How far is Cleveland, TN from Winchester, TN?
The driving distance from Cleveland, TN to Winchester, TN is about 93.8 miles (150.9 km), with a travel time of about 01h 59m by car.
- The straight-line flight distance is about 69.8 miles (112.3 km).
- For a round trip, plan for roughly 03h 59m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
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 01h 59m.
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.
Tennessee town
Route Weather Snapshot
Check the forecast at both ends before you head out.
Sunny
Driving Route Map
The map below follows the saved road route between Cleveland and Winchester.
Turn-by-Turn Driving Directions
Step-by-step road directions between Cleveland and Winchester.
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1
Start on Inman Street West
21 m · 9 sec · Inman Street West
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2
Turn left onto Broad Street Southwest
726 ft · 19 sec · Broad Street Southwest
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3
Turn right onto 3rd Street Southwest
1158 ft · 23 sec · 3rd Street Southwest
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4
Continue on Lee Highway
1399 ft · 35 sec · Lee Highway
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5
Turn left onto South Lee Highway
2.4 mi · 4 min · South Lee Highway
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6
Take the ramp right
1465 ft · 36 sec
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7
Merge slight left
1.3 mi · 2 min
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8
Take the exit left
1530 ft · 37 sec
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9
Merge slight left
18.4 mi · 22 min
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10
Take the exit slight right toward I 24 West: Chattanooga, Nashville
1.1 km · 56 sec
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11
Continue on Chattanooga, Nashville
51.7 mi · 1 hr 1 min
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12
Take the exit slight right toward 41A: Monteagle, Sewanee
990 ft · 27 sec
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13
Turn slight right
15 m · 10 sec
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14
Turn left onto West Main Street
1.6 mi · 2 min · West Main Street
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15
Continue on David Crockett Highway
2171 ft · 37 sec · David Crockett Highway
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16
Continue on Sewanee Highway
1.8 mi · 3 min · Sewanee Highway
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17
Continue on Sollace M Freeman Highway
2 mi · 3 min · Sollace M Freeman Highway
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18
Continue on Sewanee Highway
5 mi · 7 min · Sewanee Highway
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19
Continue on Cumberland Street East
2.6 mi · 4 min · Cumberland Street East
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20
Continue on Cowan Highway
2.7 mi · 4 min · Cowan Highway
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21
Continue on South College Street
1.7 mi · 3 min · South College Street
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22
Turn left onto 1st Avenue Northeast
56 m · 6 sec · 1st Avenue Northeast
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23
Turn left onto South Jefferson Street
58 m · 5 sec · South Jefferson Street
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24
Arrive at your destination
0 m · 1 sec · South Jefferson Street
Car Route Details
A richer read on the saved driving route between Cleveland and Winchester.
Interchange-aware route
The drive includes several ramps, exits, or merges, so checking the next few maneuvers before busy interchanges is useful.
Chattanooga
Continue on Chattanooga, Nashville
51.7 mi · 01h 01m
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.
Sunny leaving Cleveland and Sunny near Winchester.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Cleveland to Winchester?
The road trip is about 93.8 miles (150.9 km) and usually takes 01h 59m 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?
Jasper is a useful midpoint, sitting about 46.9 miles from Cleveland and 46.9 miles from Winchester.
How much longer is the road route than the straight-line distance?
The direct path is about 69.8 miles (112.3 km), while the road route adds roughly 24 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 EDT. If you want a more comfortable same-day return, try to leave by 2:30 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $12.48 one way or $24.96 round trip. Estimated CO2 is about 29.4 kg one way.
Do you cross a time zone on this route?
Yes. There is about a 1 hour time difference between Cleveland and Winchester, so arrival and return times should be read in local time.
What should you check before leaving?
Before you leave, expect Sunny around Cleveland and Sunny near Winchester.
Flight Path Map
This map shows the direct air route between Cleveland and Winchester. Straight-line distance: 69.8 mi (112.34 km).
#1 Cleveland
A city in Bradley County, Tennessee.
| Population | 45,948 |
| Coordinates | 35.1595200, -84.8766100 |
| Altitude | 265 |
| 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: 151 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 07m |
| 40 mph (64.37 km/h) | 02h 20m |
| 50 mph (80.47 km/h) | 01h 52m |
| 60 mph (96.56 km/h) | 01h 33m |
| 70 mph (112.65 km/h) | 01h 20m |
| 80 mph (129 km/h) | 01h 10m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $12.48 | $24.96 |
| Mid-grade | $4.25 | $14.08 | $28.15 |
| Premium | $4.65 | $15.40 | $30.81 |
| Diesel | $5.30 | $17.56 | $35.11 |
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 · Apr 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.