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What to Wear to a Pumpkin Patch: 12 Cute & Cozy Outfit Ideas

Pumpkin Patch Outfits That Are Comfortable, Cute, and Totally Instagram-Ready

Image credits: @taniabyday

The days are getting shorter, the air has that perfect crispness to it, and pumpkin patch season is officially upon us. Honestly? This might be our favorite fall activity. There's something about tromping through fields of orange pumpkins with cider in hand that just hits different. The hayrides, the photo ops, the excuse to wear all our coziest clothes—what's not to love?

Let's be real: half the reason we go to pumpkin patches is for the Instagram content. A good outfit against all those pumpkins is basically a fall aesthetic requirement at this point. But here's where it gets tricky—your look needs to work for more than just photos. You'll be walking on uneven ground, bending down constantly, and probably dealing with some mud. Cute but impractical doesn't cut it.

That's where we come in. We've figured out the outfit formulas that actually deliver on both style and function. Keep scrolling for pumpkin patch looks that photograph like a dream and won't leave you uncomfortable halfway through the day. (Image credit: @taniabyday)

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September 30, 2025

Written By:Beth Zerdecki

Product Expert:Brittany Brainard

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Chunky Sweater + Ruffle Skirt

Image credits: @cristinalortiz

@cristinalortiz

Chunky sweaters are one of our go-to fall looks, so we couldn't resist suggesting them for our pumpkin patch outfit recommendations. To get a look that's equally cute and fun, we love pairing a thick, cozy sweater with a flirty, ruffly skirt and some sassy cowboy boots. The combination of the casual sweater and feminine skirt photographs well while the boots give a charmingly rustic touch. Make sure your skirt isn’t too short—otherwise, crouching for pumpkins can get awkward fast. (Image credit: @cristinalortiz)

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Leather Vest + Flare Leg Jeans

Image credits: @michelejaliene

@michelejaliene

There's something about a pumpkin patch that feels very cozy and traditional, and we like to play up that vibe with a vintage fit. For a chic, '70s-inspired look, try a shearling-lined leather vest with dark, flared jeans. The textured look of the vest adds some fun edge to the polished, tailored lines of the jeans. And to make sure your legs look extra-long in all your fall pics, accessorize with a pair of sleek, pointed-toe boots. (Image credit: @michelejaliene)

Shirt Dress + Sneakers

Image credits: @iam.meganmichelle

@iam.meganmichelle

Do you live in the south or have your pumpkin patch outing planned for an unusually warm day? We've found that shirt dresses are the ideal way to look festive without getting too hot. Start this outfit with a cozy chambray or denim shirt dress and then pair it with some retro sneakers for a casually chic look. This versatile look is great because we can customize it to suit any type of style. Consider belting your dress if you want to show off your waist, or leave it loose for a more relaxed outfit. You can further personalize it with a crossbody bag, cute sunglasses, or a wide-brimmed hat. (Image credit: @iam.meganmichelle)

Overalls + Cropped Top

Image credits: @cheridan.taylor

@cheridan.taylor

Overalls are our ultimate farmcore look, so they're perfect for a day at the pumpkin patch. To keep the look country-chic instead of looking like an actual farmer, we like to pair baggy overalls with a sleek crop top or bra top. To complete the look, we like adding some platform sneakers or sandals in a coordinating color. If you want to add even more fall charm to your pumpkin patch photoshoot, consider adding a plaid flannel in warm colors. You can tie it around your waist to define it, or you can layer it over your overalls when it gets cool. (Image credit: @cheridan.taylor)

Floral Dress + Suede Accessories

Image credits: @josieldn

@josieldn

There's just something about fall that brings out our whimsical, romantic side, so we love the dreamy look of a flowing, floral dress. To keep this outfit from seeming too summery, ground your floral prints with a suede vest and crossbody bag. We also recommend including block-heeled leather boots for this look. Not only will it give a stylish, bohemian feel, but it will also help you stay warm and comfortable no matter how far you walk. (Image credit: @josieldn)  

Ribbed Cardigan + Clogs

Image credits: @kaitlynlauren

@kaitlynlauren

Worried about looking too fussy, but don't want to be basic either? This outfit for a pumpkin patch is the perfect blend of throw-on-and-go comfort with low-key style. Grab your favorite pair of light wash, loose jeans and an oversized, ribbed cardigan, and complete the look with suede clogs. This is one of our go-to pumpkin patch outfits because it's so perfectly cozy. The soft textures have an autumnal feel while the vintage silhouette has plenty of classic charm. (Image credit: @kaitlynlauren)

