228
runners
39
runs
Jogging in Winona County offers diverse terrain within Minnesota's Driftless Region, characterized by dramatic bluffs, steep valleys, and the winding Mississippi River. The landscape features limestone bluffs, such as Sugar Loaf and Garvin Heights, providing elevated views. Runners can explore flood plain forests, prairie, and routes along the Mississippi River and Lake Winona. This varied topography creates a range of running experiences, from flat lakeside paths to more challenging trails with significant elevation changes.
Last updated: June 25, 2026
22
runners
8.61km
00:53
10m
10m
The Lake Winona loop offers a delightful and accessible jogging experience, tracing the shores of Lake Winona with continuous scenic views. This paved, multi-use path provides a smooth surface, perfect for a relaxed outing, and you'll pass by charming features like a rose garden and the Winona Bandshell. It's a great way to enjoy the natural beauty of Winona, with the bluffs providing a picturesque backdrop to your run.
This moderate 5.3-mile (8.6 km) route has a minimal elevation gain of just 36 feet (11 metres), making it suitable for all skill levels and achievable in about 53 minutes. You can opt for the full loop or choose shorter segments, like the 1.8-mile West Lake portion. Remember that dogs are permitted on the West Lake section but not on the East Lake, so plan accordingly if you're bringing a furry friend.
Beyond being a popular spot for jogging, the Lake Winona loop is a central hub for outdoor activity in Winona, attracting walkers, cyclists, and rollerbladers. Its flat terrain and well-maintained conditions make it an excellent starting point for exploring the city and its surrounding natural areas. This trail is a fantastic example of how Winona integrates accessible recreation into its beautiful landscape.
17
runners
12.8km
01:19
20m
20m
The Lake Winona loop from Fairway Woods offers a delightful and accessible jogging experience, circling both segments of the picturesque Lake Winona. This moderate 8.0-mile (12.8 km) route, with a minimal 80 feet (24 metres) of elevation gain, typically takes around 1 hour and 19 minutes to complete. You'll enjoy continuous lake views, glimpses of the surrounding bluffs, and pass by landmarks like a rose garden and the Winona Bandshell, all on smooth, paved surfaces.
Starting from Fairway Woods, this route is ideal for a consistent workout without significant climbs. While the path is generally flat and easy, the distance makes it a moderate jogging challenge. Remember that dogs are permitted on the West Lake portion of the path but not on the East Lake section, so plan accordingly if you're bringing a furry friend.
This circular route is a local favorite, not just for jogging but also for walking, inline skating, and cycling, making it one of the best running trails in Winona, MN. It provides a fantastic opportunity to explore the city's natural beauty and urban features simultaneously. The path around the East Lake is approximately 3.7 miles, and the West Lake portion is about 1.8 miles, offering varied scenery throughout your journey.

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21
runners
7.06km
00:44
10m
10m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
14
runners
23.5km
03:11
460m
460m
Hard run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
11
runners
Hard run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
9
runners
13.4km
01:32
210m
210m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
runners
3.72km
00:23
0m
0m
For a refreshing and accessible outdoor experience in Winona, Minnesota, consider the Running loop from Winona. This easy 2.3-mile (3.7 km) jogging route takes you along the shores of Lake Winona, offering continuous scenic views of the water and the surrounding natural beauty of the Driftless Region. You'll enjoy mostly paved surfaces, making for a smooth and comfortable run, with the backdrop of limestone bluffs and flood plain forests.
This loop is perfect for a quick, easy workout or a leisurely stroll, taking approximately 22 minutes to complete with a minimal 14 feet (4 metres) of elevation gain. It's a great option for all ages and fitness levels, providing a chance to soak in the lakeside atmosphere without any strenuous effort. Parking is readily available near the lake, making it convenient to start your run at any time of day.
The Winona area is known for its picturesque landscapes, and this loop is a prime example of the region's charm. It's a popular running trail for locals and visitors alike, offering a peaceful escape into nature right within the city's reach. The route's flat profile and short distance make it an ideal choice for beginner running trails or for those seeking a relaxing, scenic viewpoint for their daily jog.
7
runners
8.67km
00:54
20m
20m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
runners
4.85km
00:31
10m
10m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4
runners
8.21km
00:51
30m
30m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Great bridge, part of my memories of hiking here every year.
