Every Gossip Girl fan knows the iconic Lily van der Woodsen, played by Kelly Rutherford, as Serena’s and Eric’s mother. Beyond that, she’s a sophisticated, well-spoken woman who exudes glamour and class — and a lot of that is conveyed through her neutral-colored clothing.
Van der Woodsen is known for carrying around her Hermès bags, but that’s just one piece of her style. The Upper East Side mom can often be seen rocking classic button-up tops and dark-wash jeans. . . when she’s not attending a gala in a sleek gown, that is.
Fall is the perfect season to use the character’s style as inspiration, creating similar outfits with affordable fashion pieces for our own wardrobes. If you ever wanted to dress like the ultimate rich mom, here’s your chance.
21 Lily van der Woodsen-Inspired Fashion Pieces
1. Our Favorite: Van der Woodsen would totally be rocking pure cashmere, but this 100% merino wool sweater looks just as expensive with its classic fit.
2. Button-Up Beauty: This $25 silk-like button-up has a classy sheen that makes it easy to wear on its own or paired under a blazer for an office-ready ensemble.
3. Must-Have Denim: It doesn’t get more classic than Levi’s straight-leg jeans, and we could see van der Woodsen reaching for the dark wash.
4. Timeless Trench: No matter how much it costs, a double-breasted trench coat always looks expensive, and this one comes with an optional belt.
5. Get to the Point: You’ll feel comfortable striding around New York City in these pointed ankle boots. Aside from having a modest 2.44-inch heel, they look like genuine leather.
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6. Lovely LBD: It’s no secret that van der Woodsen attended many events, and she never shied away from a classic little black dress.
7. Cold-Weather Chic: Made of 100% pure cashmere, this long, lightweight scarf can be styled in various ways, making it a versatile find.
8. Trusty Tee: Even an Upper East Side mom needs a classic T-shirt, and this $13 short-sleeve option comes in over 25 colors.
9. Upgraded Basic: Ekouaer’s satin-like tank top is so chic that it can be layered under a blazer for the office, and then worn on its own for happy hour.
10. Sleek Satchel: We know van der Woodsen loves a Birkin, but you can get the same vibe with a $46 structured bag that comes with a separate wristlet.
11. Thoughtful Tights: For all those parties she attends, van der Woodsen needs opaque black tights. At under $8, they’re a steal!
12. Sleek Slacks: You’ll be so glad you have some high-waisted dress pants in your closet, since they’re appropriate (and comfortable!) for multiple occasions.
13. Designer-Inspired: Don’t be surprised if people do a double-take on your shoes — these block-heel slingbacks look like a designer pair.
14. Gala-Ready: PrettyGarden’s simple satin-like dress has a lot going for it with its sleeveless design, mock neckline and drapey upper half.
15. Statement Necklace: Remember statement necklaces? It might be time to bring them back, starting with this bold, embellished piece that dresses up any look.
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16. Winter White: There’s something about wearing white that looks so rich, so upgrade your own everyday style with this long double-breasted coat that comes in other neutrals.
17. Fabulous Frames: Van der Woodsen has worn various sunglasses shapes, including a retro oval pair that’s part vintage, part trendy.
18. Tweed, Please: You’ll instantly get that “ladies who lunch” style when you’re rocking a buttoned tweed-like blazer that can be paired with jeans, dresses and beyond.
19. Pretty Pattern: Although van der Woodsen’s style mostly consists of neutrals, once in a while, you can catch her in a chic print, and this silky button-down shirt fits the bill.
20. Belt It: You’ll get two for one with this reversible belt with gold hardware, so it’ll come in handy whether you’re wearing brown or black.
21. Blazin’ Blazer: When in doubt, put a blazer over it. That’s exactly what we’ll do with this one-button casual option that’s available in over 20 colors.
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