Awesome Fall Things to Do in Winona, Minnesota

Winona, Minnesota

Winona Stuns in the Fall

I always enjoy exploring Minnesota’s river towns, like Red Wing, Northfield, and Stillwater, and Winona is another great riverfront town. We’ve been to Winona a few times, however, I think going in the fall is the best time because of the fall foliage on the steep and winding bluffs. The vibrant bursts of orange, red, and yellow alongside the Mississippi River are just stunning.

If you’re coming from the Twin Cities area, I recommend you take the scenic route on Highway 61 south, on the Minnesota side, on your drive to Winona. Then, o
n the return trip, take highway 35 on the Wisconsin side so you’ll get great views of the Minnesota bluffs. Read on for a roundup of some of our favorite things to do in Winona!
Winona, Minnesota

1. Kick Off Your Day with Coffee

To get the day started,d visit Blooming Grounds Coffee House, located in the heart of Winona. They have a great selection of cappuccino, lattes, chai tea, and smoothies. If you’re hungry, try a breakfast burrito, quiche, scone or bagel! They have a large indoor space with tables and chairs, and there is a small outdoor seating area as well.

Winona, Minnesota
things to do in winona

2. Visit the Minnesota Marine Art Museum

We kicked off the day with the Minnesota Marine Art Museum. It’s a gorgeous building next to the Mississippi River with pretty gardens. The museum had many different rooms and included a chair from the Titanic as well as handwritten letters from a survivor. Another room had incredible photographs of animals underwater, like alligators, sharks, and whales. My favorite room had colorful paintings from Picasso, Mattise, Renoir, Degas, Monet, Van Gogh, and other infamous artists. I highly recommend this museum, which costs only $9! It also had a very cute gift shop in the front entrance.

things to do in winona
things to do in winona

3. Grab Lunch at Acoustic Cafe

After the museum, we drove over to the Acoustic Cafe. They serve sandwiches, soups, smoothies, and coffee. Order you soup and sandwiches at the counter, and either eat inside or order it for takeout and bring it over to Island City Brewing, which is just one block away.

things to do in winona
things to do in winona

4. Enjoy Beer at Island City Brewing

Island City Brewing has a great selection of beer! My favorites are the Octoberfest and red ale. They also have plenty of indoor and outdoor seating, and the outdoor area has a large tent, which was nice because it did drizzle for a little bit.

things to do in winona
things to do in winona
things to do in winona

5. Hike Sugar Loaf Bluff and Garvin Heights

If you can only do one thing in Winona, it should be Sugar Loaf Bluff. It takes about 45 minutes round trip, including time for photos and stopping to enjoy the view along the way. The fall colors were so pretty and the view is expansive.

Pro tip: It’s really hard to find on Google Maps and the Sugar Loaf Historic Site is not the right spot. There is an Edina Realty at the trailhead, so search for that and you’ll find plenty of street parking. Once there, it will be clear where to go and you’ll see signs for the trailhead.

Another very popular hike with fabulous views of the river is Garvin Heights, just down the road from Sugar Loaf Bluff. This hike is also extremely steep on the way up the bluff, but the views make it worth it! While the hike is extremely steep, there is an easier option. If you prefer to drive, take the winding 1.5 mile road to the top of the bluff to the Garvin Heights Scenic Overlook.

Winona, Minnesota

6. Enjoy Donuts and Pastries

For an afternoon pick-me-up, you’ll want to check out Bloedow’s, a bakery that’s been in business since 1924! In the early 2000’s Krispy Kreme tried to set up a shop in Winona. But locals had no interest in the chain and remained loyal to Bloedow’s, sending Krispy Kreme packing two years later. Bloedow’s has remained an important staple in the community for generations, and they’ve even won an award for the best donuts in Minnesota!

Winona, Minnesota

7. Take a Stroll Through Lake Park

Walk or bike around Lake Park, which gives stunning views of Lake Winona. You’ll also find picnic tables, playgrounds for children, disc golf courses, ice rinks, and plenty of benches to relax and enjoy the view. The Winona Visitor Center is on the north end of Lake Winona. They’re open seven days a week from 10 am to 4 pm and can help answer all your questions about Winona. You can also purchase a day pass, which gives you access to kayaks, canoes, lawn games, and stand-up paddles boards.

Winona, Minnesota
Winona, Minnesota

8. Drive to Latsch Island

Winona has two islands that are part of the main city, so if you’re looking for a different perspective of Winona, you’ll want to check this area out. Drive across the Winona Bridge and into Latsch Island, where you’ll find a beach, picnic tables, and boathouses. Some of the boathouses are pretty basic, and some are quite elaborate. Most of them have been passed down for generations, and they certainly make for a unique site. Continue driving down the only road on this island and you’ll encounter the Historic Wagon Bridge, which gives way to beautiful views of the Mississippi River. You can walk or drive across this bridge. On the other side of that bridge, you’ll find another island and the entrance to Aghaming Park. This park is nearly 2,000 acres of floodplain forest and is a fantastic location for bird watchers!

Winona, Minnesota
Winona, Minnesota

9. Transport Yourself to Italy for Dinner

Winona has a lot of restaurants so it may be hard to choose a good dinner spot. However, if you’re looking for high-quality Italian food at a great price, and with a unique story, Sapori di Sicilia is the spot for you! The owner and chef trained in Italy and did a fabulous job bringing a slice of Italy back to Minnesota. All the kitchen equipment was brought in from Italy and the cafe is designed to replicate Italian cafes. They make fresh bread and pastries daily and offer wine from Italian vineyards. I enjoyed a delicious and light red wine from Sicily for just $5! The artwork is images of Italy from an Italian photographer, and even the music playing is streaming in from a radio in Sicily. It’s a very thoughtfully curated experience and one that I highly recommend.

Winona, Minnesota
Winona, Minnesota

10. Finish the Night at No Name Bar

No Name Bar is a quirky place that has literally never officially had a name, although if you do a quick Google search, you’ll find they sometimes go by Ed’s No Name Bar. There is no signage on the front of the building and it looks like an uninviting space from the street, but once you walk in, you’ll be greeted by live music and friendly bartenders. The owners work to get musicians that are otherwise just passing through the area to perform in larger cities. Because of the clever idea, they’ve ended up with internationally recognized musicians, some of who have even won Grammy’s. The vibe inside is laidback yet edgy with a hipster feel. You’ll find unique artwork, a stage for musicians, and antique pinball machines.  It’s certainly a unique stop!

Winona, Minnesota
Winona, Minnesota

11. Rest and Unwind at Fairfield Hotel

While visiting Winona, we stayed at the Fairfield hotel across the street from Sugar Loaf Bluff. It’s clean and centrally located, and it offers free parking and free breakfast. While this hotel is not within walking distance of the downtown area, it’s just a short drive to the restaurants, hikes, museums, and parks mentioned above. It’s also surrounded by gas stations, fast food, and big-box stores, like Target, Walgreens, and Menards, so if you forgot to pack something, it’ll be easy to get what you need.

Winona, Minnesota

You Won’t Regret a Trip to Winona

There are so many great things to do in Winona, you definitely won’t regret visiting this small, beautiful town. While the bluffs are stunning in the fall, I think Winona is a beautiful town year-round. Those fall colors really provide an extra special experience. Looking for more ideas? Check out my post on epic things to do in Stillwater!

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