Home Travel Gear Packing Lists 2019 Stylish Winter Packing List - 7 Days

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2019 Stylish Winter Packing List – 7 Days


Travelling in the winter months can produce some packing challenges. When visiting winter destinations where you are required to have a little style mixed with day-to-day sightseeing a varied mix and match wardrobe is best. This list was updated November 2019.

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Outerwear and Accessories Stylish 7-day Winter Packing List

7 Day Winter Packing List

When mixing and matching your clothes, you don’t have to compromise on style and colour. Choose complimentary winter tones and items you can comfortably dress up or down.

Winter Outerwear to Pack

Packing the right outerwear goes without saying, but you need a warm coat, scarf, mittens or gloves and a hat. Your shoes and boots are likely to take up most of your luggage space so choose wisely. I suggest a pair of waterproof day-to-day boots, a more elegant (but still comfortable) pair of knee-high boots that you can wear with skirts and dresses and for special events pack a pair of heels. You can always take off your boots and wear the heels to a club or dinner.

Outerwear Check List

  • Coat
  • Shoes & Boots
  • Hats, Gloves & Scarves
  • Purses & Bags
  • Sunglasses

Coat Valuker Womens Puffer

Coat Valuker Womens Puffer

For sightseeing, city adventures and trips where you want to be warm but look stylish, I recommend longer coats like this puffer which has a faux fur lined hood, comes in many colours and is tapered to show off your body contours.

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Shop at JC Penny: Puffer Coat Selection
Shop at Target: Puffer Coat Selection

Pack an inside shoe or two

When packing for winter we often forget our indoor activities. Pack a packable ballet slipper like Tieks or an indoor shoe that doesn’t take a lot of room in your closet. There will be times when you can keep your boots in the coat check and walk around inside with a  comfy and stylish pair of shoes.

BrandFRYE Women’s Phillip Riding BootJessica Simpson Women’s Calie PumpTalaria Flats Womens Foldable Ballet Flats
Description100% leather upper with rubber sole, stylish knee-high riding boot with ankle buckles.Black patent or matt these pumps offer comfort and style. (other colours avail)Foldable ballet flats are great for winter travel. Keep them in your purse and check your boots at restaurants.
Shop at:Amazon: US | CA | UK
JCPenney | Target.com
Amazon: US | CA | UK
Amazon: US | CA | UK


Have fun with accessories!

Where you can be more creative with your fashion without compromising on keeping warm are your accessories like scarves, hats, gloves. Remember that mittens will keep your fingers warm during extremely cold conditions.

Pack Gloves & Mittens: Tech-savvy people who want to access their phones or cameras will love Gloves with smart touch features. I use these things as a liner in extreme cold situations under mittens.

isotoner smart touch
Brandisotoner Women’s Spandex Touchscreen GlovesGESU Womens Crystal Evening ClutchMichael Kors Jetset Tote Bag 
DescriptionSpandex gloves with fleece lining and smart touch screen technology come in an assortment of colours.Dress up any outfit with this rhinestone covered clutch available in numerous colours.Stylish travel tote with 4 slip pockets, 2 exterior slip pockets and 1 center zipped compartment.
Shop at:Amazon: US | CA  | UK | JCPenneyUS | CA | UKUS | CA | UK


Assorted items for stylish winter packing

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Intimates 7-day Stylish Winter Packing List

The Essentials

Pack warm socks and don’t forget a pair of tights. The hose can be worn with dresses and skirts but can also be an added layer on extra cold days. Make sure your lingerie items work with both your casual and evening wear.

Tops and Sweaters Stylish 7-day Winter Packing List


Your shirts can be made up of long sleeve t-shirts and sweaters, and these items are where you can play with colours. Pick complementary colours that can be worn both with your jeans and your black pants or dress skirts. Add in one stylish top and consider a dress for special occasions or business meetings.

BrandAnna-Kaci Womens Sequin Spaghetti Strap Crop CamisoleGUBERRY Women’s Deep V Neck Long SleeveDoublju Soft Knit Cowl Neck Blouse
DescriptionShimmering sequin covered racerback sleeveless tank top available in an assortment of colours.Stretchy v neck long sleeve top comes in an assortment of colours.Stretchy long sleeve cowl neck top made of spandex and rayon blend.
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US | CA  US | CA 


See all the items on our list at our Amazon Store!
Canada Store | US Store

Bottoms & dresses 7-day Stylish Winter Packing List


One pair of jeans and one pair of black pants should cover it, mix with a couple of leggings or yoga pants and mix and match with your tops. If the leggings or yoga pants are thin, enough you can also use these as thermal underwear on frigid days.

Winter Packing Tips

  • Wear the heavier and bulkier items of clothing on the plane.
  • Pack scarves to dress up your outfit. Soft infinity scarves can be worn many ways and spruce up any outfit.
  • Think about layering items in your wardrobe, long sleeve t-shirts can be worn with sweaters and leggings can double for thermal underwear.
  • Pack boots vs shoes when possible. Even for special events or evening attire, knee-high boots are better than shoes. Wear the knee-highs on the plane and pack a smaller pair of waterproof boots for day-to-day walking activities.

You may also like our: Carry-on Only Packing List for a Weekend Winter Escape

Clothing and accessories from 7-day Stylish Winter Packing list

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Sharon Mendelaouihttps://www.dailydream360.com
Sharon Mendelaoui is a freelance travel and lifestyle writer, passionate photographer and creative designer. She is the founder and publisher of dreamtravel360.com, a Canadian travel and lifestyle website featuring our favourite travel destinations, fashion and beauty tips and a selection of lifestyle articles, reviews and posts on everything you may need to live a balanced Daily Dream 360° life.


  1. Hello Sharon. I came across your post as I was searching for packing tips for a week in Toronto in March. Can you tell me the source of the purse? I have been looking for the largest black purse for travel as I too travel with carry on only, when possible. I like your choices!! Thanks


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