3.4 mi · 4 min · Vietnam Veterans Boulevard
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6
Merge slight right
8.7 mi · 10 min
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7
Continue on I 24 East: Chattanooga, Knoxville
2.8 mi · 4 min
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8
Keep slight left to continue on I 40 East, I 24 East: Knoxville, Chattanooga
2.1 mi · 3 min
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9
Take the exit slight right toward I 24 East: Chattanooga
29.5 mi · 33 min
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10
Take the exit slight right toward US 231 South: Shelbyville
3033 ft · 1 min
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11
Merge slight left onto South Church Street
2.4 mi · 4 min · South Church Street
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12
Continue on Shelbyville Highway
11.5 mi · 13 min · Shelbyville Highway
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13
Merge slight left onto Florida Short Route
5.9 mi · 7 min · Florida Short Route
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14
Take the exit right
623 ft · 17 sec
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15
Continue straight
543 ft · 15 sec
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16
Continue straight
6.2 mi · 7 min
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17
At the end of the road, turn left
5.6 mi · 6 min
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18
Continue straight
1523 ft · 20 sec
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19
Merge slight left
22 mi · 26 min
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20
Turn left onto South Jefferson Street
58 m · 5 sec · South Jefferson Street
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21
Arrive at your destination
0 m · 1 sec · South Jefferson Street
Car Route Details
A richer read on the saved driving route between Hendersonville and Winchester.
Interchange-aware route
The drive includes several ramps, exits, or merges, so checking the next few maneuvers before busy interchanges is useful.
I 24 East
Take the exit slight right toward I 24 East: Chattanooga
29.5 mi · 00h 33m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
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.
Mostly Sunny leaving Hendersonville and Sunny near Winchester.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Hendersonville to Winchester?
The road trip is about 104.1 miles (167.6 km) and usually takes 02h 04m 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?
Murfreesboro is a useful midpoint, sitting about 52.1 miles from Hendersonville and 52.1 miles from Winchester.
How much longer is the road route than the straight-line distance?
The direct path is about 82.4 miles (132.6 km), while the road route adds roughly 21.7 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 CDT. If you want a more comfortable same-day return, try to leave by 2:20 PM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $13.84 one way or $27.68 round trip. Estimated CO2 is about 32.6 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Hendersonville and Sunny near Winchester.
Stop Ideas Near Murfreesboro
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Murfreesboro.
Nashville, TN
Clarksville, TN
Flight Path Map
This map shows the direct air route between Hendersonville and Winchester. Straight-line distance: 82.38 mi (132.58 km).
#1 Hendersonville
The most populous city in Sumner County, Tennessee.
| Population | 59,323 |
| Coordinates | 36.3047700, -86.6200000 |
| Altitude | 147 |
| 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: 168 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 28m |
| 40 mph (64.37 km/h) | 02h 36m |
| 50 mph (80.47 km/h) | 02h 04m |
| 60 mph (96.56 km/h) | 01h 44m |
| 70 mph (112.65 km/h) | 01h 29m |
| 80 mph (129 km/h) | 01h 17m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $13.84 | $27.68 |
| Mid-grade | $4.25 | $15.61 | $31.22 |
| Premium | $4.65 | $17.08 | $34.16 |
| Diesel | $5.30 | $19.47 | $38.93 |
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.