Insomniac Sale Picks: Comfortable Dress Shoes

*In this late-night feature – which will run on Tuesday and Thursday of each week – I’ll gather up three fun items that are currently on sale online and share them with you! I would LOVE suggestions: Stylish wide-width pumps? Classic v-necked sweaters? Chandelier earrings? Petite dress slacks? What would you like to see featured?*

Leah requested a few picks for comfortable, pretty dress shoes so here we go:

vionic antonia

Vionic with Orthaheel Technology Antonia Wedge – was $130, now $9.99 – $129.95

This wedge is a fantastic option for dressy outfits – classic and sleek, but not dull with that contrast texture reptile leather covering the wedge itself. These shoes feature a removable, microfiber-covered EVA orthotic insole and a walkable 2″ wedge. They’re definitely more about support than foot shape since they’re only available in B widths. Also in dark brown suede, leopard print, and snake print in U.S. sizes 5 – 11. Size availability varies by color. Need a flat instead? Orthaheel offers this studded smoking slipper and jewel-embellished ballet flat, too.

munro jillian

Munro Jillian – was $199.95, now $99.50

Munro is renowned for great design and comfort, and this pump comes in an astonishing array of widths – N, SS, W, WW, and M. The insole is removable on this 2″ pump, and the sophisticated metallic taupe finish will look gorgeous with lighter colored holiday party ensembles. If you like the style but not the finish, they also come in black/brown colorblock or navy/red colorblock at this price, as well as black patent, brown patent, navy, or beige at full to sale prices on Amazon. In U.S. sizes 4 – 14 in widths listed above.

rose petals culver

Rose Petals Culver – was $112, now $61.99

I love the look of a contrast cap-toe – subtle but fun. This style has a padded insole, but it doesn’t seem to be removable. Nice wide toe box, though, which makes it a good bet for bunions. The heel is a little taller at 2.5″, but still manageable for a festive night out. Available in U.S. sizes 5.5 – 12 in AA, B, D, and EE widths. This style also comes in beige or coral for $79.95 at DSW. Looking for a low pump minus the cap toe? These Hush Puppies come in nine colors.

munro meg

Munro Meg – was $170, now $69.99

Gotta throw in a second Munro option with a slightly lower heel. I do love this blue snakeskin because it shows that comfort shoes can be funky, but this style comes in more subdued options, too. The 1″ block heel gives a little lift without creating discomfort, and you’ll also get a removable footbed and non-slip heel inserts. The black leather option is pretty basic, but in addition to this blue snake you can choose from brown snake, bronze metallic, and black metallic pin dot. In U.S. sizes 4 – 10 and widths AA, B, and D. (Also on Amazon.)

Other not-currently-on-sale resources for comfortable, pretty dress shoes:

  1. Helle Comfort – This recommendation comes from the Barking Dog Shoes team as a good one for bunions. Many styles are open-toed and might work better for summer, but a good brand to keep in mind. Also see them on
  2. Walking Cradles – Basic but pretty dress options in addition to the one above. This low-heeled pump comes in four fun patents.
  3. Munro – A favorite, as indicated by two of tonight’s picks. Spendy at full price, but renowned for comfort.

**Disclosure: Actions you take from the hyperlinks within this blog post may yield commissions for See Already Pretty’s disclosure statement for more details.

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4 Responses to “Insomniac Sale Picks: Comfortable Dress Shoes”

  1. Roselyne

    If you’ve got the $$ to throw at this, I highly, highly recommend Cole Haan patent leather heels. (Worth every penny, but bring a lot of pennies. Basically)

    I have one pair, which I baby and take to the cobbler and treat like darlings. In return, they’ve given me (so far) 3 years of perfect service. These are the shoes i wear to conferences where I need to look professional and dressed-up and yet also stand for 8 hours straight… and then walk to dinner. These are the shoes I wore to give a 2-hour presentation while 7 months pregnant. I wear them with dresses to look fancy, I wear them with jeans and it dresses them right now… brilliant. They are classy and dressy and dress up ANYTHING, and, with proper baby-ing, last for years. I’ve never found a pair of 3-inch heels that are this comfortable, EVER. (Note: they’re still heels. Clark’s flats are still more comfortable. But seriously: as far as fancy shoes go, these are the best I’ve ever found.)

    Mine look like new, and they’re 3 years old. Considering I paid about 300$ for them (and yes, the number strikes fear into my heart), that currently works out to 100$ a year. Assuming they last for another few years (and there’s no reason to think they won’t), we’ll be looking at more like 40-50$ a year for a pair of comfortable fancy shoes that I wear every time I need something fancy. Before buying these, I spent WAY more than 40$ a year on fancy shoes that weren’t comfortable and didn’t look as nice.

  2. loubeelou

    These are all nice! I don’t know if you’ve done this anytime recently, but I have a big trip coming up that will entail a lot of walking on cobblestone streets. I have some low-profile sneakers already that I plan on bringing, but I’m looking for some low-ish vamp flats that are super comfortable and can go casual or just slightly formal (ie going out for a nicer dinner or to a club/bar). Any brand recommendations?

    • Sally McGraw

      Sure! I adore my Earth flats, especially the Bellwether style: The pewter is a great option since it’s not over-the-top metallic sparkly, but still a little dressier than a solid color. Let me know if you’d like a sale picks post, too!