What to Wear in Milwaukee, Wisconsin This Fall

Got a fall trip planned to Milwaukee, WI? Milwaukee can be fun to visit in the fall, but you'll want to make sure you're dressed right. The weather is cool and dry, with temperatures averaging around 59°F (that's 15°C). So what should you wear so you can stay comfy and fit in with the local vibe?

To make the most of your trip to Milwaukee, a good rule of thumb is to pack comfortable clothing that you can layer. Loose-fitting clothing in breathable fabrics will keep you cool in warmer weather, while a light jacket or cardigan will come in handy for cooler days or evenings. For footwear, comfortable walking shoes are a must. You'll be doing a lot of walking to take in all the sights, so you want to make sure your shoes won't give you blisters.

In just a second, I'll share my specific recommendations for exactly what to wear in Milwaukee in fall—whether you're visiting the Milwaukee Art Museum, taking a tour of the Harley-Davidson Museum, exploring the Milwaukee County Zoo, or visiting the National Bobblehead Hall of Fame and Museum.

🔗 What should women wear in Milwaukee, Wisconsin in fall?

Milwaukee in fall is generally cool, and there are a few key items you'll want to pack. Here's what I definitely wouldn't go without: stylish hat, denim jacket, cardigans, lightweight comfortable shoes, and jeans. With these essentials, you’ll be all set to experience everything Milwaukee has to offer.

🔗 Stylish hat

A good hat can be the difference between a great Milwaukee trip and a terrible one. Not only do hats help you look your best in photos, but they also make you feel more confident and put-together as you explore, adding a touch of style to any outfit. To choose the right hat, consider both function and fashion. A wide-brimmed straw hat is perfect for protecting your face from the sun (a good idea in all weather!) while a trilby is ideal for nights out on the town. No matter what your plans are in Milwaukee, just know there's a hat for the occasion.

Why not treat yourself before you go:

🔗 Denim jacket

A denim jacket is great to have in Milwaukee. They are stylish and can be dressed up or down, making them perfect for any occasion. Denim jackets are also very versatile. They can be worn over a dress for a night out or with jeans and a t-shirt for a casual day exploring. Best of all, denim jackets are lightweight and easy to pack, making them ideal for travel. When choosing a denim jacket for Milwaukee, look for one that is comfortable and flattering. A classic denim jacket will never go out of style and can be worn year after year. For a more unique look, try a distressed denim jacket or one with embellishments such as embroidery or beads.

I found these which would all work great:

🔗 Cardigans

A cardigan is the perfect piece of clothing to pack for a trip to Milwaukee in fall. They are lightweight, versatile, and easy to care for. Cardigans can be dressed up or down, and they work well in both warm and cool weather. When choosing a cardigan for travel, natural fibers such as cotton or wool are great (though synthetic equivalents can work well too). You mostly just want to look for fabric that breathes well so it will keep you comfortable in all types of weather.

Here are some of my favorites:

🔗 Lightweight comfortable shoes

Traveling can be tough on your feet. You're constantly on the move, walking through airports and down crowded streets. And even if you're just sitting on a plane or in a car, your feet can start to swell after hours of being confined in one position. That's why it's important to pack comfortable, lightweight shoes that won't add too much weight to your luggage. But how do you know which shoes are right for Milwaukee? Look for ones made from breathable materials like mesh or canvas. They should also have good arch support and a cushioned sole to help reduce fatigue.

Here are a few of my top picks:

🔗 Jeans

You just cannot go wrong with a good pair of jeans. They're comfortable, versatile, and easy to care for—not to mention they always look great. Whatever you're doing in Milwaukee, jeans will always come in handy. Of course, not all jeans are created equal. Be sure to choose a pair that's comfortable and flattering. If you'll be doing a lot of walking, look for a light-weight denim that won't weigh you down. And if you're hoping to dress up for a nice dinner out, a dark wash denim will always do the trick.

If you're stuck for ideas, here are some of my favorites:

🔗 What should men wear in Milwaukee, Wisconsin in fall?

For guys, here's the list of essentials I recommend you start with: jeans or khakis, sneakers or loafers, collared shirts, cardigans, and warm coat. With these in your suitcase, I guarantee you will enjoy your trip to Milwaukee in comfort and style.

🔗 Jeans or khakis

Jeans or khakis are surprisingly versatile when traveling. They can be dressed up or down, depending on the occasion, and they're perfect for cool evenings or air-conditioned restaurants and shops. When choosing jeans or khakis, look for comfortable styles with a bit of stretch. Darker washes tend to be more versatile, but feel free to pack a pair in a light denim or white if you know you'll have the opportunity to wear them.

Here are some of my favorites:

🔗 Sneakers or loafers

Sneakers or loafers are essential for visiting Milwaukee. They're comfortable, versatile, and easy to pack. And, when you're on your feet all day, they can help prevent aches and pains. But how do you know which sneakers or loafers to pack? If you'll be doing a lot of walking, opt for a sneaker with good arch support and cushioning. And don't forget style! Sneakers and loafers come in countless colors and designs, so pick something that goes with the rest of your outfits.

Need some inspiration? Start here:

🔗 Collared shirts

A lot of people think that collared shirts are only for work, but they can actually be really handy when traveling too. For one thing, they can help you dress up if you need to go someplace nice for dinner or a show. But how can you tell which collared shirts are worth packing? You can never go wrong with ones that are made from light, breathable fabrics like cotton or linen.

These options are both stylish and comfy:

🔗 Cardigans

A cardigan is the perfect piece of clothing to pack for a trip to Milwaukee in fall. They are lightweight, versatile, and easy to care for. Cardigans can be dressed up or down, and they work well in both warm and cool weather. When choosing a cardigan for travel, natural fibers such as cotton or wool are great (though synthetic equivalents can work well too). You mostly just want to look for fabric that breathes well so it will keep you comfortable in all types of weather.

These are some of my favorites:

🔗 Warm coat

A good coat will keep you warm in inclement weather and can also be a stylish addition to your travel wardrobe. When choosing a coat, look for one that is made from insulating materials such as wool or down (or synthetic equivalents). A hood is also a helpful feature, as it will protect your head and face from the elements. If you plan on doing any outdoor activities, such as hiking or skiing, make sure to choose a coat that is waterproof and windproof.

Why not grab yourself something new before you go:

I hope these recommendations for what to wear in Milwaukee, Wisconsin will help make your fall visit unforgettable. Now that you have a better idea of what clothing to take, it's time to pack your suitcase—and then go ahead and enjoy everything Milwaukee has to offer!