Pack Like a Pro – 16 Winter Travel Essentials for an Effortless and Stylish Trip

Do you have a cold-weather trip coming up soon? Winter travel is one of those things that can feel both exhilarating and a little bit overwhelming. There’s all the excitement of exploring new beautifully snow-covered places BUT also the challenges of packing everything you need to stay warm. It’s a trip that really requires thoughtful preparation. But don’t worry—we’ve got you covered! In this post, we’re sharing our ultimate list of winter travel essentials. These carefully selected items will help you stay warm, stylish, and prepared for whatever winter throws your way, all while ensuring you look your best on your winter getaway.

For ideas and tips when it comes to travel day outfits, check out this post next!

16 winter travel essentials

In this post, we’ll be sharing a comprehensive guide of the BEST winter travel packing essentials and tips for your next cold-weather trip. These carefully selected items will not only keep you warm but also help you elevate your travel style. Whether you’re a seasoned traveler or heading on your first winter vacation, these tips and shopping finds will ensure you’re fully prepared for any winter adventure. 

How to Prepare for Winter Travel

Before we dive into the must-have winter travel essentials, let’s discuss how to prepare for your trip first. Packing for a winter vacation is a little different from other seasons, but with the right approach, you can enjoy your trip without being weighed down by bulky luggage.

Check the Weather Forecast

The last thing you want is to pack the wrong winter gear for your destination, so before you even start packing, check the weather forecast and plan accordingly. If snow is expected, make sure you have comfortable, waterproof snow boots, warm base layers, and a weather-proof warm puffer coat. If you’re heading somewhere milder that doesn’t get snow, your coat or even a jacket and base layers will work.

Consider Your Itinerary

Next, you’ll want to make sure you’re properly prepared for your activities. Will you be skiing or snowboarding? Planning to snowshoe or do lots of sightseeing? Staying inside, visiting the spa, or prioritizing fine dining at new restaurants? Knowing your itinerary will help simplify clothing choices and should be one of the first factors to consider while planning out your packing list. 

Comfy & Stylish Travel Outfits

Create a Packing List

Now with the weather and your itinerary in mind, it’s time to make your list! The key to packing light for winter is creating a strategic packing list. Start with your must-haves, like winter clothes and accessories, then build from there. Pick a color story for your outfits and create a simple, curated capsule wardrobe for your trip. It’s really all about layering here—create a system that allows for maximum versatility so you easily mix and match everything.

Pack Smart with Packing Cubes

For your winter trip, packing cubes are a game-changer, especially compression packing cubes. They help organize your clothes, keep your packing light, and maximize space in your suitcase. We recommend packing them by item type…pants in one, tops in another, etc. – and utilize various sizes of cubes to maximize the space in your bag.

Winning Carry-on Suitcase

Your main suitcase is also an important consideration. If you want to travel light with a strategically packed suitcase, we definitely recommend a carry on. Packing in just a carry on also means less time in the airport and no chance of lost luggage. One of Erin’s favorite carry-on’s – This suitcase by Beis. She says it’s very similar to her Tumi suitcase but for a fraction of the price. Whether you are driving or flying, this suitcase and a mini weekender tote bag will be all that you need.  

winter travel essentials

What to Pack for Winter Travel

Now that we’ve covered how to prepare for your winter trip, let’s talk about the specific items you’ll want to pack inside of your suitcase and mini weekender tote. Below are the Top 16 winter travel essentials you need to help you stay warm, comfortable, and stylish no matter where your travels take you.

#1 | Chic & Comfy Travel Day Outfit

Let’s kick things off with your travel day outfit. Layers are key—you’ll want pieces you can easily add or remove if you get warm or cold on the plane, train, or in the car. Plan to wear your outerwear on travel day since it’s your bulkiest piece—this simple trick will save so much room in your suitcase. Erin’s go-to travel set is the Spanx AirEssentials black loungewear set pictured above. It’s lightweight, wrinkle-resistant, and effortlessly chic. Plus, you can wear the pieces together or mix and match them with other items in your suitcase.

If you’re shopping any of the SPANX AirEssentials pieces shared above , make sure to use code ERINXSPANX for 20% off + free shipping!

