Winona is a region in Minnesota located within the unique Driftless Region, an area defined by its dramatic bluffs, steep valleys, and the majestic Mississippi River. This distinctive topography, untouched by glaciers, creates a rugged and scenic environment. The landscape of limestone bluffs and winding waterways provides an ideal setting for several outdoor sports like hiking, touring cycling, and road cycling.
Winona offers more than 20 routes across several sports like hiking, touring cycling, and…
16
Routes
4.4
(8)
Average rating
88
People visited

1.93km
00:38
140m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

2.99km
00:55
150m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

3.91km
01:00
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

12.4km
03:51
490m
340m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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8
riders
36.3km
01:38
280m
280m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

5.0
(2)
9
riders
17.7km
00:53
60m
60m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

5.0
(3)
6
riders
27.2km
01:22
230m
230m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

4.5
(2)
10
riders
9.02km
00:31
20m
20m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

5
riders
13.9km
00:52
70m
70m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

5
riders
19.3km
01:12
70m
70m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

2
riders
36.6km
02:14
290m
290m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Winona offers a variety of outdoor activities, including Hiking, Touring cycling, and Road cycling. The region features over 20 routes across these sports. Other activities like birdwatching and rock climbing are also popular.
Popular hiking areas include Bluffside Park, offering 15 miles (24 km) of trails with Mississippi River valley views, and Garvin Heights Park, known for its scenic overlooks. Great River Bluffs State Park provides 6.5 miles (10.5 km) of trails with extensive bluff views. More details can be found in the guide Hiking around Winona.
Yes, Winona offers easy hiking options. The paved trail around Lake Winona is 5.3 miles (8.5 km) long and suitable for walking. For additional easy routes, consult the guide Easy hikes around Winona.
Winona features diverse cycling routes, including the 5.3-mile (8.5 km) paved Lake Park Path around Lake Winona. The Flyway Trail connects Winona to Buffalo County, WI, and segments of the Mississippi River Trail run through the county. Road cyclists can find challenging routes on the bluffs or flatter options within the city. Explore options with the guide Cycling around Winona.
Winona is known for its dramatic bluffs along the Mississippi River. Iconic landmarks include Sugar Loaf, a prominent bluff offering scenic vistas, and Garvin Heights Park, which provides panoramic views of the city and river valley. Lake Winona also offers views of the surrounding bluffs.
The paved trail around Lake Winona is a flat, easy option suitable for families. Many parks offer trails with varying difficulty levels, allowing families to choose appropriate routes. Specific family-friendly features can be found within individual trail descriptions.
Trail access for dogs typically depends on specific park regulations. Visitors should check the rules for individual parks or trail systems before bringing pets. Many trails in the region are dog-friendly, often requiring leashes.
The Driftless Region is an area untouched by glaciers, resulting in a unique landscape of limestone bluffs, steep valleys, and winding waterways. Winona is situated within this region, which contributes to its rugged and scenic environment, ideal for outdoor activities.
Komoot offers several guides for Winona, including Hiking around Winona, Easy hikes around Winona, Cycling around Winona, and Road Cycling Routes around Winona.
Winona is a popular destination on komoot, with more than 300 visitors having explored its routes. The region's routes have an average rating of 4.61 out of 5 stars, indicating a high level of satisfaction among users.
The official tourism website for Winona is Visit Winona. For general inquiries, the Winona Visitor Center can be reached at 507-452-2278 (Huff Street) or 507-452-0735 (Downtown).
Winona is central to several state parks. Great River Bluffs State Park is known for its extensive bluffs and trails with views of the Mississippi. Whitewater State Park features rugged limestone bluffs and scenic hiking trails.