Maxi Skirt + Sweatshirt

Image credits: @allison.buch

@allison.buch

Autumn looks tend to fall into classic and bohemian styles a lot, but sometimes we're in the mood for something different. This is a great example of how you can look pumpkin-patch ready while still being cool and sporty. Start with a trendy corduroy or denim maxi skirt and add streetwear flair with a zip-up hoodie. To pull the look together, we suggest a graphic tee and platform sneakers in coordinating shades. This outfit is all about strong shapes and bold colors, so don’t be afraid to add in your fave fall hues. (Image credit: @allison.buch)

Pleated Skirt + Plaid Jacket

Image credits: @chelctarboxmodel

@chelctarboxmodel

The collegiate aesthetic is one of our favorite fall options because it's so versatile and practical. A pleated skirt (or skort) and plaid blazer create a preppy look that works well with fall foliage while all the layers let you wear this in all types of weather. When it's cold, you can wear this look with a turtleneck and tights, and when it's warm, a light tank top and bare legs look equally polished. No matter the temperature, tall boots are essential for a flattering yet luxe outfit. Riding boots are always a reliable choice, but you can also try rain boots if a fall shower heads your way. (Image credit: @chelctarboxmodel)

Long Cardigan + Leggings

Image credits: @cmcoving

@cmcoving

When you want maximum comfort without sacrificing style, this outfit formula is a total winner. A long duster cardigan layered over sleek black leggings gives you that cozy, throw-on-and-go vibe while still looking pulled together for photos. The dramatic length of the cardigan creates such a flattering silhouette, and we love how it moves in the breeze for those candid walking shots. To keep the proportions balanced, finish the look with ankle boots—rich suede is especially gorgeous for fall. This is where you can have fun with color and pattern since the leggings keep everything grounded. We're particularly obsessed with a head-to-toe neutral palette punctuated by a leopard print cardigan, but a chunky knit in burgundy or camel works beautifully too. Plus, this outfit is perfect for those days when you'll be doing a lot of walking and bending down to inspect pumpkins. (Image credit: @cmcoving)

Sherpa Jacket + Ripped Jeans

Image credits: @bresheppard

@bresheppard

A sherpa jacket over a long-sleeve tee is one of our go-to looks when the temperature really drops. The fluffy texture feels like wearing a cloud, and it pairs so well with your favorite distressed denim. If you want to add a little something extra, let a coordinated striped or graphic tee peek out from underneath—it's a small detail that makes a big difference in photos. Finish with chunky sneakers for all-day comfort or lug-sole boots if you're expecting mud. This outfit keeps you toasty warm no matter how long you spend searching for the perfect pumpkin. (Image credit: @bresheppard)

Cropped Trench + UGG Boots

Image credits: @_reillyjohnson

@_reillyjohnson

Talk about a plot twist—this is your city girl goes country moment. A cropped trench coat brings unexpected polish to a pumpkin patch outfit, especially when you style it with wide-leg denim and short, chunky UGG boots. The trench gives you that sophisticated edge while the Uggs keep things relaxed and comfortable for walking around all day. We love this combination for those in-between fall days when a heavy jacket is too much but you still want a layer. The cropped length of the trench is key here—it won't overwhelm your frame and it shows off those boots. This look is proof that you don't have to go full farmcore to nail pumpkin patch style. (Image credit: @ _reillyjohnson)

Patterned Knit + Chelsea Boots

Image credits: @martis.raya

@martis.raya

A patterned sweater makes getting dressed so much easier since it does all the visual work for you. You can go with warm fall colors or keep things neutral and tonal—both look great. Pair it with Chelsea boots since they handle uneven ground well while still looking put-together. We usually style this with shorts, a skirt, or cropped pants so the boots get their moment. One thing we've learned: pick one main color to build around—maybe rust, olive, or beige—and everything feels more cohesive. Otherwise, a busy sweater can start to feel a little chaotic, especially in photos with all those bright orange pumpkins in the background. (Image credit: @martis.raya)


What Shoes to Wear to a Pumpkin Patch

Good footwear is a key part of any pumpkin patch outfit, and we're not just saying that because we're obsessed with cute shoes. On our past trips to pumpkin patches, we've found that the wrong shoes can leave us slipping on uneven ground or getting stuck in grass. And to make things even worse, all the mud and dust have also ruined some of our favorite shoes. If you want to avoid the frustrations that come with stilettos or thin-soled flats, you'll need to plan your footwear carefully.

