OVERSIZED SWEATER AND GREY BOATER HAT

The Steele Maiden: Grey Boater Hat and Oversized sweater

Taking a brief break from all of that Fall Foliage (posts from our Maine road trip here, here and here) to show you an easy fall city look that I wore last week. I’ve always loved a monochromatic mix and this grey on grey look incorporates a few of my favorite accessories this season like these suede high boots and boater hat.

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WISCASSET, MAINE: FALL OUTDOOR STYLE

The Steele Maiden: Fall Outdoor Style in Wiscasset Maine

On our last day in Maine, Adam and I made a plan to drive up the coast to Boothbay Harbor but along the way passed through a small town called Wiscasset and couldn’t help but pull over the car. From the most charming historic homes (each had a date marker by the front door and most were built in the late 1700s through early 1900s) to beautiful scenic seaside landscapes (those Fall colors though…) it was easily one of my favorite American towns I’ve ever visited. I wore easy and comfortable separates (a quilted primaloft jacket and striped scarf for the win) for an afternoon exploring outdoors.

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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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