How far is La Crosse, WI from Winchester, WI?
The driving distance from La Crosse, WI to Winchester, WI is about 162 miles (260.7 km), with a travel time of about 03h 41m by car.
- The straight-line flight distance is about 130.9 miles (210.6 km).
- For a round trip, plan for roughly 07h 23m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM CDT.
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 03h 41m.
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.
Civil town in Adams County, Wisconsin, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny then Slight Chance Showers And Thunderstorms
Mostly Sunny
Driving Route Map
The map below follows the saved road route between La Crosse and Winchester.
Turn-by-Turn Driving Directions
Step-by-step road directions between La Crosse and Winchester.
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1
Start on West Avenue South
1.1 km · 2 min · West Avenue South
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2
Turn right
107 m · 12 sec
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3
Turn straight onto Main Street
1.5 km · 2 min · Main Street
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4
Turn left onto Losey Boulevard North
2555 ft · 1 min · Losey Boulevard North
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5
Continue straight
4.5 mi · 8 min
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6
Take the ramp slight right
2171 ft · 53 sec
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7
Merge slight left
55.1 mi · 59 min
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8
Take the exit slight right toward WI 80: Necedah, New Lisbon
901 ft · 22 sec
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9
Keep slight left
28 m · 7 sec
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10
Turn left onto East Bridge Street
2144 ft · 40 sec · East Bridge Street
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11
Continue on State Highway 80
6.8 mi · 9 min · State Highway 80
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12
At the end of the road, turn left onto State Highway 80
2.8 mi · 4 min · State Highway 80
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13
Continue on South Main Street
1.2 mi · 2 min · South Main Street
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14
Turn right onto West 3rd Street
1.6 km · 2 min · West 3rd Street
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15
Continue on State Highway 21
28.9 mi · 41 min · State Highway 21
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16
Continue on Wautoma Road
2396 ft · 50 sec · Wautoma Road
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17
Continue on State Highway 21
12.3 mi · 17 min · State Highway 21
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18
Turn left onto South Cambridge Street
2885 ft · 1 min · South Cambridge Street
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19
Turn right onto West Main Street
750 ft · 32 sec · West Main Street
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20
Turn left onto State Highway 22
8.7 mi · 13 min · State Highway 22
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21
Turn right onto County Highway A
8.1 mi · 11 min · County Highway A
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22
At the end of the road, turn right onto County Highway E
620 ft · 22 sec · County Highway E
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23
Turn left onto County Road M
3 mi · 7 min · County Road M
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24
Continue on County Road M
2674 ft · 1 min · County Road M
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25
Continue on County Road M
2 mi · 5 min · County Road M
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26
Turn left onto State Highway 49
8.8 mi · 13 min · State Highway 49
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27
Take the ramp right toward Appleton, US_10_East
1746 ft · 43 sec
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28
Merge slight left onto US Highway 10
11.8 mi · 14 min · US Highway 10
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29
Keep slight right to continue on US 45 South: Oshkosh
1.2 km · 50 sec
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30
Take the exit slight right toward CTH II: Winchester
1307 ft · 36 sec
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31
Turn left onto County Road II
1.1 km · 2 min · County Road II
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32
Turn right onto Steeple Hill Drive
12 m · 2 sec · Steeple Hill Drive
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33
Arrive at your destination
0 m · 1 sec · Steeple Hill Drive
Car Route Details
A richer read on the saved driving route between La Crosse 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.
Losey Boulevard North
Merge slight left
55.1 mi · 00h 59m
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.
Mostly Sunny then Slight Chance Showers And Thunderstorms leaving La Crosse and Mostly Sunny near Winchester.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from La Crosse to Winchester?
The road trip is about 162 miles (260.7 km) and usually takes 03h 41m 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?
Strongs Prairie is a useful midpoint, sitting about 80.8 miles from La Crosse and 81.2 miles from Winchester.
How much longer is the road route than the straight-line distance?
The direct path is about 130.9 miles (210.6 km), while the road route adds roughly 31.1 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 9:36 AM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $21.57 one way or $43.14 round trip. Estimated CO2 is about 50.8 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny then Slight Chance Showers And Thunderstorms around La Crosse and Mostly Sunny near Winchester.
Stop Ideas Near Strongs Prairie
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 Strongs Prairie.
Wisconsin Rapids, WI
Tomah
Westfield, WI
Wisconsin Dells
Flight Path Map
This map shows the direct air route between La Crosse and Winchester. Straight-line distance: 130.87 mi (210.62 km).
#1 La Crosse
The most populous city in La Crosse County, Wisconsin.
| Population | 51,163 |
| Coordinates | 43.8013600, -91.2395800 |
| Altitude | 204 |
| Country | United States |
#2 Winchester
City in Vilas County, Wisconsin, United States of America
| Population | 1,835 |
| Coordinates | 44.1985900, -88.6648300 |
| Altitude | 258 |
| Country | United States |
End: Winchester (-88.66483, 44.19859)
Estimated Travel Time
Distance: 261 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 05h 23m |
| 40 mph (64.37 km/h) | 04h 03m |
| 50 mph (80.47 km/h) | 03h 14m |
| 60 mph (96.56 km/h) | 02h 42m |
| 70 mph (112.65 km/h) | 02h 18m |
| 80 mph (129 km/h) | 02h 01m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $21.57 | $43.14 |
| Mid-grade | $4.25 | $24.33 | $48.65 |
| Premium | $4.65 | $26.62 | $53.24 |
| Diesel | $5.30 | $30.34 | $60.68 |
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 Wisconsin · May 16, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.