Winter Wardrobe: 10 Easy Upgrades Under $100

Flipping your wardrobe from fall to winter can seem like a daunting (and expensive) task.

It doesn’t have to be.

Start small. You don’t have to dig too deep in your pockets to look good. With a few simple additions, you can transition smoothly into the winter season without drastic changes. Accessorize, remix and be creative.

Our editors have put together a list of 10 pieces to upgrade your winter wardrobe without breaking the bank.


1. Converse – Chuck Taylor All Star Major Mills X-HI

Nearly all of our editors own a pair of Chucks. Incorporating the Major Mills is a great way to add some flair to your feet while also keeping them warm. Remember, canvas and winter don’t mix.

$99.99 at Foot Locker

2. The Gap – Wool Puffer Vest

Whether you’re headed to class or going on a date, the wool puffer vest is ideal for those in-between temperatures where a jacket is too much and a sweater is not quite enough. Layer this with a light sweater and you’re set.

$79.95 at The Gap

3. HEX – Drake Sonic Backpack

This water resistant backpack looks trendy, but it’s also functional. Protect your things from the snow, rain and hail. The Sonic backpack comes with storage space for your MacBook Pro (up to 17″), iPad, as well as two other general compartments.

99.95 at HEX

4. Roots – Music Muffs

These earmuffs from Roots are pretty sweet: listen to music and keep your ears from freezing.

$19.99 on Ebay

5. H&M – Leather Gloves

Simple, classy and inexpensive. Ditch the magic gloves and pick up leather gloves instead. These will give you a dapper look with any outfit.

34.95 at H&M

6. Billabong – Donavon Hood

This zip-up fleece hoodie is easy to layer and has sherpa lining along the hood to provide extra warmth.

$75.00 at Billabong

7. Canada Goose – PBI Beanie

This 100% merino wool beanie will keep you warm while also showing your support for Polar Bears International (a cause supporting the conservation of polar bear habitats).

$64.93 at Altrec.

8. Kenneth Cole – Colour Blocked Cardigan

This simple cardigan is an effective layering tool. Cardigans work with pretty much everything. Wear it with a dress shirt or t-shirt, alone or under a vest or coat.

$68.95 at Kenneth Cole.
*after 30% discount


9. Dickies – The Skinny 5 Pocket Pants

Dickies might be the best brand for its buck. They’re built for the working man, but transition seamlessly into casual fashion. These pants are a great alternative to denim this winter, and for under $50 they’re a no-brainer.

$45.00 at Karmaloop

10. Neutrogena Men – Age Fighter Face Moisturizer SPF 15

The winter months can be hard on your skin. Use a moisturizer with SPF and plenty of Vitamin A. This will keep your skin protected and looking fresh.

$14.99 at Neutrogena

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