Yes, I did just get back from a trip to New England. It’s feeling like fall FINALLY and it’s time to channel my inner Gilmore girl. Here are some of my 2025 fashion favorites to feel like I’m in Stars Hollow.
Sections
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Chilton Girl Chic
Lounging Around Stars Hollow
Friday Night Dinner Fits
Chilton Girl Chic
Every Chilton girl has one.
Short Sleeve Polo in Fall Yellow
Any Chilton girl would love this—I love this.
OLETA TOP -- NOIR DOT
I mean cmon.
Racquet Club Knit in Navy
100% cotton for a Chilton girl.
Alera Shirt in White
Chilton girl 2025 amirite.
Carolyn L/S Rugby Shirt
Pair with a little plaid skirt and it’s fun weekend out for a Chilton girl.
The Rugby Sweater in Army With Hot Red Stripe
Preppy cardigan in a neutral to go with everything.
Cable Knit Wool Cashmere Cardigan in Walnut Brown Melange
It gets cold in Connecticut!
PETRA CARDIGAN -- BORDEAUX
Argyle and plaid are peak private girl chic.
HARLEQUIN CASHMERE SWEATER -- NAVY ARGYLE
Chilton girls don’t compromise on quality and love a 100% wool sweater.
Juno Featherweight Sweater in Mocha
Not exactly Chilton dress code but giving the vibe.
PARTRIDGE SKIRT -- CRAWFORD CHECK
I mean more of a weekend fit given the length but so cute.
Valkiria Skirt in British Plaid
A little weekend schoolgirl look
Mare Mare Basque-Waist Plaid Mini Skirt
Yessss little plaid jumper!
Malena Dress in British Plaid
Gotta have a blazer.
Avec Les Filles Double-Breasted Knit Plaid Blazer
Such a cute little preppy jacket.
Emma Jacket in Khaki
Lounging Around Stars Hollow
For those warmer fall days.
x Intimately Fp Most Wanted Cardi in Ivory
This is one that Lorelei and Rory share. Rory uses all the buttons.
Tilly Long Sleeve Top in Black
As Stars Hollow’s resident favorite daughter, Rory is loving the irony of this sweatshirt.
Cropped Collegiate Sweatshirt in Heather Grey & Burgundy
Cozy up with a book in this affordable, gorgeous cashmere sweater.
MAIRE CASHMERE SWEATER -- CLOUD GREY
Gotta stay warm but still bring the preppy aesthetic.
Cable Wool Cashmere Half Zip Sweater in Rl2000 Red
Perfect with a pair of jeans to get a snack at Luke’s.
Tartan Asymmetric Top in Red & Grey
Wearing this to read in the park.
Mini Marin Sweater in Camel & Cerulean
She’s simple she’s classic she’s a 50/50 cotton wool blend.
by Marianna Sonora Sweater in Dark Heather Grey
The best nod to 2000s. These flare jeans are amazing.
Deven Flare Jeans in Minimalist
These jeans are taking me back in the best way.
The Arrow Jeans in Halo
So so Lorelei.
Good Classic Bootcut Faux Leather Pants in Vamp001
New England is cold and this was a gift from Richard and Emily.
Shearling Full-zip Vest in Pale Russet & Spring Beige
A classic for Rory.
100% leather short jacket
We love a classic denim jacket in Stars Hollow.
Denim Barn Jacket in Poplar Wash
I can’t explain it but this is giving Lorelei for me.
Elisa Jacket in Black
It’s giving 2025 Lorelei.
Originals Twin Pocket Shoulder Bag in Black
It gives me Lorelei vibes.
The Suede Patchwork Sack Bag in Brown Multi
The quintessential cozy fall shoe.
Boston Soft Footbed Clog in Taupe
Friday Night Dinner Fits
Such a Lorelei blouse!
Symone Long-Sleeve Cowl-Neck Top
Paired with a sweater or silky blouse, Lorelei would rock this at Friday night dinner. Classic but still edgy.
Sede Skirt in Ancora
Rory would rock this beautiful, romantic dress.
Medina S/S Dress
I can see Rory wearing this to Friday night dinner for sure.
CORALINE DRESS -- FLEUR DU PALAIS
You can never be overdressed at Emily and Richard’s.
STAUD CANAL MIDI DRESS SANGRIA
Gorgeous AND with shoulder coverage.
STAUD MARCEL SILK DRESS EARTH
Lil Friday night dinner jacket for either Gilmore girl.
Micah Duster in Blue Paisly
Lorelei is on an innkeeper budget and is opting for the vegan version of this beautiful jacket.
