Insomniac Sale Picks: Dresses for Cool Weather

*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?*

octopodiformes requested a few picks for cool weather dresses, so here we go:

merino dress

Pendleton Magic Dress – was $249, now $49.81 – $249.00

It’s pretty ballsy to name a dress the “magic dress,” but when a legacy company like Pendleton does it, I sit up and pay attention. It’s 100% Merino wool, so a marvelous choice for cool weather, and features a V neckline, flared skirt but no hard waistband, and scalloped hemline. Available in this black as well as aubergine in sizes XS – L. Size availability varies by color. Amazon doesn’t have all sizes on sale, but you can get the black at $99 in any size at 6pm. The dress is also available in blue in sizes 1X – 3X. This style has a scoop neck but flared skirt in petite sizes. More stylish sweater dresses at Nordstrom.

boatneck dress

Talbots Abstract Hourglass Wrap Dress – was $129, now $96.75
Discount will appear in cart

I am always, ALWAYS warmer when my neck is covered so despite my knowledge that open necklines are typically elegant and flattering if I’m seeking warmth I’ll go for something high and closed. This slash-neck dress balances its high neckline with side ruching and 3/4 sleeves for a classic, covered look. It’s a slinky poly blend so the material itself might not be super warm, but paired with a jacket or tights and boots it should be sufficiently cozy. Available in this black and white print as well as a navy/maroon version in sizes XS – XL, including petite and plus sizes. Size availability varies by color. Browse some other long-sleeved boatneck dress options here.

denim shirtdress

Gap 1969 Denim Western Shirtdress – was $64.95, now $51.96

Denim dresses are SUPER trendy for fall, and this dark wash shirtdress hits all the right notes. This is a washable Tencel denim that will have great drape and movement, with a straight fit and shirttail hem. If it looks a bit short for your taste, consider wearing it as a tunic with leggings and boots. Available in sizes XS – XXL, as well as petite and tall sizes. Also in this light wash for the same price. This similar style is available in sizes 16 – 30. If you prefer an A-line or flared silhouette, Macy’s has lots of denim dress options.

turtleneck dress

Banana Republic Turtleneck Dress – was $98, now $49
with code BRFALL

Again, high neckline = warm wearer. This dress is a poly/rayon blend so the fabric may be a bit lightweight, but teamed with a blazer, belt, and boots it’ll be perfect for cool fall days. Turtlenecks are also – somewhat surprisingly – trendy for the season, too. Available in sizes XS – XL. A bit spendier but 100% cashmere (!), this similar dress comes in sizes 1X – 3X. This belted turtleneck dress is available in petite sizes.

Other not-currently-on-sale resources for cool weather dresses:

  1. Boden – My go-to for dresses with sleeves! Love this classic high-necked sheath.
  2. Land’s End – Another standby, and with great size selection. This ponte A-line would be so versatile.
  3. J.Crew – If you’re looking for fiber as opposed to design, J.Crew is a great source for lined wool dresses. This long-sleeved one is spendy but gorgeous.

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

Related Posts

Dressed for: The Barely Visible Bra

Already Pretty outfit featuring mesh sweater, cargo capris, black wedge sandals, skull tote

Sweater – thrifted via Style Encore
Fancy peeking-out bra – Helmut Lang
Pants – Prairie Underground via LISSA the Shop
Sandals – Barbara courtesy Mephisto
Bag – Frye via eBay
Necklace – Kali Butterfly
Bracelet – Diesel (no longer available) – similar look – gorgeous watch with similar design
Ear jackets – Baublebar Cairo

There were some great responses to this week’s poll about the visible bra, and although I wore this a week ago I thought this would be the perfect time to post it! This is the least bra-like of my for-show bras (the other is a cage bra like this) since it’s a sports bra and almost more of a cropped tank. But I saw Skye from Agents of S.H.I.E.L.D. doing a vaguely similar look and loved the subtlety.

And these pants are another recent LISSA acquisition that I wore for at least four days in a row. Oh, how I love a comfy knit waistband.


shop the post

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

Related Posts

It’s Not About How You Look


Know what breaks my heart? When a friend I haven’t seen for months tells me she was super nervous picking out an outfit to wear for our lunch date. That is NOT how I want anyone to feel, about me or anyone else. Because although I talk a lot about how to make yourself look good, my end goal is to help you feel good. One can lead to the other, in many cases, but the feeling good trumps the looking good every single time. At least in my book.

I love the quote at the top of this post because I think it captures quite succinctly an important distinction between the fleeting, surface-skimming aspects of personal style and the lasting, life-enriching aspects of personal style. There may be a world of difference between what others observe about you and what you, yourself, see when you look in the mirror. But as long as you see a strong, confident, capable woman staring back at you, how you look to other people can become virtually irrelevant.

And this applies to straight-up body image, too. If you look at your body and see a mess of “flaws,” or a disappointment, or a burden, or a fixer-upper project, you may be viewing your appearance through the lens of skewed-but-ubiquitous socially enforced ideals of beauty. You’re focusing on how you look to other people, based on what you’ve been told people “should” look like. But what really matters isn’t how your body looks. It’s how you see that body and how you feel living in it. You shape your own reality, so if you look at yourself and choose to see goodness, power, and beauty, your force of will and intentional positivity can begin to eclipse those manufactured ideals. If you look at yourself and choose to see goodness, power, and beauty, you are, in fact, good, powerful, and beautiful.

How you look is the means, how you feel is the end. How you look is the surface, how you see yourself is the core. And I hope you’re able to see yourself as the unique, exquisite force of nature you truly are.

Image via (couldn’t find original source – please let me know if you know it!)

Related Posts