Is Winona a large city?

It is a mid-sized city with a rich history.

How long is the drive?

It takes about 2 hours and 45 minutes.

No, there is no direct intercity bus service.

What is the best route?

US-14 to US-61 is the most direct route.

No, there are no tolls on this route.

Gaylord

Winona

Driving

Gaylord to Winona

Updated: 30 May 2026

The drive from Gaylord to Winona is a 150-mile trip across southern Minnesota. You will take US-14 East to US-61 South. The drive takes approximately 2 hours and 45 minutes. This route is very scenic, taking you through the Mississippi River valley.

Total Distance: 240 km driving distance; 210 km straight-line air distance.

Fastest Way

Driving via US-14 and US-61 is the fastest route, taking 2 hours and 45 minutes.

Cheapest Way

Driving your own vehicle is the most economical option at roughly $25 in fuel.

Compare Gaylord to Winona Routes

Driving

Direct

Duration

2 hours 45 mins

Avg Price

$22-$28 fuel cost

Operator

Personal Vehicle

Route

US-14 E to US-61 S.

US-61 is a very scenic highway; drive with caution.

Travel Tips

Scenic Drive
The route through the river valley is very beautiful.
Dining
Winona has several local cafes and restaurants downtown.
Navigation
US-14 and US-61 are very well-marked; you won't need complex navigation.
Parking
Downtown Winona has plenty of free parking.
Events
Check local listings for the Great River Shakespeare Festival.

Safety Tips

Wildlife
Watch for deer on the road, especially in the early morning.
Road Conditions
Check for road work on US-61 before you leave.
Emergency
Keep a basic emergency kit in your car.
Speed
Observe speed limits in small towns along the route.