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What To Pack: Stylish Winter Outfits For A Weekend Trip

Nov 25,2023 | Hey Shelly

Winter travel often involves short weekend getaways to visit family and friends during the holiday season. With limited time to spare, you’ll want to make sure you make the most out of your trip. To help save time, we’ve put together an easy-to-follow packing list designed to create stylish mix-and-match outfits effortlessly. The goal? Spend less time in front of the mirror and more quality time with your loved ones.

What Should I Pack For a Weekend Trip in Winter?

Mastering the art of packing for a winter weekend trip involves a little color coordination finesse. By sticking to a specific color palette, you’ll effortlessly mix and match outfits while staying warm with plentiful layering options. Keep your bottoms and jackets in neutral tones for maximum versatility, and infuse some color with your choice of tops and accessories.

When curating your winter travel capsule, consider elevated fabrics for your pants and skirts so you can easily transition your looks from day to night. Faux leather pants or leggings are the way to go, offering a cool daytime edge that easily transitions to a sleek nighttime look. The same goes for your choice of shoes. Opt for versatile faux leather ankle booties that can effortlessly complement a casually chic daytime outfit, and then complete the look for a stylish skirt ensemble for a festive night out. Packing ankle booties over tall boots brings a dash of chic to any outfit and leaves more room in your carry-on for cozy essentials like sweaters.

Above all, opt for styles that have a touch of elevated elegance, even when aiming for a casual look. Keep in mind that a holiday getaway often results in more Insta-worthy moments and photo ops you’ll want to treasure. Embrace a slightly dressier vibe, even for those low-key occasions; you’ll be glad you did when you’re capturing unforgettable memories.

Winter Weekend Trip Packing List

Here’s the perfectly curated winter weekend trip packing list for cozy and chic looks. A little further below, you’ll also find an outfit inspo of what to wear when traveling, and some of the pieces can be added to your weekend outfit line-up.


  1. Turtleneck Sweater
  2. Long Sleeve Top
  3. Long Sleeve V-Neck Sweater
  4. Long Sleeve Satin Tie Top
  5. Faux Leather Blazer
  6. Midi Skirt
  7. Wide-leg pants
  8. Cargo Pants
  9. PJs/ Loungewear
  10. Ankle Booties

What To Wear When Traveling

Now that you’ve nailed packing for a weekend trip, it’s time to curate your travel outfit, ensuring it combines comfort and style, allowing you to move around with ease while still looking on point when you arrive at your destination. Consider pairing your favorite jeans with an oversized sweater and chunky sneakers. Alternatively, for a one-and-done look, opt for a relaxed-fit jumpsuit made from lighter-weight denim or twill. This choice is comfortable for travel and irresistibly chic for your arrival or impromptu road trip photo opportunities.