PLAID BOYFRIEND SHIRT AND SLIP-ON ANKLE BOOTS

Nordstrom Plaid Boyfriend Shirt and Fossil Leather Tassel Bag

Wait – where did the weekend go?! Adam and I were busy all over town, and then out of town, shooting a bunch of holiday content that I can’t wait to share with you all (you’ll want to tune in on November 14th). So while I didn’t do much relaxing, I did wear this relaxed outfit on Saturday afternoon which involved my softest plaid boyfriend shirt and these comfy slip-on ankle boots.

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WEEKEND STYLE IN STRIPED KNIT DRESS AND QUILTED VEST

The Steele Maiden: Weekend Style - stripe knit dress, quilted vest and white sneakers

A brunch-indulging, sidewalk-strolling, weekend-ready look.. because I am very ready for the weekend. I wore this striped dress, quilted vest and sneakers around town last Sunday when we spent most of the day enjoying this ongoing warm weather in New York and not having much of a schedule. Which is in stark contrast to the packed schedule I’ve got for this weekend – but at least I’ve got the relaxed outfit, right?

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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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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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