Winona

Day Trips

Make the most of your day with our curated plans, packed with Winona's hidden gems and unique experiences!

day 1
Exploring Historic Center
morning
:

Begin your day with a leisurely stroll through the historic downtown area of Winona, admiring the beautiful architecture of the late 19th-century buildings. Stop by the Winona County Historical Society to learn about the town's rich history and cultural heritage. Enjoy a warm cup of coffee from a local café as you take in the vibrant atmosphere of the city.

afternoon
:

After lunch at one of the charming bistros, visit the Minnesota Marine Art Museum, which showcases an impressive collection of marine-themed artwork. Spend time exploring the scenic banks of the Mississippi River, where you can take in stunning views and perhaps even spot some local wildlife. As the afternoon winds down, consider a leisurely bike ride along the trails that line the river.

evening
:

In the evening, indulge in a delicious meal at a local restaurant featuring farm-to-table cuisine. After dinner, catch a live performance at the historic Winona State University Performing Arts Center, where the arts community thrives. Conclude your day with a peaceful walk along the riverfront, soaking in the beauty of the sunset.

day 2
Nature and Wildlife Exploration
morning
:

Kick off your day with a visit to the Garvin Heights City Park, where you can hike up to the overlook for breathtaking views of the Mississippi River Valley. Take your time observing the local flora and fauna as you walk the nature trails that wind through the park. Enjoy a packed breakfast while taking in the stunning sights from the top of the bluff.

afternoon
:

In the afternoon, make your way to the nearby Prairie Island Indian Community, where you can learn about the local Native American culture and its connection to the land. Participate in a guided tour that highlights the area's unique ecosystems and wildlife conservation efforts. Enjoy a picnic lunch by the river, surrounded by the sounds of nature.

evening
:

As the sun begins to set, return to Winona and enjoy a casual dinner at a riverside eatery. After your meal, head to the Winona Wildlife Refuge for an evening of birdwatching, where you can spot various species as they settle in for the night. Wrap up your day with a nightcap at a local pub, sharing stories of your adventures.

day 3
Art and Culture Immersion
morning
:

Start your day with a visit to the Winona Art Walk, which features local artists' installations throughout the downtown area. Spend time appreciating the diverse art styles and maybe even meet some of the artists behind the works. Take a moment to capture the vibrant murals and sculptures with your camera.

afternoon
:

After lunch, dive deeper into Winona's artistic scene by visiting the Minnesota Marine Art Museum for a guided tour of its impressive collection. Engage with the museum's interactive exhibits and learn about the significance of marine art in American culture. Spend the rest of the afternoon browsing local galleries and shops for unique souvenirs.

evening
:

In the evening, treat yourself to dinner at a restaurant that showcases local art, where you can enjoy both a feast for the eyes and the palate. Attend an art workshop or class at one of the local studios, allowing you to create your own masterpiece inspired by your surroundings. Conclude your day with a visit to a local coffee shop for some live music, enjoying the creative vibe of Winona.

day 4
Adventure on the Water
morning
:

Begin your day with a boat rental from a local marina for a morning of fun on the Mississippi River. Enjoy the gentle breeze as you paddle or cruise along the water, taking in the picturesque scenery of the riverbanks. Keep your eyes peeled for eagles and other wildlife as you navigate the river's tranquil waters.

afternoon
:

After your thrilling water adventure, stop for lunch at a riverside café, where you can savor fresh fish or a hearty burger. Spend the afternoon engaging in water sports such as kayaking or stand-up paddleboarding, with equipment available for rent nearby. If you prefer a more relaxed experience, consider fishing from a quiet spot along the river.

evening
:

As evening approaches, enjoy a sunset cruise where you can witness the stunning colors of the sky reflecting on the water. Afterward, dine at a waterfront restaurant, sampling local dishes while enjoying the beautiful views. End your day with a leisurely walk along the boardwalk, basking in the sounds of the river as night falls.

day 5
Historical Landmarks and Museums
morning
:

Start your day by visiting the historic Winona County Courthouse, renowned for its stunning architecture and history. Take a guided tour to learn about its significance and the stories behind its construction. Afterward, spend some time at the nearby Polish Cultural Institute, discovering the area's rich Polish heritage.

afternoon
:

For lunch, head to a local diner that celebrates Winona's culinary history, enjoying classic American fare. Post-lunch, visit the Winona National Bank building, known for its beautiful murals and historical importance. Spend the afternoon at the Winona County Historical Society, delving deeper into the unique stories of the region.

evening
:

As the sun sets, gather for a cozy dinner at a restaurant that highlights local ingredients. After your meal, take a stroll through the historic district, admiring the beautifully lit buildings and gardens. End your day with a visit to a local brewery, sampling craft beers and mingling with the friendly locals.

day 6
Exploring Local Vineyards
morning
:

Kick off your day with a visit to a local vineyard, where you can partake in a morning vineyard tour and learn about the winemaking process. Enjoy a tasting of fresh juices or local wines as you explore the lush grapevines. Take time to appreciate the stunning landscape that surrounds you.

afternoon
:

After your vineyard tour, enjoy a leisurely lunch at the vineyard’s restaurant, featuring dishes paired with their own wines. Spend the afternoon relaxing on the patio or participating in a wine blending workshop, where you can craft your own unique blend. Take in the scenic views of the surrounding countryside as you sip on your creations.

evening
:

As evening approaches, enjoy a sunset dinner overlooking the vineyard, taking in the picturesque scenery. Engage in conversations with fellow wine enthusiasts, sharing your experiences and newfound knowledge. Conclude your day with a nightcap of your favorite wine, reflecting on a day well spent in the beautiful vineyards of Winona.

day 7
Outdoor Adventure and Hiking
morning
:

Start your day early with a hearty breakfast before heading to the nearby Great River Bluff State Park for an invigorating hike. Navigate the scenic trails that offer breathtaking views of the Mississippi River and surrounding landscapes. Take breaks to soak in the natural beauty and snap some photos of the stunning vistas.

afternoon
:

After your hike, enjoy a packed lunch at one of the park's picnic areas, surrounded by the sounds of nature. Spend the afternoon exploring additional trails or challenging yourself with some rock climbing at designated areas within the park. If you're lucky, you may also spot some local wildlife during your adventure.

evening
:

As the sun begins to set, return to Winona for a relaxing dinner at a local eatery that features outdoor seating with a view. Share stories of your day’s adventure over a delicious meal, perhaps trying some local dishes. Wind down your evening with a stroll through the peaceful streets, reflecting on the day’s activities.

day 8
Culinary Delights of Winona
morning
:

Begin your culinary adventure with a visit to one of Winona's farmers' markets, where you can sample fresh produce and local specialties. Engage with local vendors and learn about the seasonal ingredients that define the region's cuisine. Grab a bite from a food stall for breakfast, enjoying the lively atmosphere.

afternoon
:

After the market, participate in a cooking class at a local culinary school, where you can learn how to prepare dishes using fresh, local ingredients. Enjoy a hearty lunch that you’ve helped prepare, savoring the flavors of Winona. Spend the afternoon visiting local food shops and artisanal producers, discovering gourmet products to take home.

evening
:

As evening falls, indulge in a multi-course dinner at a renowned local restaurant, enjoying dishes crafted by talented chefs. Pair your meal with local wines or craft beers, enhancing your culinary experience. Conclude your day with dessert at a local bakery, savoring sweet treats that reflect the flavors of the region.

day 9
Relaxation and Wellness Retreat
morning
:

Start your day with a gentle yoga class at a local studio, focusing on mindfulness and relaxation to set the tone for your wellness retreat. Afterward, enjoy a nutritious breakfast at a health-focused café, where you can fuel your body with wholesome ingredients. Take a moment to reflect on your intentions for the day ahead.

afternoon
:

Spend the afternoon at a local spa, treating yourself to a rejuvenating massage or facial that utilizes natural, locally-sourced products. After your treatment, take a leisurely stroll through a nearby park, allowing nature to further enhance your sense of peace and tranquility. Enjoy a light lunch at a café that emphasizes health and wellness.

evening
:

As the day comes to a close, gather for a peaceful dinner at a restaurant offering a serene ambiance and healthy menu options. Engage in a guided meditation session or a mindfulness workshop to deepen your relaxation experience. Finish your day with a calming herbal tea, reflecting on the wellness journey you've embraced in Winona.

Discover Winona

Read more in our Winona 2025 Travel Guide.

Winona Travel Guide