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A Guide to a Smooth Road Trip from Winnipeg to Grand Rapids [Without getting lost!] 

I’m sitting in my cozy Winnipeg abode, staring out the window as the snowflakes lazily drift down, one by one. It’s one of those days where even my houseplants seem to be nodding off from boredom. 

I’ve binge-watched every show on my list, read enough books to start a mini-library, and even attempted to learn the ukulele (spoiler alert: it didn’t end well).

As the hours tick by, I realize I need a change of scenery, pronto. I have to go on a road trip!

But not just any road trip. I want one that will shake things up, inject some adrenaline into my veins, and leave me with stories to tell for ages.

And what better way to shake off the cobwebs of monotony than with a good old-fashioned road trip? But where to? 

Then it dawns on me: Grand Rapids! It’s got that small-town charm, a hint of mystery, and who knows what kind of shenanigans await on the road there?

So, with a gleam in my eye and a map in hand (okay, fine, Google Maps on my phone), I set out on the open road. 

Little did I know that the journey would be a rollercoaster ride of unexpected detours, quirky roadside attractions, and more than a few wrong turns that turned into right adventures. 

But hey, isn’t that what road trips are all about?

How long is the drive from Winnipeg to Grand Rapids? 

The direct route from Grand Rapids to Winnipeg spans 788 miles (1,272 kilometers). In regular traffic conditions, the estimated driving time for this journey is 9 hours and 15 minutes.

Routes to Take on a Road Trip From Winnipeg to Grand Rapids 

1. The Most Direct Route (I-90/US-23)

Taking I-90 east through southern Manitoba and Minnesota, then heading south on US-23 straight to Grand Rapids, is definitely the quickest route. No doubt, it’ll get you there in about 9 hours and 15 minutes.

Now, fair warning, it’s not the most scenic drive you’ll ever take. I mean, don’t get me wrong, there’s some nice countryside to see, but there aren’t too many jaw-dropping sights or interesting spots to pull over and explore. 

It’s more of a straight-shot kind of drive. But if you’re just aiming to get from point A to point B in record time, this route’s got you.

2. The Scenic Route (US-75/US-2)

If you’re up for a bit of adventure and don’t mind adding a few extra hours to your journey, I’ve got a scenic route for you that’ll blow your socks off! 

Instead of sticking to the usual boring highways, why not take a detour through some of the prettiest parts of the Midwest?

From Winnipeg, you’ll head south on US-75, appreciating the breathtaking lakes and forests up in Minnesota. 

Once you’ve had your fill of nature’s finest up north, swing east onto US-2 through Michigan’s Upper Peninsula. 

Best Places to Stop on a Drive From Winnipeg to Grand Rapids 

1. University of Notre Dame 

Address Holy Cross Dr, Notre Dame, IN 46556, United States
Website https://www.nd.edu/
Phone 574 631 5000

The University of Notre Dame, founded in 1842, is a Catholic institution with a lot of history and charm. The campus is absolutely beautiful, with notable historic sites like the Basilica, the iconic golden dome, and the impressive library. 

Also, the Gothic architecture here will make you feel like you’ve stepped into a little piece of Paris—fun fact, Napoleon was actually crowned in a place that inspired some of these designs!

And if you’re into football, you’ve got to check out the Fighting Irish stadium. It’s really something to see, and the ushers there are super friendly and helpful. 

Plus, the hospitality at Notre Dame is top-notch. Tailgating is a big deal, and it’s a fantastic way to meet people and soak in the local culture.

2. Silver Beach County Park

Address 101 Broad St, St Joseph, MI 49085, United States
Website https://berriencounty.org/1295/Silver-Beach-County-Park
Phone 269 982 0533
Operating hoursMonday to Sunday: 8 - 10 pm

Another great spot to take a break is Silver Beach County Park along Lake Michigan. It offers a gorgeous, wide beach perfect for all sorts of activities, especially beach volleyball if you’re up for some fun in the sand.