#2 | Base Layer – Top and Bottoms

A solid base layer is essential for any winter trip, especially if you’re braving the cold. Merino wool is a top choice for warmth, moisture-wicking, and breathability (make sure it’s the soft version and not scratchy). Your base layer is ideal for layering under your clothes and will keep you dry and extra warm during outdoor activities. Cashmere (pictured above) is another amazing option—it can be three times warmer than wool! Erin loves both fabrics for skiing and winter travel, but prefers cashmere for its added warmth, and luxurious texture and softness. We’ve linked our favorites below!

Make sure to choose a top that you’re comfortable wearing on its own in case you need to remove your extra layers throughout the day!

#3 | Layering Pieces – Sweaters and Jackets

Layering is key in the winter, and having a few sweaters and a couple of jackets will allow you to adjust your outfit depending on the temperature. When choosing your sweaters, make sure they are warm and light enough to layer under your jackets and blazers. You can also wear them on their own if the temps are a little warmer. We love to pack a sporty and chic cashmere hoodie.

A cozy jacket and a tailored, flattering blazer are great, versatile pieces to pack as well. Simply choose the type of jacket that feels aligned with your style and planned activities. We recommend one lightweight blazer, and a more elegant wrap or duster coat. If it’s going to be really cold, a packable puffer is another must-have on your trip.

#4 | Fleece Lined Leggings

When temperatures drop, fleece lined leggings are an absolute lifesaver. These (or your base layer bottoms) can be worn under your jeans to provide extra warmth on the coldest of days. This layering works best with wide-leg jeans, like these best-selling jeans – one of Erin’s all-time favorites! These leggings are lightweight, comfy, and can even be worn on their own for a sporty look on milder days. 

PRO TIP: You can pack either a base layer or fleece-lined leggings. You shouldn’t need both.

#5 | Cashmere or Merino Wool Socks

Cashmere and merino wool socks are a game-changer in cold weather. These cozy socks are perfect to keep your toes warm and dry during long walks or outdoor activities. Both fabrics also naturally repel moisture, so you don’t have to worry about wet, cold feet ruining your trip.

#6 | Winter Boots and Shoes 

A pair of high-quality winter boots is a non-negotiable essential. Whether you’re walking through the snow or navigating slushy city streets, your feet need protection. Ever had a day ruined from cold, wet feet?? That is NOT what you want on your trip! Water-resistant boots with thick insulation and a sturdy sole will keep your feet warm and dry all day long. You’ll want at least 1-2 other pairs of shoes on your trip, so we recommend a dressier boot as well as a stylish sneaker. Wear your bulkiest shoe on travel day to allow for more space in your suitcase!

#7 | Cashmere Lined Gloves

A warm, cozy pair of gloves or mittens is a must-have for any cold-weather destination. Look for gloves made from leather, merino wool or cashmere with tech-friendly features that allows you to use your phone. You’ll want something that keeps your hands warm but is still functional for making phone calls and documenting your memories! We’ve linked a few of our favorites below. 

#8 | Winter Scarf

A winter scarf is the perfect accessory to complement your cold-weather wardrobe. Choose one made from wool or cashmere for the ultimate warmth and comfort. A scarf is not only stylish but practical—it’s perfect for wrapping around your neck and face when the wind picks up. You can also wrap it around your shoulders at dinner or on the plane. This first one that Erin is wearing above is a cashmere and silk blend, lighter weight and comes in a ton of colors. The second option is 100% Mongolian Cashmere for ultimate warmth and luxury. Both can double as a wrap or even a blanket on travel day as well. We’ll link them below…

#9 | Hats and Beanies

Keep your head warm with a stylish beanie or hat. By the way, remember how your mom used to tell you that you lose all the heat from your head, we looked it up and that’s actually not true. 😉 That said; wearing a hat can keep you extra warm! Choose a cozy wool or cashmere cap with a lined interior for extra insulation. A knit beanie offers a minimalist vibe, while a cozy cashmere baseball cap brings a sporty twist to your look. This baseball cap actually has a soft lining that we’ve never seen before – it’s awesome!

