How to style a Pair of Oxfords

How to Style Oxford Shoes 10 Looks One Pair of Shoes via #livelovesara

Oxfords have been around forever with their menswear inspired roots but the last couple of years have become a fashion staple in many women’s wardrobes. They are extremely versatile and be taken from casual, to workwear, to dressy with ease. I love the look of oxfords, I don’t have a pair though. The closest I have come was with a pair of 3-hole oxford style Dr. Marten’s. I still love Doc Marten’s and totally regret getting rid of them all.

I received an email from someone who has this pair of Cole Haan black oxfords and she is stuck in a style rut with them. She asked me if I could put together some outfit ideas to give her some inspiration on how to pair them with a range of different looks. I put together 10 outfits that cover many different styles and occasions with examples of causal to dressy and everything in between. Oxfords are easy to wear if you don’t over think it. They add a fun touch to a super feminine outfit, but also a casual coolness to leather and jeans.

When it comes to pulling off a look, as long as you feel good in it, and confident you can wear anything. Below are the 10 outfit ideas I put together using the above Cole Haan Oxfords as the shoe.

You can find some other outfit ideas on Pinterest here.

Happy New Year Guys! See you next week. A Vancouver packing list is on the agenda.

Links for the Outfits are below.

Follow me on

How to Style Oxford Shoes 10 Looks One Pair of Shoes via #livelovesara

Outfit 1 – Striped Shirt • Uniqlo | Jeans • H&M | Jacket • Mango | Purse • Matt & Nat |
Outfit 2 – Sweater • H&M |  Wide Leg Pants • H&M | Black Purse • Elle & Jae Gypset |
Outfit 3 – Wrap Top • H&M | Waxed Jeans • H&M | Snakeskin Clutch • Topshop |
Outfit 4 – White Blouse • H&M | Blazer • H&M | Jeans • H&M | Colour Block Purse • Neiman Marcus |
Outfit 5 – White T-shirt • J.Crew | Boyfriend Jeans • Madewell | Cardigan • H&M | Cabernet Bag • Madewell |
Outfit 6 – Grey Cardigan • Uniqlo | Black Pants • H&M | Hat • Iris & Ink | Crossbody • Dune |
Outfit 7 – Striped Dress • Knot Sisters | Sunglasses • Nordstrom | Cognac Purse • Neiman Marcus |
Outfit 8 – Wrap Shirt • Topshop | Skirt • H&M | Velvet Clutch • Asos |
Outfit 9 – Navy Sweater • H&M | Jacket • Mango | Jeans • H&M | Scarf • Roxy | Two Tone Purse • Farfetch |
Outfit 10 – White T-shirt • J.Crew | Waxed Jeans • H&M | Blazer • H&M | Pink Clutch • Asos |



  1. Well done you, Sara. It almost make me want to buy some oxfords. Like you, however, I prefer some platform version like Dr. Martens. Nonetheless, I really like what you put together for the Cole Haan oxfords. Cheers, Ardith

    • I almost want a pair too Ardith, and if it wasn’t winter here and my shoe selection limited because of that I would totally consider it. I guess that’s a bonus of living in this climate 😉

      Happy New Year,

Leave a Reply

This site uses Akismet to reduce spam. Learn how your comment data is processed.