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Running Trails
United States
Minnesota
Winona County

Winona

The best running trails around Winona

69

runners

5

runs

Jogging around Winona offers diverse routes through a landscape shaped by the Mississippi River and dramatic limestone bluffs. The city is nestled within Minnesota's Driftless Region, featuring steep valleys and flood plain forests. Lake Winona, centrally located, provides a popular paved loop, while surrounding bluffs offer trails with panoramic views. This varied terrain makes Winona an appealing destination for runners seeking scenic and engaging routes.

Best jogging routes around Winona

  • The most popular jogging route is Lake Winona loop from Winona, a 5.3 miles (8.6 km) trail that takes 53 minutes to complete. This paved route offers continuous scenic views of the water and surrounding bluffs.
  • Another top favourite among local runners is Lake Winona loop from Fairway Woods, a moderate 8.0 miles (12.8 km) path. This longer loop provides extensive views of Lake Winona and its natural surroundings.
  • Local runners also love the Lake Winona loop from Fleet Farm Gas, a 4.4 miles (7.1 km) trail leading through the Lake Winona area, often completed in about 44 minutes. This route passes by charming features such as a rose garden.
  • Jogging around Winona is defined by its limestone bluffs, the Mississippi River, and the accessible Lake Winona. The network offers options for different ability levels, from flat paved loops to more challenging trails on the bluffs.
  • The guide includes highly-rated routes that showcase the best of the region's landscape. More than 60 runners have used komoot to explore Winona's varied terrain.

Last updated: July 7, 2026

22

runners

#1.

Lake Winona loop from Winona

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.

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Moderate

17

runners

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.

Moderate
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21

runners

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

6

runners

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.

Easy

3

runners

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Frequently Asked Questions

How many running routes are available in Winona?

Komoot currently features 5 diverse running routes in Winona, offering a range of experiences for joggers. These include both easy and moderate options to suit different fitness levels.

Are there easy running routes for beginners in Winona?

Yes, Winona offers an easy running route perfect for beginners or those looking for a relaxed jog. Consider the Running loop from Winona, which is relatively flat and provides a pleasant experience.

What are some popular loop trails for jogging in Winona?

The Lake Winona Loop is a highly popular choice for runners, offering continuous scenic views around the lake. You can explore variations like the Lake Winona loop from Winona or the Lake Winona loop from Winona (another starting point), which provide a great way to experience the city's natural beauty.

Which running routes offer the best scenic views of Winona's bluffs and river?

For breathtaking views, routes around Lake Winona, such as the Lake Winona loop from Fairway Woods, offer continuous vistas of the water and the surrounding limestone bluffs. While not directly on a komoot running route, Garvin Heights Park and Sugar Loaf Park, both prominent bluffs, are known for their panoramic overlooks of the city and Mississippi River Valley.

What natural features or landmarks can I see while jogging in Winona?

Winona's running routes often feature stunning natural backdrops. You'll frequently encounter views of the iconic limestone bluffs, including Sugar Loaf, and the expansive Mississippi River. The Lake Winona loop itself passes by charming features like a rose garden and the Winona Bandshell.

Are there any running routes with significant elevation gain for a more challenging workout?

While many of Winona's dedicated jogging routes, especially around Lake Winona, are relatively flat, the region's topography offers opportunities for more challenging runs. For significant elevation, consider exploring the hiking trails in areas like Garvin Heights Park or Bluffside Park, which provide steep climbs and rewarding views, though these are not specifically listed as komoot jogging routes.

What are the considerations for jogging in Winona during winter?

Winona's winters can be cold and snowy. While the Lake Winona Loop is often cleared, other trails might be snow-covered or icy. Bluffside Park, for instance, transforms into a hub for winter sports. Always check local conditions, dress in layers, and wear appropriate footwear for traction. Some paved paths may be maintained for year-round use.

Where can I find parking near the jogging trails in Winona?

Many of Winona's popular jogging areas, especially around Lake Winona, offer convenient parking. For example, the Lake Winona loop from Fleet Farm Gas starts near a parking area. Public parks and trailheads throughout the city typically provide parking facilities. For more detailed information on specific park amenities, you can visit the Winona Parks & Recreation website.

Can I bring my dog on the running trails in Winona?

Winona is generally dog-friendly, with many parks and trails welcoming leashed dogs. The paved multi-use path around Lake Winona is a popular spot for runners with their canine companions. Always ensure your dog is on a leash and that you clean up after them to maintain the cleanliness and enjoyment of the trails for everyone.

Are there family-friendly jogging options in Winona?

Absolutely! The Lake Winona Loop is an excellent family-friendly option. Its paved, flat surface and minimal elevation make it suitable for all ages and abilities, including strollers. Shorter segments, like the 1.8-mile West Lake portion, are also available for families with younger children or those seeking a quicker outing.

What makes Winona a unique place for outdoor running?

Winona's unique appeal for runners lies in its dramatic setting within the Driftless Region, characterized by towering limestone bluffs and the majestic Mississippi River. The city seamlessly integrates accessible, well-maintained trails with these stunning natural landscapes, offering diverse routes from flat lakeside loops to challenging bluffside climbs, all within a vibrant community focused on outdoor recreation.

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