What To Wear To a Pumpkin Patch? 21 Cutest Outfits You’ve GOT to See!

What To Wear To a Pumpkin Patch outfits

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It’s time to pick outfits for picking pumpkins! 🤩

Fall is in full swing, and you know what that means: it’s pumpkin patch season, babe!

Pumpkin patches are the it place to be this fall season. AND BABE, you sure wanna look cute while you pick out pumpkins, snap those Insta-worthy photos, and sip on some apple cider, right?

So as you get ready to head out with your crew for a day of pumpkin picking, I’ve put together a list of the top 21 Pumpkin Patch outfits that are perfect for this autumnal adventure.

Trust me, with these ensembles, you’ll be the most stylish scarecrow around and definitely be racking up those Instagram likes! 🍂

21 Cutest Pumpkin patch outfits you’ve got to look at!

1. Leggings set + shacket + thigh high boots

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @loveemanda

Oh goodness, the perfect pumpkin patch outfit doesn’t does exist!! I’ve always been a die-hard fan of monochrome looks, but this leggings and thigh-high boots ensemble just took my breath away!

Of course, the shacket coat is the hero piece here, but the entire look just melts into the theme and still stands out!

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

2. Oversized sweater + leggings + puffer vest

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @ordinarylils

The comfier, the better! Rock an oversized sweater with your fav leggings and stay extra warm with a stylish puffer vest. With this effortlessly chic look, you’ll be snug as a bug and rockin’ that pumpkin patch runway!

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

3. Sexy slim-fit top with straight leg jeans

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @kristinendalton

Keep it casual and cute while rocking a sexy slim-fit top paired with some straight leg jeans. The perfect combo of laid-back and stylish, you’ll be the hottest fashionista on the patch!

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

4. Sweater dress + knee high boots

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

Wanna look ultra-chic and sophisticated? Pair a cute sweater dress – the fall must-have, with knee high boots – it’s a timeless fall staple that never goes out of style. Pumpkins, what? You’ll be the star of the show!

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

5. Crop jumper + denim overalls

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @amberharrelsonn

If you’re a fan of that classic fall look, stay on-trend with this adorable duo. Throw on a crop jumper and team it with a pair of denim overalls. Pumpkin picking has never looked so good!

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

6. Sweater vest over a shirt dress + combat boots

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @_hannahcrews

Serve some preppy punk in this outfit. Pair a sweater vest over a shirt dress and make it edgy with combat boots. This pumpkin patch outfit not only slays the style game but also keeps you warm and comfy while you’re pumpkin hunting.

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

7. Crop top + Flared jeans + shacket

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @itsmacyella

This outfit screams fall vibes. Pair a cute crop top with high-waisted flared jeans and finish the look with a cozy shacket (shirt-jacket combo, duh). A shacket gives you the right blend of warmth and style, making it the perf addition to your pumpkin patch ‘fit.

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

8. Plaid skirt + top + plaid blazer

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @the.alexandrialee

Channel your inner Clueless fashionista with this plaidastic outfit! A matching plaid skirt and blazer combo lets you keep things colorful while you’re out pickin’ your fave pumpkins. Bonus points if you add a cute beret to complete this adorable lewk.

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

9. Jumper over button down shirt with jeans

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @emmasedition

Keep it casual with this stylish twist on a classic! Rock a jumper over your fave button-down shirt, tucked into some cuffed jeans. This effortlessly chic outfit is super comfy for a day of frolicking through the pumpkin patch.

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

10. Slim fit puffer jacket + trousers

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

Stay warm and fashionable with this combo! Pair a slim-fit puffer jacket with on-trend plaid trousers for a sophisticated yet relaxed vibe. You’ll def be turning heads while navigating the pumpkin-filled terrain.

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

11. Leather jacket dress

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @heyydana_

Who says you can’t be edgy at a pumpkin patch? This fall, make a statement with a fierce leather jacket dress and some killer long combat boots. This outfit is perf for anyone who wants to stand out while still slayin’ the pumpkin patch game.

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

12. Crop top with leggings + sneakers

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @ericagullette

Keep it simple, but make it stylish! Pair your go-to crop top with some ultra-comfy leggings and your fave sneakers for an easy-breezy pumpkin patch outfit. You’ll feel unrestricted, ready to snag the biggest and best pumpkins out there.

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

13. Crop top + wide leg jeans + shacket

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @corinnesuepurcell

Once again, the beloved shacket makes an appearance! For another fab fall option, pair a cute crop top with wide-leg jeans and top it off with your fave shacket for an effortlessly cool look. This pumpkin patch outfit is perfect for blending in with the autumn foliage.

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

14. Leather skirt + fancy top + denim jacket

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

Pair a leather skirt with a flowy, fancy top and top it off with a denim jacket for that perf balance between edgy and glam. Bonus points if you accessorize with a cute fall-inspired scarf! Chic AND cozy? Yes, please! 😍

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

15. Sexy tops + flare skirt

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

Bring some heat to the pumpkin patch with a sexy top and a flare mini skirt combo. This flirty look lets you show off your figure while embracing the autumn vibes. Pair it with ankle boots for a standout ensemble that’ll have you dancing through the pumpkin vines!

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

16. Oversized pullover with mini skirt

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

Stay extra cozy during your pumpkin adventures with an oversized pullover and mini skirt. Layer with your fave stockings or knee-high socks for a cute, comfy fit that’ll keep you warm while strolling through the patch. