Insomniac Sale Picks: Supportive, Enclosed Shoes to Wear With Shorts

*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?*

Holly requested a few picks for stylish, supportive enclosed shoes that look good with shorts so here we go:


softspots huarache

Softspots TRINIDAD – was $70, now $59.95

Huaraches don’t work with everyone’s style, but they are a great middle-ground between open sandals and enclosed sneakers, oxfords, or mocs. This style is pretty basic and classic, but does come in four multicolored versions as well as black, white, coral, and this tan. Reviewers give high marks for comfort, and the insole features foam-cushioned arch support. Available in U.S. sizes 5 – 12, including 2A, SS, 2E, 4E, C/D, and D-E widths in many colors. Size availability varies by color. Also love this slightly lower vamp huarache.

easy spirit gorsky

Easy Spirit Gorsky – was $69, now $27.99

A little lower vamp, but still totally enclosed and with the fun, summery detailing of an espadrille. These flats feature a cushioned footbed and a flexible rubber outsole, and would look dynamite with a simple tee and shorts. Available in this striped coral as well as a black/white/tan geometric, solid black, and solid tan in U.S. sizes 6 – 10, including AA and D widths.Size availability varies by color. This similar style comes in AA and DD widths, and features a cute single stud.

cobb hill revcross

Cobb Hill Revcross – was $110, now $36.61- $88.95

Cobb Hill is a New Balance company, so their non-sneaker shoes are designed for sneaker-like comfort. This flat features a pointed upper vamp and criss-crossed straps, both of which help elongate your leg line when wearing shorts. And this metallic is super versatile, though these come in black leather, too. Available in U.S. sizes 6 – 11, including 2A and C/D widths. Size availability varies by color.

softspots amena

Softspots Amena – was $275, now $127.49

If you love the look of TOMS but need a more supportive shoe, this style is a great alternative. It’s designed with a cushioning system that absorbs pressure and conforms to the natural shape of the foot. Available in this beige as well as marled black canvas, multi floral, blue floral, and coral/purple stripe in U.S. sizes 6 – 11, including AA and D widths. Size availability varies by color.

Other not-currently-on-sale resources for supportive enclosed shoes:

  1. Keen – Sporty for sure, but comfy, supportive, and a natural with shorts.
  2. Dansko – The traditional clogs can work, but some of this brands newer, sleeker styles are even better. Check out these dual-texture Mary Janes.
  3. Softspots – Flats, oxfords, and enclosed sandals, most available in widths.

**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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