The park has an event pavilion and access to the pier too, which makes it a great place to relax and enjoy the scenery. And if you’re traveling with kids, they’ll love the spray park fountains and the indoor carousel—perfect for burning off some energy.

3. Holland State Park – Macatawa Campground

— Media credit: chrisslonske

Address 2215 Ottawa Beach Rd, Holland, MI 49424, United States
Website http://www.michigandnr.com/
Phone 616 399 9390
Operating hoursCheck-in time: 2 pm

Check-out time: 11 am

Holland State Park – Macatawa Campground is popular among visitors of West Michigan!

The park is famous for its paved bike trails, where you can catch breathtaking sunset views. It’s also a great place to pick up some unique souvenirs.

One of the standout features here is the iconic Big Red Lighthouse. It’s a pretty iconic spot to snap some photos and take in the stunning views of Lake Michigan and the surrounding sand dunes. 

Now, the campground itself might feel a bit cozy, especially if you’re used to more space, and it’s mainly set up for RVs. 

But don’t worry; they have bathrooms and showers right in the middle of the grounds, so you’ll have everything you need. It’s definitely worth checking out if you’re driving through!

4. The Art Institute of Chicago

Address 111 S Michigan Ave, Chicago, IL 60603, United States
Website https://www.artic.edu/
Phone 312 443 3600
Operating hoursMonday, Friday to Sunday: 11 - 5 pm

Thursday: 11 - 8 pm

The Art Institute of Chicago in Grant Park is one of those places that really blows you away, with its incredible collection of over 3,000 pieces spanning 5,000 years of art history. 

Plus, if you’re into architecture, you’re in for a treat because the museum prides itself on being one of the largest schools of architecture in the world.

5. Chicago Botanic Garden

Address 1000 Lake Cook Rd, Glencoe, IL 60022, United States
Website https://www.chicagobotanic.org/
Phone 847 835 6801
Operating hoursMonday to Sunday: 8 - 7 am

Chicago Botanic Garden is 385 acres of pure botanical bliss, boasting 26 different gardens that’ll have you feeling like you’ve stepped into a floral wonderland.

Now, let me tell you about some highlights. First up, the Malott Japanese Garden—it’s like a tranquil oasis, perfect for some zen moments. 

Then there’s Evening Island, where you can catch stunning views as the sun sets. And don’t miss the Grunsfeld Children’s Garden if you’ve got little ones in tow—it’s a paradise for them to explore and play.

The Orchid Show Untamed is also a must-see. Picture rooms filled with orchids of all shapes and colors, arranged in the most beautiful displays. 

And if you’ve got any questions along the way, there are guides ready to help you out. Plus, you’ll find tons of photo opportunities around every corner, so don’t forget your camera!

6. Lakefront Brewery

— Media credit: ilovemycrazylife2 

Address 1872 N Commerce St, Milwaukee, WI 53212, United States
Website http://www.lakefrontbrewery.com/
Phone 414 372 8800
Operating hoursMonday to Thursday: 3 - 9 pm

Friday and Saturday: 11 - 9 pm

Sunday: 11 - 9 pm

Lakefront Brewery in Milwaukee is a great spot for grabbing some eats and sipping on top-notch brews. 

As soon as you walk into this spacious beer hall, you’re hit with the aroma of delicious bar bites and the sight of an impressive lineup of beers, including some organic and gluten-free options. 

Plus, you get to soak up the history and learn all about how Milwaukee’s famous brews are made!   

Where to Eat During the Winnipeg to Grand Rapids Road Trip 

1. Avec 

Address 615 W Randolph St, Chicago, IL 60661, United States
Website http://www.avecrestaurant.com/
Phone 312 377 2002
Operating hours
  • Monday to Friday: 11 - 2 pm, 4 - 10 pm
  • Saturday: 10 - 2 pm, 4 - 11 pm
  • Sunday: 10 - 2 pm, 4 - 10 pm
  • Must-order menu items
  • Slow Roasted Pork Shoulder
  • Rotisserie Chicken Shawarma
  • Minced Lamb
  • Price range$$ - average

    For a Mediterranean restaurant, go to Avec. They put a creative twist on classic Mediterranean dishes, all served in a cozy, minimalist space that’s perfect for a relaxed meal.

