There are 4 ways to get from Winona to Sheboygan by train, bus, bus (Greyhound), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train, bus
best- Take the train from Winona to Milwaukeetrain Empire Builder / ...
- Take the bus from Milwaukee to Sheboygan Transitbus 1490 / ...
5h 56m$63–143Drive 216.8 mi
cheapest- Drive from Winona to Sheboygancar 216.8 mi
4h 21m$40–58Bus
- Take the bus from Winona St. University to Milwaukeebus Jefferson Lines 965
- Take the bus from Milwaukee to Sheboygan Transitbus 1490 / ...
6h 50m$69–97Bus via Green Bay
- Take the bus from Winona St. University to La Crossebus
- Take the bus from La Crosse Grand River Station to Green Bay stationbus
- Take the bus from Green Bay, WI - Transit to Sheboygan Transitbus
9h 35m$67–86
Winona to Sheboygan by train and bus
Comparing Your Travel Options
The cheapest way to get from Winona to Sheboygan is to drive which costs $35 - $60 and takes 4h 21m.
The fastest way to get from Winona to Sheboygan is to drive which takes 4h 21m and costs $35 - $60.
No, there is no direct bus from Winona to Sheboygan. However, there are services departing from Winona St. University and arriving at Sheboygan Transit via Milwaukee. The journey, including transfers, takes approximately 6h 50m.
The distance between Winona and Sheboygan is 278 miles. The road distance is 218 miles.
The best way to get from Winona to Sheboygan without a car is to train and bus which takes 5h 56m and costs $60 - $150.
It takes approximately 5h 56m to get from Winona to Sheboygan, including transfers.
Winona to Sheboygan bus services, operated by Jefferson Lines, depart from Winona St. University station.
Winona to Sheboygan bus services, operated by Jefferson Lines, arrive at Milwaukee station.
Yes, the driving distance between Winona to Sheboygan is 218 miles. It takes approximately 4h 21m to drive from Winona to Sheboygan.
Book your Winona to Sheboygan bus tickets online with Omio.
What companies run services between Winona, MN, USA and Sheboygan, WI, USA?
You can take a bus from Winona St. University to Sheboygan Transit via Milwaukee in around 6h 50m.
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Winona to Milwaukee
- Ave. Duration
- 3h 56m
- Frequency
- 3 times a day
- Estimated price
- $50–130
- Website
- Amtrak
- Phone
- +1 989-725-5105
- Website
- Indian Trails
Bus from Milwaukee to Sheboygan Transit
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $10–26
- Website
- Indian Trails
Bus from Milwaukee to Sheboygan Transit
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $10–26
- Website
- Indian Trails
Bus from Green Bay, WI - Transit to Sheboygan Transit
- Ave. Duration
- 1h 25m
- Frequency
- Twice daily
- Estimated price
- $12–28
- Website
- Indian Trails
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Booking & Getting There
There are 53+ hotels available in Sheboygan.





