2018 Update: We still stand by our advice on how to wear booties to the office, but you may want to check out our recent roundup of the stylish high-heeled boots, or our most recent discussion on what boots to wear with tights to work.
After years of tall knee boots, I’m personally thrilled that ankle boots and booties are 100% back. I started out writing our usual Hunt feature but then realized: There are so many styles now, it’s worth discussing: How many booties/ankle boots do you have for work, ladies, and how do you wear them?
To my eye there are a few major styles, with distinct ways to wear them — and not all of them are for work:
|1) The low ankle bootie, such as the Petty, pictured — this looks best when worn with ankle pants or possibly wider trousers, but it can be difficult to wear with skirts and dresses unless you are very young and/or attending Coachella. Still, these have been around for years and are the most established and probably the easiest to wear to work. Examples: Sam Edelman (note these come in wide widths sizes 4-13), Vionic, BP., Dolce Vita.|
|2) The almost Western bootie with a chunky heel, possibly with a dip in the front of the boot (such as the Margot, pictured) — wear them with ankle pants, skirts, trousers, and dresses, but note that these have a more casual connotation because of the Western vibe. Examples: Rag & Bone (buckles), Rag & Bone (sleeker, pictured), Dolce Vita ($142), and UGG.|
|3) The sleek bootie/pump, probably with a skinny (and high) heel. These come and go in terms of popularity — they were out for a while but seem to be coming back now. These are in many ways the easiest to wear because they’re just like a pump. Anything goes — wear them with pants, trousers, skirts, tights, hose, bare legs, whatever — you can even dress them up to wear with a suit. Examples: this highly-rated $99 pair from Bella Vita (pictured – note that it comes in four widths), this pair from Aquatalia, or this pair from Ecco.|
|4) The sandal/open bootie, often seen with perforations, a peep toe, a sling back — these are best for transitional weather, and often read to me like bulky sandals. If you can’t wear sandals to work, don’t wear these. Examples: Adam Tucker by Me Too (pictured), Frye, Isola, Free People, Vince Camuto, Paul Green.|
|5) The tall ankle bootie, often seen with a block heel — this is the most modern version, in my mind, and I’m still getting used to seeing it around. I first spied it on BrainDead (this GIF is the best screenshot I can find right now), and thought to myself, well, hey, she’s supposed to be a bit of a rebel/outsider, so it’s fine — but now I’m seeing more and more of them, particularly with skirts (knee length or lower), culottes, and more, including in fun fabrics like velvet. (Nordstrom has a dazzling number of velvet booties right now, including these $89 boots.) Know your office and yourself here — if you have any doubts, I’d say it’s best to save it for the weekend right now. Examples: Vince Camuto (pictured, only $140), Prada, TopShop ($150!), Paul Green (water resistant), Steve Madden (platform!),|
|6) Weekend booties: definitely save these for the weekend, unless you work in a very creative office: moto booties, clog booties, lug soles, and anything with shearling or a harness. Pictured: the best selling clogs at Zappos from Dansko.|
Ladies, what are the major types of booties in your work wardrobe — and how do you wear them to the office?