Thank you to Gap & ShopStyle Collective for sponsoring this post.
Ah, September. Here in Half Moon Bay, that means one thing: pumpkins. OK, well, two things: the return to school (though, unfathomably, we’ve been back in session since early August), aaaand pumpkins.
Fortunately, I’ve got a little outfit formula that manages to satisfy the requirements of both the daily drop-off grind and cozy weekends at the pumpkin patch. It’s impossibly comfortable and exactly the type of casual outfit that I lean into when the fog rolls in, and I’m ready to fully embrace the changing of the seasons. Or, as it may be following the grayer-than-average summer we’ve seen, the staying of the season. Best of all, because it’s from Gap, it also feels deliciously nostalgic, and, as such, right on-trend.
My Fall Outfit For The Pumpkin Patch (& Anywhere, Really)
Half Moon Bay has been been going hard on all things autumnal well before fall morphed into the aesthetic that it is today. The coast highway is dotted with dozens of pumpkin farms, wildflower fields, hay mazes, petting zoos, pony rides, and family-friendly fall photo opps galore. Because of this, where most families might make a single annual trip to the pumpkin patch, we locals find ourselves hitting up one or two…a week. It’s such a fun thing to look forward to every year — especially while Lana is young enough to appreciate the whimsy of it all — but it means that curating a highly styled, holiday card-worthy pumpkin patch ensemble isn’t realistic for every single outing.
To the rescue: an outfit that pairs cozy fall textures and patterns with easy silhouettes that are practical enough for both the morning drop-off and wheelbarrow races through the fields — all while nailing enough of that quintessential fall vibe that’s (less face it) just dang cute.
Plaid Shirt Jacket // I was drawn to this shirt jacket as soon as I saw it pop up online, so the timing of this post was pure serendipity. And I can’t say enough good things about it. It’s the ideal weight for a layering piece, especially here in California: cozy and fluffy, but it’s unlined, so while you can use it cozy up a hoodie, it’s also easy to pull on over a tank when it’s cool out but not genuinely cold (I’m wearing this one underneath in these photos). It’s been a near permanent fixture next to the front door, where I grab it before our morning walk to school, and Gap’s approach to the oversized fit is exactly right — it’s easy and on-trend without being sloppy. (I went with the Small to ensure I could adequately add layers underneath, but I could have gotten away with an XS if I was going to wear it more often over tees or tanks.)
Gap Logo Cropped Hoodie // This hoodie is as classic as they come but with an updated, slightly cropped fit that prevents me from feeling dwarfed when it’s merged with the rest of the whole ensemble. (Don’t fear the “cropped” length — paired with the joggers, below, which can basically sit as high-rise as you prefer; there is no tummy to be seen.) It’s available in a few colors, but something about the creamy ivory felt extra timeless. It basically lives at the foot of my bed, the first layer I pull on in the morning over leggings while I pack lunch. Super cute with my now well-worn barrel jeans, too.
Waffle-Knit Joggers // I cannot resist a waffle knit, and these are as comfortable and cozy as they look. I know I tend to gravitate toward black, but they really are so wearable both at home and for daily, real world activities. There are loads of colors, too, if you’re less, uh, predictable than I am. I’m usually an XS or a Small; wearing the Small here, but if I intended to style these up in a chicer manner, I might do the XS for a slightly closer fit.
Corduroy Baseball Hat // I was seriously torn on which color to choose in this cap — it also comes in a pretty maroon, and honestly, both colors are perfectly autumnal while still being really wearable. And for something as simple as a cap? This is just surprisingly cute. I’m extremely picky about hats (huge understatement), and this one seems to nail just the right proportions — not too dishy or too shallow. The corduroy makes it feel like an intentional choice for the season, too. Absolutely love it.
Shop All My Fall Fashion Picks from Gap
I know say this often, but this is an outfit that has already seen loads of wear (just ask my photographer, Carolyn, how many times she’s already seen me sport it at the kiddos’ school) — and that I’ll look forward to pulling on every chance I get for years to come.
And with all the fall-themed-everything around here, goodness knows there’ll be opportunities a-plenty.
Get after some pumpkins, friends!
Thank you so much to Gap and Shopstyle for sponsoring this post. Gap has long been one of my go-to brands — their casual aesthetic and timeless vibe has always merged seamlessly into my closet, and many of my most iconic memories from childhood through adulthood revolved around Gap jeans, hoodies and tanks (the latter of which I collect like they’re going out of style — I assure you: they are not). And thanks as always for reading and supporting the partners that keep us plugging along in this space. We so appreciate it!
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Photography by Carolyn Stockman. Thank you, friend!