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.

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One Response to “Insomniac Sale Picks: Dresses for Cool Weather”

  1. Hazel Stone

    I wear dresses very similar to the Talbots hourglass dress to work on pretty much all but the hottest days. In summer I wear it with bare legs, in winter I add a layer underneath (for instance a cami, or often a shaper cami), a jacket, opaque tights (the denier getting higher as the weather gets colder) and knee-length boots. I have over a dozen of these dresses and they are so easy to care for: all machine washable, all drip-dry quickly or can go in a dryer, and they rarely need ironing. Add decent jewelry and you have the perfect work-outfit, so much easier and more comfortable than suits (I work in a conservative and formal work environmement),