#10 | Winter Coat

A high-quality winter coat is essential for staying warm during cold-weather trips. Erin’s wearing a puffer by Herno above. This one of her all time favorite brands, perfect for life in the snowy, mountain town of Telluride, CO. Herno, an Italian brand, makes wonderful, lightweight puffer coats that can be worn on their own or under another coat for maximum warmth! They also pack really well and won’t take up a ton of room in your suitcase.

For more of the very BEST, warmest coats for winter, make sure to check out this post next!

#11 | Outer Layer – Waterproof Trench

IF it looks like rain on your trip, swap your wool/cashmere coat for a waterproof trench coat. It’s an elegant way to stay dry during those rainy, winter days. The trench coat is light enough to layer over sweaters and can easily be dressed up or down, making it perfect for both sightseeing and casual dinners out. Erin picked this one up at the Nordstrom Anniversary Sale last year and loves the leather piping detailing and water resistant features. It has limited stock, so we will link some similar options for you as well. We highly recommend packing an umbrella too. You’ll be SO glad you have it if you have to walk in the rain! 

PRO TIP: Wear your packable puffer under your trench for added warmth.

#12 | Winter Sports Gear – Ski Suit

If you’re planning on hitting the slopes, you’ll need to pack your winter sports gear, including a durable, insulated ski jacket and water-resistant ski pants, as well as ski goggles, a helmet and gloves/mittens. Look for gear that’s both stylish and functional like the ski jumpsuit Erin is wearing above by Goldbergh. If it’s going to be below 20 degrees though, opt for separates to ensure you are warm enough for a day on the slopes. If you plan on taking your own skis – your packing list will be a bit different and won’t quite fit into a carry-on only 😉. You can always rent all the ski gear including a helmet once you arrive at your destination. Find more stylish, functional ski gear that Erin loves here.

#13 | Chic Polarized Sunglasses

Sunglasses may not be the first thing you think of when planning out your winter travel packing list… but they really are a must-have! Protecting your eyes is always important, but especially in the winter months. If there’s snow around you, things are inherently brighter… everywhere. A cool, chic pair of polarized shades will keep you protected and ready to take in all of the sights around you! 

#14 | Skin Care Essentials for Cold Weather

Next on our list of winter travel essentials, is great skincare to keep your skin hydrated. Dry winter air can be tough on your skin, so be sure to pack moisturizing essentials like lip balm, hand cream, and a rich facial moisturizer. In winter months, Erin LOVES using a little extra of her go-to No. 9 face oil by Colleen Rothschild. It is so important to keep your skin hydrated and glowing, even in the coldest climates. Make sure to check out this post on even more tips for keeping your skin hydrated on a plane.

#15 | Chic Crossbody Bag 

Next, a small, chic crossbody bag is a must-have for any trip, and this cold-weather trip is no exception. Above are two that Erin loves to travel with – and we know you will love them too! The super lightweight brown toned leather bag is the perfect size, comes in multiple color options, is sturdy, AND affordable. This black leather handbag by ​​Loeffler Randall also has a gorgeous woven design, will fit all your essentials and will match everything you pack. Both colors are very neutral and versatile. If you are flying to your destination, slip this bag into your personal item bag or your carry-on so you meet the 2 bag limit for carry-on bags.

#16 | Luxurious Pajamas

Cozy, luxurious pajamas like the ones Erin is wearing above will give you an extra layer of comfort on your winter travels. Erin’s been wearing and loving these ultra-soft PJ’s by Eberjey for years. They come in so many colors, you’ll want to order multiples once you experience how soft and comfy they are. Warm, comfy slippers are a nice-to-have on your trip as well. Not essential, but a small but impactful luxury that will keep your feet toasty. Grab your silk sleep mask too, to help you really sleep well on your trip. 

Packing for a winter trip doesn’t have to be overwhelming. With the right winter travel essentials, you can stay warm, stylish, and comfortable—without overpacking. Yes, even in a carry-on! Focus on versatile pieces like base layers, cozy boots, and chic accessories to keep things effortless and functional. Stick to a cohesive color palette, ensuring everything mixes and matches, and you’ll have a wardrobe that works effortlessly. Travel light, stay warm, and enjoy every moment of your winter adventure!

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