Rip & Tan

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Caitlin Chapman on the Basics of a Better Holiday Gathering

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Entertaining

Caitlin Chapman on the Basics of a Better Holiday Gathering

November 22, 2023

Expecting guests? In anticipation of a busy holiday season, we went to Caitlin Chapman—lifestyle blogger, expert hostess, and unofficial ambassador of California’s Napa Valley—for a bit of well-edited inspiration. From menu to décor—plus the perfect outfit for entertaining—her approach can best be described as effortless, and today she’s sharing all the details. Read on, bookmark, and be sure to reference before your next gathering.

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Caitlin Chapman on the Basics of a Better Holiday Gathering

Rip & Tan: From home décor to the outfits you’re styling, how would you describe your fall-to-winter aesthetic? 

Caitlin Chapman: Both at home and in my wardrobe, as the weather turns cooler, I love to incorporate fabrics such as cashmere, mohair and velvet in warm tones. It adds a richness and coziness to my usual neutral space and clothing basics.

Rip & Tan: Whether with a seasonal dish, centerpiece, or place setting—what are your favorite ways to style a tabletop? 

Caitlin Chapman: I am guided by what is in season at the farmer’s market. I like natural elements, nothing too contrived or perfect—foliage, flowers that are currently blooming, and whatever seasonal produce that catches my eye such as quince, persimmons, pears, and walnuts.

For the table I like to start with the linens and then layer in my Pacific Dinner Plates, Bistro Vintage Finish Cutlery, and beeswax candles in vintage silver candleholders. 

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Rip & Tan: When it comes to fall and holiday entertaining, what do you consider the most essential elements? 

Caitlin Chapman: It is important to me to have a warm and inviting atmosphere with small details like candles being lit, a good playlist, and greeting guests with a special cocktail to make everyone feel welcome. A fire in the fireplace adds the ultimate ambiance and is where everyone seems to gather.

Rip & Tan: What guest-worthy dish do you currently have on repeat?

Caitlin Chapman: Planning the menu is my favorite thing to do as I love to cook! 

I am passionate about making my own pasta so that is what I am often serving. My current favorite is a shape called Garganelli which I make with a slow-simmering bolognese sauce. I always serve a seasonal salad of some sort.

For these cooler months, I like to incorporate chicories such as my favorite variety, the beautiful variegated Castelfranco with pear and fennel and a vinaigrette made with aged sherry vinegar, honey and olive oil. I also make a classic roast chicken with lemon and thyme and serve it with mashed potatoes and roasted carrots. At the end of the day, everyone really wants something comforting and familiar. 

Rip & Tan: Any tips you can share for the hesitant host? What are some of the ways you make a gathering more effortless for yourself?

Caitilin Chapman: Just to go for it! Nothing has to be perfect. I have found people are simply appreciative of the gesture. 

Some tips I have gathered over the years—setting the table the night before, preparing as much of the meal ahead of time so you can enjoy the party, and making a simple one-dish meal.

Rip & Tan: What is your go-to host’s uniform?

Caitilin Chapman: Usually, since I’m cooking, I am most likely wearing the Cotton Slim Tee and jeans. When guests arrive, I like to put on my Cooper Cardigan or Cashmere Cocoon Cardigan which elevate the look and make me feel comfortable and elegant.

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Rip & Tan: For anyone who may be considering a trip to California’s wine country, what are some of your favorite local-approved activities when the weather gets cold? 

Caitlin Chapman: Wine country is beautiful in all seasons, so there is never a bad time to visit. I love to do a tasting at the Medlock Ames Bell Mountain property. You are immersed in nature, overlooking vineyards and tasting their delicious wines. Pop into Carter and Co along Main Street in St Helena to shop beautiful handmade ceramics. One of my favorite restaurants, The Charter Oak, also in St Helena, sets up cozy and festive yurts in their courtyard in the cooler months where you and a group of friends can have a private dinner. If you are looking to have a special one-of-a-kind experience, book a reservation at Michelin-star restaurant Cyrus in Geyserville. 

Rip & Tan: In the spirit of the season, what are a few things you’re feeling particularly grateful for right now? 

Caitlin Chapman: In the world we are living in right now, I feel especially grateful for my family and friends, for having enough, to be able to make a simple meal to share, to live in the moment. 

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Photos by Kelsey Chapman

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