What To Wear When It's Hot In Late October

October 27, 2014 by Justine Schwartz
shefinds | Style

When the temps don’t immediately drop in September, it’s a blessing at first. Summer just ended and you’re not mentally prepared for putting on pants, a sweater AND a jacket. But when it’s still 70+ degrees in October, it starts to not be cute anymore. Getting dressed in the morning becomes a nightmare–should you wear tights or no tights (it’s warm enough to go bare-legged, but is it appropriate to this late in fall?). Footwear is a nightmare–it’s warm enough for flip flops but seasonally, you should really be wearing tall boots. You choose an outfit then second-guess yourself. What will everyone else in your office be wearing? Etc.

Dressing for hot fall days can be really tricky–so we found one look that is full-proof, or at least according to 3 top style bloggers. What did The Brunette OneGal Meets Glam and Stripes and Sequins all have in common when we checked their sites for outfit inspiration last week? They all wore tall brown boots with a dress and no tights during warm fall days. In fact, Stripes and Sequins and Gal Meets Glam even wore the exact same Michael Kors boots. So, there you have it–the best thing to wear when it’s hot in late October:

tall brown boots with a dress

Shop The Brunette One‘s look: Love, Blackbird Boutique navy shirtdress ($28), Chrissy’s knee high socks ($8.49), Aldo boots.

tall brown boots with a dress 2

Shop Stripes and Sequins‘ look: Kristen Blake’s faux fur trim hooded wool blend duffle coat ($198), MICHAEL Michael Kors Regina over-the-knee boot ($284.95), Gucci Soho Leather Disco bag ($980).

tall brown boots with a dress 4

Shop Gal Meets Glam‘s look: Michael Kors Regina over-the-knee boots ($284.95), Givenchy Medium Antioga Grained Leather Bag ($2640), Ray-Ban mirrored aviators ($150).


Editorial Director

Justine Schwartz is a veteran women's lifestyle editor; she's written extensively about style & beauty tips, health advice and wedding planning for more than a decade. Her work has appeared in New York Magazine, Huffington Post and New York Weddings. Justine has been with SheFinds since 2010; you can reach her via email at [email protected]

From Our Partners

Learn more about RevenueStripe...

From Our Partners

Learn more about RevenueStripe...


You're Going To See This Neckline *Everywhere* This Summer--It's So Flattering On Every Body

When it comes to finding flattering clothing, most people immediately ...


If You're Not Shopping The Beyond Travel™ Collection From Boston Proper™, You NEED To Start

Is there anything worse than carefully planning and thinking through ...


This $21 Maxi Dress Is Perfection--Get One In Every Color Before It Sells Out

If you're looking for a summer uniform that will ...