Dressing for Fall

PORTLAND, MAINE: STRIPED TURTLENECK AND OVER THE KNEE BOOTS

The Steele Maiden: Downtown Portland Maine wearing striped turtleneck and over the knee boots

Blame it on October and maybe the fact that downtown Portland reminded me a little bit of Salem.. but I guess I was channeling witchy woman vibes with this striped turtleneck, black over the knee boots and bomber jacket (it’s the reversible one that I last wore on the polka dot side here).

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KENNEBUNKPORT, MAINE: CLASSIC FALL STYLE WITH LANDS’ END

The Steele Maiden: Classic New England style with Lands' End in Kennebunkport, Maine

I’ve been itching to go to the seaside town of Kennebunkport for ages and so when I started planning our Maine road trip – I knew it had to get it’s fair share of time to explore. The town certainly didn’t disappoint. Full of classic New England charm (don’t worry, I’ve got a big travel guide coming soon!), I went with an equally classic outfit to match.

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VISITING PORTLAND HEAD LIGHT IN FALL LAYERS WITH TALBOTS

Visiting Portland Head Light in Cape Elizabeth Maine wearing Talbots fall layers

And just like that – our vacation came and went. Adam and I spent the past several days road-tripping up the New England coast and exploring Maine. On our second day of the trip, we started off in Cape Elizabeth at Portland Head Light. Since weather was full out Fall up north (and windy by the ocean), I packed practically in light layers and cozy textures.

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FRENCH CONNECTION FRINGE TWEED MINI SKIRT

The Steele Maiden: Fringe tweed skirt and over the knee boots

This week is quickly slipping by as Adam and I prep for our upcoming getaway – so in the meantime I’m bringing you this forgotten last look from NYFW. Truth be told – I ended up switching out of these boots for these sneakers about two hours into the day. But footwear aside this outfit was a good balance of fun/fashionable and effortless/comfortable aka that line I’m always trying to walk. Which is admittedly easier done in sneakers.

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WEEKEND STYLE: FRINGE SWEATSHIRT AND NEUTRAL ANKLE BOOTS

The Steele Maiden: Weekend style - Anthropologie fringe sweatshirt and neutral ankle boots

After a few dressier posts (this one may actually one of my all-time faves for The Steele Maiden), it’s nice to balance things out with a bit of casual weekend style. Most weekends start off Adam and I going on a chai tea (for me)/coffee (for him) run and this outfit  is exactly the type of thing that I will throw on and head out in.

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Fashion, Travel & Lifestyle. Based in NYC.