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Holiday by Patrick Shipp 

Christmas, Fluffed to Perfection

Christmas has always held a top spot in my heart—I often joke that I’m the fourth most important person to the season, right after Jesus, Santa, and Mariah Carey. I usually kick off the festivities with a cocktail at one of my go-to festive spots: Butch McGuire’s, The Langham, Palmer House, or the Walnut Room at the original Marshall Fields. Trust me, you can’t go wrong with any of them.

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I may embrace a changing world, but when it comes to Christmas, I’m a traditionalist. My dad has always been the Stocking King—each one curated with love and care. On Christmas morning, he pulls the stockings from their hooks and lays them out, brimming with thoughtful surprises. Stockings are now our favorite part of the day, even more than the big gifts.

If you’ve never gone all in on stockings, give it a try. It just might become your favorite tradition too.

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Hit Up the McCallister House 

Once that first snow hits, I head up to Winnetka—because Home Alone is my favorite Christmas movie, and let’s be real, you’re not a true Chicagoan until you’ve visited the McCallister house. I love grabbing a gingerbread latte, crossing the train tracks like Kevin did, and soaking up the magic. Fingers crossed the new owners decorate this year—see you up there!

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A Great Christmas Starts with a Good Fluff Job

Fun fact: I used to run my own professional Christmas decorating business, and I stand by this golden rule:

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A great Christmas starts with a good fluff job.

There’s nothing worse than a janky artificial tree that hasn’t been fluffed properly. Touch every branch, fan it out, and layer in floral picks for texture and fullness.

 

Pro tip: If you’re team faux tree, invest in an unlit Balsam Hill. They last forever, and you’ll avoid the heartbreak of pre-lit lights dying out by year three. (I said what I said.)

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The Stocking King

I may embrace a changing world, but when it comes to Christmas, I’m a traditionalist. My dad has always been the Stocking King—each one curated with love and care. On Christmas morning, he pulls the stockings from their hooks and lays them out, brimming with thoughtful surprises. Stockings are now our favorite part of the day, even more than the big gifts.

​

If you’ve never gone all in on stockings, give it a try. It just might become your favorite tradition too.

Take me back to the Holiday Handbook

1643 N. Milwaukee Ave.

Chicago, IL.

Tel. 773.480.5078

Olivewell@compass.com

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OLIVE WELL IS A TEAM OF REAL ESTATE AGENTS AFFILIATED WITH COMPASS, A LICENSED REAL ESTATE BROKER WITH A PRINCIPAL OFFICE IN CHICAGO, IL, AND ABIDES BY ALL APPLICABLE EQUAL HOUSING OPPORTUNITY LAWS. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATIONAL PURPOSES ONLY. INFORMATION IS COMPILED FROM SOURCES DEEMED RELIABLE BUT IS SUBJECT TO ERRORS, OMISSIONS, CHANGES IN PRICE, CONDITION, SALE, OR WITHDRAWAL WITHOUT NOTICE. NO STATEMENT IS MADE AS TO ACCURACY OF ANY DESCRIPTION. ALL MEASUREMENTS AND SQUARE FOOTAGES ARE APPROXIMATE. THIS IS NOT INTENDED TO SOLICIT PROPERTY ALREADY LISTED. NOTHING HEREIN SHALL BE CONSTRUED AS LEGAL, ACCOUNTING OR OTHER PROFESSIONAL ADVICE OUTSIDE THE REALM OF REAL ESTATE BROKERAGE.

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