A First Look: The Teaser for With Love, Meghan — Holiday Celebration Dropped Today (UPDATED 11/23)

Scroll for updates 11/23

The holiday season just got a little brighter — the teaser for With Love, Meghan: Holiday Celebration arrived today, and it’s every bit as warm, thoughtful, and stylish as you’d expect from Meghan.

The clip opens with Meghan sharing why this time of year means so much to her, saying the holidays are about connecting with the people we love, honoring old traditions, and creating new ones. It sets the tone for what looks like a heartfelt, cozy special rooted in community and togetherness.

Of course, the internet lit up at the brief appearance from Prince Harry. The two share a quick kiss in the kitchen — a blink-and-you’ll-miss-it moment, but enough to get fans buzzing. It’s sweet, subtle, and very them.

The teaser also gives us glimpses of the special’s guest lineup, including Naomi Osaka, Tom Colicchio, Will Guidara, and Meghan’s longtime friends Kelly Zajfen and Lindsay Roth. It feels like a genuine mix of personal connections and people who inspire her.

Kelly, Meghan and Lindsay below making wreaths.

Visually, the special leans into the warmth of Montecito during the holidays. We see Meghan picking out a Christmas tree in jeans and boots, then later hosting in a silky emerald-green gown that’s festive without being too flashy — a very Meghan balance.

There are scenes of cooking, crafting homemade gifts, and decorating, all giving the impression of a holiday celebration that’s polished but grounded in intention. It’s clear the focus is less on spectacle and more on creating meaningful moments.

What stands out is how true this feels to Meghan’s current lane: thoughtful, inviting, and purpose-driven. It’s holiday content built around heart and hospitality, not just aesthetics. Still, for those of us who love the fashion moments, there’s plenty to look forward to — from her casual outdoor looks to her glamorous hosting wardrobe.

If this teaser is anything to go by, With Love, Meghan: Holiday Celebration is shaping up to be a new seasonal favorite. The special arrives December 3rd, and you can bet we’ll have full coverage the moment it drops.

Now the breakdown of what Meghan wore in the teaser.

Meghan is wearing a black wool jacket. I believe this is the same jacket we saw in season 2 of With Love, Meghan. I am hoping we get to see a clearer view of this during the show to help identify it. I also can’t see which jeans she is wearing. They don’t look like the AYR jeans she has worn in season 2.

I believe Meghan is wearing her Co Riding boots in black, $1195.

I can’t see which earrings she has on. Once again, we will have to wait until the show airs to get a better look.

In the scene above with Tom Colicchio, Meghan is wearing a simple navy T-shirt. This one is a bit trickier to pin down since it’s such a classic basic. It’s possible that she is wearing the Sézane — Conrad T-Shirt in navy ($40). On the model, the sleeves are shown rolled, so I’ve included the grey version below to give a clearer look at how the sleeve sits when unrolled.

Below is a side-by-side look at Meghan’s T-shirt compared to the Sézane Conrad.

Below are a few additional options to help you “get the look.”

Gap Organic Cotton VintageSoft T-Shirt in navy, $24 now $14 / Quince 100% Organic Cotton Boxy Crewneck Tee, $15

I think she may be wearing her AYR ‘The Stir’ jeans in Obsessed ($245 now $147).

While making wreaths with her friends, Meghan wore a skirt from Dôen — the ‘Elowena’ polka-dot silk-blend midi skirt in black and ivory ($330). The skirt is past season and no longer available.

She wore a black cashmere sweater with the skirt that I’m still looking for. I hope to get a better look at it when the show airs. It could be from Co — Crew Sweater in Cashmere ($695). She owns the sweater in ivory.

The brown sweater vest Meghan wore in the teaser is from Gabriela Hearst — ‘Selsey’ cashmere cable knit sweater vest ($850). It is no longer available in the chocolate brown however it is still available in grey here.

Meghan’s pants are likely the Gabriela Hearst ‘Rhein’ mid-rise flare pants in chocolate multi ($1,350). The pants are past season and no longer available.

UPDATE 11/24: Initially I thought that Meghan’s oval shaped diamond studs might be from Cartier — 1895 stud earrings, 2 oval-cut diamonds, however I just discovered that Brilliant Earth has the oval shaped diamond studs in the gold setting which closely match Meghan’s.

Brilliant Earth Four-Prong Oval Diamond Stud Earrings in 18K Yellow Gold (price varies based on carat size — starting at $350).

In the quick clip of Meghan cutting paper, she is wearing her La Ligne ‘Theodore’ jacket (no longer available). The jacket is available in the ‘Mini Theodore’ style ($395).

She first wore the jacket back in the spring in a post on her Instagram.

In another crafting scene the Duchess is wearing the Johnathan Simkhai ‘Jennifer’ ribbed-knit midi skirt in red ($513). The skirt is past season and no longer available. She paired it with a white button-up shirt.

Meghan’s green sweater is from Altuzarra Nalini tie-detail cashmere sweater ($850 now $712).

The mug Meghan is writing a letter to Santa on is the McGee & Co ‘Aiden’ mug – currently unavailable.

Meghan’s ivory sweater could be from The Row — the ‘Bowie’ cashmere style in natural ($1390). It is and older style and no longer available.

The brand offers a similar style – The Row ‘Ophelia’ oversized wool and cashmere sweater, $1,550.

The jacket Meghan is wearing when she greets Naomi Osaka at the door is her Anine Bing Luca Jacket ($650). She first wore the jacket in season 2.

In one of the last scenes Meghan is wearing the Galvin Ushuaia Dress in Emerald ($1,695).

UPDATE 11/20: The mug in Meghan’s hands in the below image is from Co Op Creative and was sold at Target at one point. It is available from the following boutiques —

Reclaimed Warehouse Embossed Stoneware Mug w/ Snowflakes, $14 / Allure Boutique – 16 Oz. Embossed Stoneware Mug with Snowflakes, $17 /. Freckled Hen – Snowflake Embossed Stoneware, $19

Be sure to check back for updates as I will be adding in some of the kitchen and home good items that were spotted in the teaser.

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I’ll be back with another post covering Meghan’s interview in Harper’s Bazaar!