    Avec is all about that communal vibe, so expect to share a table and soak in the high-energy atmosphere. Their wine list is impressive too—definitely worth exploring. 

    Whether you’re stopping by for lunch, dinner, weekend brunch, or just hitting up happy hour, you won’t be disappointed.

    One dish that I would definitely recommend you try is their Slow Roasted Pork Shoulder. 

    It’s slow-roasted to perfection and served with braised collard greens, smoked yogurt, black-eyed peas, and a kick from Fresno chili.

    2. Stella Van Buren 

    Address 550 N Van Buren St, Milwaukee, WI 53202, United States
    Website https://www.stellavanburen.com/
    Phone 414 847 5622
    Operating hours
  • Monday to Friday: 6:30 - 10 pm
  • Saturday to Sunday: 7 - 11 am, 5 - 9 pm
  • Must-order menu items
  • Wagyu Bolognese
  • Bone-In Strip
  • Diver Scallops
  • Price range$$ - average

    Stella Van Buren is an amazing modern Italian-American steakhouse that puts a fresh spin on the classics. 

    Their slow-cooked meats and house-made pastas are to die for, and they have an impressive selection of wines and bourbons that make it a real destination spot.

    The atmosphere is great too—light, airy, and really welcoming. It strikes a perfect balance between comfort and modern design, making it a great place to relax and enjoy a meal. 

    They serve breakfast, lunch, and dinner, and their Sunday brunch is something you don’t want to miss. Even on Sundays, when they have a limited menu, you’ll still find something delicious!

    One dish that keeps customers coming back for more is their Wagyu Bolognese. It’s made with short rib, San Marzano tomatoes, tagliatelle, and grilled fennel. 

    It’s definitely their best-seller for a reason!

    Where to Stay During the Winnipeg to Grand Rapids Road Trip 

    1. Radisson Blu Mall of America

    Address 2100 Killebrew Dr, Bloomington, MN 55425, United States
    Website https://www.choicehotels.com/minnesota/bloomington/radisson-blu-hotels/
    Phone 952 314 5116
    Operating hours
  • Check-in time: 3 pm
  • Check-out time: 12 pm
  • If you’re looking for a great place to stay along the way from Winnipeg to Grand Rapids, Radisson Blu Mall of America is the place to be. 

    It’s super convenient because it’s directly connected to the Mall of America, so you can shop to your heart’s content without even stepping outside. 

    As per the rooms, they are really stylish, and the overall vibe of the place is elegant yet comfortable. 

    You’ll also love the amenities here—there’s an indoor pool that’s perfect for a relaxing swim, a fitness center if you want to get a workout in, and the FireLake Grill House serves up some fantastic dishes that’ll make your taste buds dance.

    And their Laughing Waters Spa? You have to try this one for some pampering and top-notch relaxation!

    2. Sofitel Chicago Magnificent Mile

    Address 20 E Chestnut St, Chicago, IL 60611, United States
    Website http://sofitel.accor.com/hotels/
    Phone 312 324 4000
    Operating hours
  • Check-in time: 3 pm
  • Check-out time: 12 pm
  • The Sofitel Chicago Magnificent Mile is a luxury hotel with this chic French-inspired design that feels super classy but still welcoming. 

    The whole atmosphere is just amazing, with modern art everywhere and these little unexpected touches of luxury that really make a difference.

    When you go here, check out Le Bar. It’s a terrific spot for winding down with some creative cocktails and tasty bites. 

    Plus, if you need to keep up with your workout routine, they have a fitness center too.