We've discovered that these four shoe styles are ideal for pumpkin patches:

  • Sneakers: These are fantastic for times when you'll be walking a lot. To keep the look fall-themed, try to find sneakers with soft, cozy textures such as suede.
  • Ankle boots: Our most flexible pick for pumpkin patch shoes is ankle boots. Whether you pick a casual pair of Chelsea boots or a punk pair of lug-soled boots, they're easy to style with fall outfits.
  • Rain boots: In addition to being a practical choice in wet weather, these can add a touch of fun whimsy to an outfit. Pick a pair in a bold color for best results.
  • Tall boots: These are a great way to stay warm since you can pair them with thick socks. Sleek leather boots with a riding-inspired silhouette tend to work especially well in the fall.

Colors That Look Best for a Pumpkin Patch

No matter what pumpkin patch apparel you pick, color is key. We've seen the right colors turn even the beachiest clothes into a gorgeous autumnal look. When we think of fall, we think of warm, earthy shades that mimic changing leaves, harvest festivals, and golden evenings.

Here are the shades we reach for when pumpkin patch season rolls around:

  • Burnt orange
  • Burgundy
  • Mustard yellow
  • Chocolate brown
  • Cream
  • Olive green
  • Camel

You have a few different options when styling these colors. Some people like the monochromatic appeal of pairing similar shades. You can also get an exciting look by contrasting mostly neutral shades with a pop of bold color. The great thing about autumn colors is that they coordinate easily, so as long as you stay away from unseasonal options like neon or pastels, you'll look great. 

How to Stay Warm at a Pumpkin Patch

Nothing ruins a pumpkin patch trip quicker than being freezing cold. We know it's tricky dressing for all the temperature shifts of autumn, but layers make it a lot easier. The ideal pumpkin patch outfit for us usually includes a shirt or tank top, a sweater, and a lightweight jacket. This lets you avoid breaking out in a sweat when you're walking around, but it lets you stay warm when the sun slides behind the clouds. 

For best results, choose materials that are warm without being too bulky. Sherpa, fleece, wool, and quilted cotton can all be cozy while still letting you move around with ease. When you're layering, you should also make sure to think about accessories. Not only do we stay warmer with a beanie, gloves, and thermal tights, but they can also make our outfits look even better. 

With these tips, we hope you'll be photo-ready for your next pumpkin patch excursion. As long as you follow our tips for choosing colors, picking footwear, and planning clothing combos, you'll be sure to end up with a fantastic outfit.

Where to Shop for Pumpkin Patch Outfits

Now that you've got outfit inspiration, you're probably wondering where to actually find all these pieces. We've rounded up our favorite retailers that consistently deliver on the cozy sweaters, perfect denim, and versatile layers you need for pumpkin patch season.

Here's where we shop when fall hits:

  • Madewell – Use a coupon for Madewell for denim that pairs with everything from chunky sweaters to leather vests. Their jeans fit like a dream and hold up through all your autumn adventures.
  • Anthropologie – This is where we go for flowy floral dresses and whimsical pieces that photograph beautifully. Check for an Anthropologie promo code before you shop their bohemian fall selection.
  • Free People – For that romantic, vintage-inspired vibe, Free People deals help you snag their dreamy cardigans and textured layers without breaking the bank.
  • Old Navy – When you need affordable basics that actually look good, Old Navy delivers. Grab an Old Navy coupon for budget-friendly flannels, overalls, and comfortable tees.
  • Gap – Their ribbed cardigans and classic denim are wardrobe staples. A Gap promo code makes stocking up on fall essentials even easier.
  • Nordstrom – This is our one-stop shop for everything from Chelsea boots to sherpa jackets. Check for a Nordstrom promo code to save on their curated fall selection.
  • UNIQLO – For cozy basics like ribbed tees and warm fleece layers, UNIQLO can't be beat. Look for a UNIQLO coupon to maximize your budget.
  • UGG – Obviously this is where you'll find those chunky boots we keep mentioning. An UGG coupon code makes investing in quality fall footwear a little less painful.
  • BloomChic – They've got trendy plus-size options that work beautifully for pumpkin patch outings. Snag a BloomChic coupon for their fall collection of sweaters and dresses.

Final Thoughts on Pumpkin Patch Outfits

The best pumpkin patch outfits really do come down to balancing comfort, function, and style—and honestly, it's easier than you might think. Use these outfit formulas as your starting point, then mix in pieces you already love and feel good in. After all, you'll be walking around outdoors, crouching for the perfect pumpkin, and posing for way too many photos, so your outfit needs to keep up with all of it. Whether you go for the romantic floral dress or keep things casual with a sherpa jacket and jeans, the goal is to feel like yourself while looking fall-ready. Now grab your favorite boots, throw on something cozy, and get ready to find your perfect pumpkin. And take all the photos—that's half the fun anyway. 

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