Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Hikes
United States
Minnesota
Winona County

Winona

The best walks and hikes around Winona

4.3

(5)

127

hikers

10

hikes

Hiking around Winona explores the unique topography of the Driftless Area in southeastern Minnesota. The region is characterized by steep bluffs rising from the Mississippi River Valley, with trails winding through oak-hickory forests and along riverbanks. This landscape provides a variety of routes, from flat paths in wildlife refuges to ascents offering panoramic views over the city and water. Winona's bluffs, such as Sugar Loaf and Garvin Heights, offer elevated viewpoints and diverse trail experiences.

Best hiking trails around Winona

Last updated: May 12, 2026

#1.

Sugar Loaf Trail

1.93km

00:38

140m

0m

Hike the easy 1.2-mile Sugar Loaf Trail in Sugar Loaf Park for panoramic views and a quick outdoor escape.

Navigate with device

Send to Phone

Save

Easy

Hike the 1.9-mile Lower Garvin Heights Trail for panoramic views of Winona and the Mississippi River Valley, with some steep steps.

Easy
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

Hike the moderate 7.7-mile Powerline, Wildwood, Salad Bar, and High Rollers Loop in Bluffside Park, gaining 1590 feet in elevation.

Moderate

Hike the easy 4.1-mile Saint Marys Outer Loop Trail at Saint Mary's University, offering wooded paths and bluff views.

Easy

3.0

(1)

30

hikers

2.10km

00:38

60m

60m

Hike the easy 1.3-mile Sugar Loaf Trail in Sugar Loaf Park, gaining 213 feet to a viewpoint with expansive views.

Easy
Sign up for free to see 6 more hikes around Winona.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

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

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Winona

Cycling around Winona

Road Cycling Routes around Winona

Tips from the Community

Renner Anderson
November 24, 2021, Sugar Loaf

Sugarloaf Bluff is an iconic symbol of Winona. The bluff rises 500 feet above the Mississippi River and provides a splendid view of the river valley. Atop the bluff is a pinnacle which is all that remains of the quarried top of the bluff. The pinnacle rises another 85 feet above the bluff top. I decided to not try to go to the very top of the pinnacle but there is a trail that makes it possible.

3

0

Frequently Asked Questions

Are there any dog-friendly hiking trails in the Winona area?

Yes, many trails in the Winona area are dog-friendly, but policies can vary by park. State parks like Great River Bluffs and Perrot generally require dogs to be on a leash no longer than 6 feet. City parks and trails are often more lenient, but it's always best practice to keep your dog leashed and under control, especially on bluff trails. Always check the specific regulations for the park you plan to visit before you go.

What are some good, easy hikes for families or beginners?

For a very gentle and accessible walk, the Lake Winona loop from Winona is a flat, paved 3.7-mile path that's perfect for all ages. Another great option for an easy but scenic hike is the Pine Creek Dike and Woods Trail loop within the Trempealeau National Wildlife Refuge, which is mostly flat and offers excellent opportunities for wildlife viewing.

Where can I find the best scenic overlooks while hiking near Winona?

The Winona area is famous for its dramatic overlooks. Garvin Heights Park offers what is arguably the most iconic panoramic view of the city and the Mississippi River, accessible by a short hike or by car. For a stunning vista within a more natural setting, the trail to King's Bluff in Great River Bluffs State Park provides breathtaking views over the river valley.

What should I know about parking at popular trailheads like Sugar Loaf or Garvin Heights?

Parking is generally available but can be limited during peak times. At Garvin Heights Park, there is a parking lot at the top near the overlook. For Sugar Loaf, parking is available at the base of the bluff. It's a popular spot, so arriving earlier in the day is a good idea to secure a spot, especially on weekends.

Do I need to pay or get a permit to hike in Winona?

It depends on where you hike. Hikes within city parks like Garvin Heights Park or at local landmarks like Sugar Loaf are typically free. However, if you plan to hike in a Minnesota or Wisconsin State Park, such as Great River Bluffs State Park or Perrot State Park, you will need a vehicle permit, which can be purchased for a day or a full year.

What kind of wildlife might I see while hiking?

The diverse habitats around Winona support a variety of wildlife. In forested areas and state parks, it's common to see wild turkeys, deer, and numerous songbirds. The Trempealeau National Wildlife Refuge is a fantastic spot for birdwatching, where you might spot tundra swans, bald eagles, and pelicans, especially during migration seasons.

Are there any circular or loop trails available?

Yes, there are several excellent loop trails. The Brady's Bluff and Riverview Trail loop in Perrot State Park is a popular choice that combines a bluff ascent with a riverside walk. For a longer loop, the Brady's Bluff – Boat Launch loop offers a similar experience with a bit more distance.

What makes the geology of the Winona area unique for hiking?

Winona is located in the "Driftless Area," a region untouched by the last glaciers. This resulted in a unique landscape of steep, rugged bluffs and deep river valleys, which makes for more challenging and varied hiking than in other parts of the Midwest. You'll also find rare ecosystems like "goat prairies" on steep, sun-facing slopes.

What are trail conditions typically like in the spring?

Spring can be a beautiful time to hike, but trails can be muddy and slippery, especially after snowmelt or rain. Bluff trails, in particular, require caution. It's wise to wear waterproof hiking boots with good traction. Trails at lower elevations or those with paved surfaces, like the path around Lake Winona, are often in better condition earlier in the season.

What do other hikers say about the trails around Winona?

The trails around Winona are highly rated by the komoot community, with an average score of 4.3 stars. Hikers frequently praise the stunning bluff-top views over the Mississippi River and the well-maintained paths through beautiful forests. The unique combination of challenging climbs and rewarding vistas is a common highlight in reviews.

How difficult is the hike to the top of Sugar Loaf Bluff?

The main trail to the base of the rock pinnacle is a relatively short and easy hike. From there, a more rugged, unmaintained path continues around the back and up to the top. This latter section is steep and can be challenging, requiring some scrambling. It should only be attempted by experienced hikers with proper footwear.

Are there opportunities for camping near the hiking trails?

Yes, both Great River Bluffs State Park and Perrot State Park offer campgrounds, making it easy to combine hiking with an overnight stay. These parks provide scenic campsites and direct access to their trail systems. It's recommended to book campsites in advance, especially for weekends during the summer and fall.

Most popular routes around Winona

Easy hikes around Winona

Most popular attractions around Winona

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Hikes in other regions.

HomerGoodviewDresbachRichard J. Dorer Memorial Hardwood State ForestGreat River Bluffs State ParkPickwickMinnesota CityStocktonDakotaElbaAlturaSt. Charles

Nearby adventure guides

Things to Do around Goodview

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy