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How to Plan an Epic Winnipeg to Wisconsin Dells Road Trip [Insider Secrets Revealed]

I’ve always had a soft spot for road trips. For me, there’s something about the open road, new adventures, and the freedom to stop and explore whenever the mood strikes. 

It all started when I was a kid, crammed in the back seat of the family car, singing along to old tunes on the radio and playing endless rounds of “Here’s Come The Sun.” Every pit stop was a mini-adventure, and every roadside diner felt like a culinary landmark.

Fast forward to adulthood, and the wanderlust never left me. When I heard about Wisconsin Dells—the “Waterpark Capital of the World”—I was intrigued. 

I mean, who wouldn’t want to visit a place with water slides, boat tours, and scenic beauty all rolled into one? So, one sunny morning, fueled by nostalgia and a desire for new memories, I packed my car, loaded up on snacks, and set my sights on the Dells. 

The thought of winding roads, charming small towns, and the excitement of reaching my destination had me giddy with anticipation. After all, isn’t life just one big road trip waiting to happen?

Now, let me share with you the ultimate guide to making this journey as memorable and exciting as mine. Buckle up, because this is going to be a ride you won’t forget!

How long is the drive from Winnipeg to Wisconsin Dells? 

The direct drive from Winnipeg to the Wisconsin Dells covers 671 miles (1,079 kilometers) and typically takes about 11 hours and 2 minutes under normal traffic conditions.

Best Places to Stop on a Drive From Winnipeg to Wisconsin Dells 

1. Minneapolis Institute of Art

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Location: 2400 3rd Ave S, Minneapolis 

Website: https://new.artsmia.org/ 

Phone: +1 888 642 2787 

Operating hours: Tuesday to Sunday: 10 am – 5 pm 

The Minneapolis Institute of Art, commonly known as MIA, boasts an impressive collection of over 90,000 works of art spanning 5,000 years of human history. In fact, it’s one of the largest art museums in the U.S., so there’s no shortage of things to see!

What’s really cool about MIA is how it brings together art from all corners of the globe. Whether you’re into ancient Egyptian artifacts or modern masterpieces, you’ll find something that piques your interest. 

And the best part? General admission is free! That’s right, you can enjoy world-class art without spending a single cent.

Plus, MIA isn’t just about gazing at paintings and sculptures. They offer all sorts of workshops, educational programs, and events that are fun for all ages.

2. Minnehaha Falls

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Location: Minnehaha Park  

Minnehaha Falls in Minnehaha Park is this gorgeous 53-foot waterfall, and its name comes from the Dakota language, which means “laughing water.” 

Honestly, that’s the perfect way to describe it because the sound of the water is just pure joy!

Even though it’s right in the middle of the city, this place feels like a little green haven. There are trails to wander, trees to shade under, and views that are just breathtaking. 

Fun fact: It’s one of the oldest parks in Minneapolis, so it’s got some serious historical vibes going on.

With over 850,000 visitors each year, it’s one of the most photographed spots in Minnesota. So, make sure your camera is ready because you’ll definitely want to capture this beauty. 

3. Mall of America

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Location: 60 E Broadway, Bloomington 

Website: https://mallofamerica.com/ 

Phone: +1 952 883 8800

Operating hours: 

  • Monday to Saturday: 10 am – 9 pm 
  • Sunday: 11 am – 7 pm 

The Mall of America is actually the largest mall in the U.S., and people from all over the world flock to it. 

And why wouldn’t they? Besides the endless rows of shops and restaurants, it’s got some pretty epic attractions.

First off, there’s Nickelodeon Universe, an indoor amusement park that’s a blast for all ages. Whether you’re a thrill-seeker or just looking for a fun ride, you’re covered. 

Then there’s the SEA LIFE Aquarium, which is packed with all sorts of fascinating sea creatures. It’s like diving into the ocean without getting wet!

Feeling adventurous? FlyOver America is a must-try. 

This flight simulation ride takes you soaring over iconic American landmarks. The views are mind-blowing, even if they’re virtual. 

And if you’ve got kids (or just love getting creative), the Crayola Experience is a colorful wonderland where you can let your imagination run wild.

4. Minnesota Zoo

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Location: 13000 Zoo Blvd, Apple Valley  

Website: https://mnzoo.org/ 

Phone: +1 952 431 9200  

Operating hours: Monday to Sunday: 10 am – 6 pm

Minnesota Zoo is a sprawling 485-acre preserve, and let me tell you, they showcase a wide variety of local and global animals—it’s like taking a mini-world tour! 

They’ve got everything from majestic Russian grizzly bears to delicate butterflies fluttering around. With nearly 100 different animals on-site, each corner you turn brings a new surprise.

One of my favorite parts of the zoo is the trails. As you wander through these carefully crafted habitats, it feels like you’re in the wild, experiencing different seasons as you go. 

Plus, if you’ve got kids with you, they’re going to love Minnesota Zoo; it’s super family-friendly, offering plenty of interactive exhibits and activities to keep the little ones entertained and educated.

5. Teddy Bear Park

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Location: 207 Nelson St E, Stillwater 

Website: https://www.ci.stillwater.mn.us/  

Phone: +1 651 430 8800 

Operating hours: Monday to Sunday: 8 am – 8 pm 

Open from April to October, Teddy Bear Park is a small but perfectly formed park that provides a great haven for children, particularly those aged 1.5 to 5 years old. 

Picture a cute playground where the little ones can explore, with a cozy gazebo providing some much-needed shade for when you need a break. 

There are picnic tables scattered around too, making it easy to relax and enjoy a snack while keeping an eye on the kids. And if you’re planning a special event, there are rental spaces available to add a touch of magic to your gathering.

The park may not be massive, but it has just the right amount of charm to make your visit memorable. And here’s a bonus: parking is free, and there are bathrooms conveniently nearby, so you won’t have to worry about those little emergencies.

Just a heads-up, though: watch out for the broken sidewalks around the area. They can be a bit tricky, especially if you’re maneuvering a stroller or have really young children with you.

Where to Eat During the Winnipeg to Wisconsin Dells Road Trip 

1. Hell’s Kitchen Inc. 

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Location: 80 S 9th St, Minneapolis 

Website: http://www.hellskitcheninc.com/ 

Phone: +1 612 332 4700 

Operating hours:

  • Sunday to Thursday: 8 am – 9 pm 
  • Friday and Saturday: 8 am – 10 pm 

Must-order menu items: 

  • Bison Benedict 
  • Ham & Pear Crisp 
  • Lemon-Ricotta Hotcakes 

Price range: $$ – average 

If your stomach starts to grumble during the road trip, there’s one place that absolutely has to be on your radar: Hell’s Kitchen Inc. 

Their all-day menu means you can swing by anytime—breakfast, lunch, or dinner—and you’ll leave with a happy belly.

For breakfast, you can’t miss the Bison Benedict. It’s a tender, lean, charbroiled bison flank steak topped with a perfectly poached egg, all perched on half an English muffin. 

Then they drizzle it with this tangy tangerine-jalapeño hollandaise sauce. Plus, you get these golden hash browns on the side. 

And if you have a sweet tooth or just love a good pancake, their Lemon-Ricotta Hotcakes are legendary. They’re made with fresh lemon zest and ricotta cheese, making them incredibly light and tender. 

You get a stack of three, and they’re served with fresh berries and pure maple syrup. It’s a flavor combo that’ll make your taste buds sing—guaranteed!

2. Mon Petit Cheri – Stillwater

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Location: 310 S Main St, Stillwater 

Website: https://www.mpcstillwater.com/ 

Phone: +1 651 342 1528 

Operating hours: 

  • Monday to Thursday: 8 am – 2 pm 
  • Friday to Sunday: 8 am – 3 pm 

Must-order menu items: 

  • Farmer’s Breakfast 
  • Swedish Reuben 
  • Greek Salad 

Price range: $$ – average

Mon Petit Cheri in Stillwater is one of those little cafes where you feel right at home the moment you step inside. They offer house-baked pastries, and the aroma alone is worth the visit.

Their hot breakfasts, sandwiches, salads, and soups are all crafted with care, making it hard to choose just one favorite.

But if you’re going to ask me, I’d recommend you try The Farmer’s Breakfast. It has two eggs cooked to your liking, roasted potatoes that are crispy on the outside and soft inside, your choice of protein, and, to top it all off, their house-made toast with jam. 

A perfect way to start your day—filling and satisfying, isn’t it?

And if sandwiches are more your style, you won’t be left out either; go for the Swedish Reuben. It’s Swedish limpa rye bread, ham, Gruyère cheese, sauerkraut, house-made pickles, and a kick of stone-ground mustard.

Where to Stay During the Winnipeg to Wisconsin Dells Road Trip 

1. Hyatt Regency Minneapolis

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Location: 1300 Nicollet Mall, Minneapolis  

Website: https://www.hyatt.com/hyatt-regency/en-US/msprm-hyatt-regency-minneapolis/ 

Phone: +1 612 370 1234

Operating hours: 

  • Check-in time: 3 pm 
  • Check-out time: 12 pm 

Staying at the Hyatt Regency in Minneapolis feels like home with a touch of luxury. Here, you can start your day with a refreshing dip in the indoor pool, no matter what the Minnesota weather is up to. 

And if you’re committed to your workout routine, the well-equipped fitness center is there to keep you on track.

When hunger strikes or you just want to unwind with a drink, you won’t need to venture far. They’ve got an on-site restaurant that offers delicious meals, and the cozy bar is perfect for a relaxing evening. 

Plus, you can stay connected effortlessly with free Wi-Fi throughout the hotel.

But Hyatt Regency isn’t just about convenience; they also want you to experience comfort in the best way possible. 

With 800 rooms and suites, all designed in a sleek, modern style, you’ll have plenty of space to relax. 

Each room is equipped with a flat-screen TV for your entertainment, a desk if you need to catch up on some work, and a coffee maker for that essential morning brew.

2. Courtyard Minneapolis Downtown 

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Location: 1500 Washington Ave S, Minneapolis 

Website: https://www.marriott.com/en-us/hotels/mspdc-courtyard-minneapolis-downtown/ 

Phone: +1 612 333 4646

Operating hours: 

  • Check-in time: 3 pm 
  • Check-out time: 11 am 

Another comfy inn to stay at during your road trip is Courtyard Minneapolis Downtown. It’s got all the amenities you could ask for in a hotel. 

You can start your day with a hearty breakfast at their bistro, which also serves lunch and dinner if you’re in need of a quick bite. 

After a day of city adventures, why not take a dip in their indoor pool or relax in the charming courtyard? It’s a lovely little outdoor space to soak up some fresh air. 

And for those who can’t skip a workout, they have a fitness center that can help you with your routine. Plus, with free Wi-Fi, you can easily keep in touch with folks back home. 

Oh, and if you’re traveling with your four-legged buddy, you’ll be pleased to know that the Courtyard is pet-friendly, so you can bring along your furry friend without a hitch.