What to Wear for a Fall Trip to Winnipeg, Manitoba

Got a fall trip planned to Winnipeg, Canada? Winnipeg 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 50°F (that's 10°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 Winnipeg, 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. And if you plan on doing any sightseeing, be sure to wear comfortable shoes. Nothing like a nasty blister to ruin a good vacation, right?

In just a second, I'll share my specific recommendations for exactly what to wear in Winnipeg in fall—whether you're visiting the Canadian Museum for Human Rights, checking out the Assiniboine Park Zoo, strolling through The Forks National Historic Site, or touring the Manitoba Legislative Building.

🔗 What should women wear in Winnipeg, Manitoba in fall?

Winnipeg 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: denim jacket, stylish hat, long-sleeved shirts, comfortable flats or loafers, and pashmina. With these essentials, you’ll be all set to experience everything Winnipeg has to offer.

🔗 Denim jacket

A denim jacket is great to have in Winnipeg. 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 Winnipeg, 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.

These options are both stylish and comfy:

🔗 Stylish hat

A good hat can be the difference between a great Winnipeg 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 Winnipeg, just know there's a hat for the occasion.

Here are some of my favorites:

🔗 Long-sleeved shirts

Long-sleeved shirts are an essential part of any travel wardrobe. They can be dressed up or down, and they offer sun protection on bright days. When choosing a long-sleeved shirt for Winnipeg, it's important to look for one that is comfortable and breathable. A lightweight cotton shirt is a good option, as it will keep you cool in warm weather and can be layered under a sweater or jacket when the temperature drops. It's also a good idea to choose a shirt in a neutral color that can be easily paired with other items in your suitcase.

This is the kind of thing I mean:

🔗 Comfortable flats or loafers

Packing the right shoes for Winnipeg can make the difference between a comfortable trip and a difficult one. While there are many factors to consider when packing your shoes, comfort is always the most important. Flats or loafers are a great option for travel, as they can be easily slipped on and off at security checkpoints and are generally super comfortable to walk in.

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

🔗 Pashmina

A pashmina is a must-have accessory for a trip to Winnipeg. They can be used as a scarf, sarong, blanket, or even a headscarf. They are light and easy to pack, yet they provide warmth and color to any outfit. Pashminas come in a variety of colors and patterns, so it's easy to find one that compliments your personal style. When choosing a pashmina, look for one that is made from natural fibers such as wool or cashmere. These fibers are not only more durable, but they will also breathe better and keep you covered without making you sweat.

I found these which would all work great:

🔗 What should men wear in Winnipeg, Manitoba in fall?

For guys, here's the list of essentials I recommend you start with: stylish hat, warm coat, lightweight comfortable shoes, collared shirts, and jeans or khakis. With these in your suitcase, I guarantee you will enjoy your trip to Winnipeg in comfort and style.

🔗 Stylish hat

A good hat can be the difference between a great Winnipeg 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 Winnipeg, just know there's a hat for the occasion.

If you're stuck for ideas, here 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.

Need some inspiration? Start here:

🔗 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 Winnipeg? 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.

These are some of my favorites:

🔗 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.

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

🔗 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 a few of my top picks:

I hope these recommendations for what to wear in Winnipeg, Manitoba 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 Winnipeg has to offer!