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I love this big climb up the stairs and then into ladders. Would much rather climb it then descend it, so I usually park by the Nature Store, then you just hut across the road and up you go.
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Lots of nature, but be sure to stay on the paths
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This is the promenade on the Mississippi
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Many of the marsh trails are paved or hard-packed dirt, making it a great place for riding. This is good place to look for waterfowl and other wetland fauna, and there is a fishing pier and picnic area nearby.
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The park goes right up to the water's edge, and there are plenty of nice grassy areas to hand out by the river in the shade. There are some paved trails, and sometimes the park will hold events at the band shell or for Riverfest.
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You can get great views over the forest here. Don't forget to ride a little farther west to Grandad Bluff, where the already-good views become even better.
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This is one of the marked viewpoints along the lower trails in Hixon Forest, offering a sprawling view of La Crosse.
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Winona County offers a diverse selection of over 35 running routes. These trails cater to various preferences, from easy, flat paths to more challenging routes with significant elevation changes, all set against the backdrop of the region's unique bluffs and river valleys.
Yes, Winona County has several easy running routes perfect for beginners or those seeking a relaxed jog. A popular choice is the Running loop from Winona, which is just under 4 kilometers with minimal elevation. The Lake Park Path, circling Lake Winona, also offers a flat, paved surface ideal for an easy run with scenic views.
The terrain in Winona County is quite varied due to its location in the Driftless Region. You'll find flat, paved paths along the Mississippi River and Lake Winona, as well as more challenging trails through limestone bluffs and steep valleys. Expect a mix of flood plain forests, prairie, and trails with significant elevation changes, offering diverse running experiences.
Yes, many of the running routes in Winona County are circular, allowing you to start and end at the same point. A prominent example is the Lake Winona loop from Winona, a 9-kilometer path that circles the lake, offering continuous scenic views. Another option is the Lake Winona loop from Homer, which is a longer, moderate 12.9-kilometer circular route.
Winona County's running routes often feature stunning natural landmarks. You can enjoy breathtaking panoramic views from iconic bluffs like Sugar Loaf and Coyote Point Overlook. The Chimney Rock Footbridge – Coyote Point Overlook loop specifically highlights these features, offering dramatic vistas of the bluffs and river valleys.
For families, the flatter, paved paths are generally the most suitable. The Lake Park Path around Lake Winona is an excellent choice, providing a safe and accessible environment for all ages with beautiful lake and bluff views. Sections of the Flyway Trail and Mississippi River Trail are also paved and offer easy running for families.
Many trails in Winona County are dog-friendly, but it's always best to check specific park or trail regulations before heading out. Generally, dogs are welcome on a leash in most public outdoor spaces. The Lake Park Path and many multi-use trails in Bluffside Park are popular choices for running with canine companions.
Spring, summer, and fall generally offer the most pleasant conditions for jogging in Winona County. Spring brings blooming wildflowers, summer provides lush greenery, and fall showcases vibrant foliage, especially along the bluffs. While winter running is possible, be prepared for snow and ice, particularly on unpaved trails. Always check local weather and trail conditions.
Yes, for those looking for longer runs, the Mississippi River Trail (MRT) offers extensive paved sections that can be utilized for significant distances. While some parts use road shoulders, dedicated scenic segments are excellent for long-distance jogging. Additionally, combining loops or exploring the broader trail systems in parks like Bluffside Park can create longer routes.
Parking is generally available at popular trailheads and parks throughout Winona County. For routes around Lake Winona, you'll find parking facilities in Lake Park. For trails accessing the bluffs or river, look for designated parking areas at parks like Bluffside Park or along the Mississippi River. It's advisable to check specific route details on komoot for precise parking information.
Runners frequently praise Winona County for its stunning natural beauty and diverse landscapes. The dramatic bluffs, the serene Mississippi River, and Lake Winona provide inspiring backdrops. Many appreciate the variety of trails, from flat, accessible paths to challenging climbs, and the opportunity to experience unique ecosystems like flood plain forests and prairie.
Yes, many running routes in Winona County pass through forested areas, providing welcome shade, especially during warmer months. Trails within Bluffside Park and Great River Bluffs State Park often wind through wooded sections. The Chimney Rock Footbridge – Coyote Point Overlook loop, for instance, leads through bluffs and river valleys that include shaded segments.


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