Origin
Rutland, WI
Morning in Rutland on Tuesday
Local time
7:04 AM
CDT
Current temp
62°F
Unavailable
Live forecast
Trip from Rutland, WI to Windsor, WI
Pin this tripCompiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 21, 2026 · Editorial standards
Drive Time
39m
Distance
31.1 mi
50 km
Drive Score
8/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$5
one way
EV Charging
Unknown
Best Time to Leave
4 AM
0h 36m
★
6 AM
0h 40m
8 AM
0h 46m
10 AM
0h 42m
12 PM
0h 41m
3 PM
0h 42m
5 PM
0h 46m
8 PM
0h 38m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Rutland, WI
Tom Fisk
Windsor, WI
Wikimedia Commons
Trip Overview
Rutland, WI to Windsor, WI is 31.1 miles and takes about 39m via US Highway 14 and I 39, with a fuel budget near $5 and enough daylight to finish in a day. This short trip stays within Wisconsin, moving from one part of the Midwest to another. The drive is mostly on major roads, making it a straightforward connection between these two locations. It's a quick hop that doesn't require extensive planning, perfect for a day trip or a simple relocation.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| US Highway 14 | 11.5 mi | 13m |
| I 39 | 10.2 mi | 10m |
| West Beltline Highway | 5.8 mi | 7m |
| Lake Road | 1.6 mi | 3m |
| US 14 | 0.1 mi | <1m |
| 2nd Street | <0.1 mi | <1m |
| Old Stage Road | <0.1 mi | <1m |
Longest stretch:
US Highway 14
— 11.5 mi, about 13m
Turn-by-Turn Driving Directions
Step-by-step road directions between Rutland, WI and Windsor, WI.
1
Start on this road
178 ft
·
16 sec
·
this road
2
Turn left onto Old Stage Road
440 ft
·
10 sec
·
Old Stage Road
3
Turn right onto US 14
12 mi
·
13 min
·
US Highway 14
Use the straight / slight right lanes.
4
Take the exit onto US 14
0.1 mi
·
15 sec
·
US 14
Exit 132A-B
Toward US 12, US 14, US 18, US 151 South
Use the straight / slight right lanes.
5
Keep slight right at fork
0.4 mi
·
50 sec
Exit 132A
Toward US 12 East, US 18 East
6
Merge onto US 12; US 18
5.8 mi
·
7 min
·
West Beltline Highway
Use the straight / slight right lanes.
7
Take the exit
0.8 mi
·
1 min
Exit 267B
Toward I 39 North, I 90 West: Milwaukee, Wisconsin Dells
Use the slight left / straight lanes.
8
Merge onto I 39; I 90
10 mi
·
10 min
·
I 39; I 90
Use the straight / slight left lanes.
9
Take the exit
0.2 mi
·
31 sec
Exit 131
Toward WI 19: Waunakee, Sun Prairie
Use the slight right lane.
10
Keep slight left at fork
452 ft
·
13 sec
Toward WI 19 West: Waunakee
Use the slight left / slight right lanes.
11
Turn slight right
0.1 mi
·
20 sec
12
Turn slight right onto CTH CV
1.6 mi
·
3 min
·
Lake Road
13
Turn right onto 2nd Street
489 ft
·
21 sec
·
2nd Street
14
Arrive at destination
2nd Street
Heads-up: tricky spots
5 of 105 decision points cluster between mile 11.6 and 29.2 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
8
11.6 mi into trip
|
~13m in
|
US 14
Take the exit onto US 14 toward US 12, US 14, US 18, US 151 South
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Exit 132A-B
Toward US 12, US 14, US 18, US 151 South
7
11.8 mi into trip
|
~14m in
Keep slight right at fork toward US 12 East, US 18 East
Highway fork - watch signs carefully. Multiple destination signs - pick the right one
Exit 132A
Toward US 12 East, US 18 East
8
17.9 mi into trip
|
~22m in
Take the exit toward I 39 North, I 90 West: Milwaukee, Wisconsin Dells
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left / straight lanes.
Exit 267B
Toward I 39 North, I 90 West: Milwaukee, Wiscon...
8
28.9 mi into trip
|
~35m in
Take the exit toward WI 19: Waunakee, Sun Prairie
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 131
Toward WI 19: Waunakee, Sun Prairie
8
29.2 mi into trip
|
~35m in
Keep slight left at fork toward WI 19 West: Waunakee
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight left / slight right lanes.
Toward WI 19 West: Waunakee
Fuel & Cost
Regular Gas
$4.86 one way
$9.72 round trip
$3.97/gal
25.4 MPG avg
11 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.36 | $5.34 | $10.68 |
| premium | $4.89 | $5.98 | $11.97 |
| diesel | $5.61 | $6.87 | $13.73 |
No toll roads detected on this route.
Drive Cost (one way)
Fuel
$5
Estimated CO2 emission: 10.9 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $3 in charging · 0 stops · 64% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 9.3 | 0 | $3.27 | $1.49 |
| Efficient EV | 7.8 | 0 | $2.72 | $1.24 |
| EV Truck/SUV | 12.4 | 0 | $4.35 | $1.99 |
Gas CO2
11 kg
EV CO2
4 kg (64% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Destination
Windsor, WI
Morning in Windsor on Tuesday
Local time
7:04 AM
CDT
Current temp
62°F
Unavailable
Live forecast
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
Very similar conditions
Both ends of the route are sitting at about the same temperature right now.
Road read
39m on the road
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
What kind of drive is this?
With 70% of this route on highways, you'll spend most of your time on US Highway 14 and I 39. The longest stretch without a major turn or exit is 11.5 miles on US Highway 14. Expect a more rural cruising feel for a significant portion of the drive before merging onto the busier West Beltline Highway. The highway profile means fewer stops and consistent speed for much of the 31.1 miles.
70% highway — fuel and pacing are the main things to plan.
14 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 11.5 mi on US Highway 14.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on US Highway 14 and I 39. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 11.6 miles in near US 14.
Driving Effort
10/10
Focused - lots of decisions in a short distance, but it is over quickly
Balances navigation complexity with total wheel time.
This is a short but busy drive. With 10 decision points packed into just 31.1 miles, you will need to pay attention to lane changes and exits — but the whole thing is over in 39m.
Where does it get tricky?
The main spots that need attention: at 11.6 miles (US 14): Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 11.8 miles: Highway fork - watch signs carefully. Multiple destination signs - pick the right one; at 17.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Rutland, WI and Windsor, WI, road signs point toward Wisconsin Dells and Sun Prairie.
Wisconsin Dells
17.9 mi in
|
~22m
Sun Prairie
28.9 mi in
|
~35m
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 39m. Total distance: 31.1 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
39m drive, comfortable solo distance.
EV Driver
0 DC fast chargers along the route. Coverage: unknown.
First-Time Driver
Mostly highway driving (70%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 11.5 miles on US Highway 14. The full list of main roads is in the Roads section above.
It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Windsor, WI before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
Yes. At under 2 hours behind the wheel, this works well for families — plan one quick stop if you have younger kids.
The main spots that need attention: at 11.6 miles (US 14): Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 11.8 miles: Highway fork - watch signs carefully. Multiple destination signs - pick the right one; at 17.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Yes. A round trip is manageable in a single day if you plan a break at Windsor, WI before heading back.
How this page is built
Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, and EIA for fuel prices. See our methodology for refresh cadence and limitations.
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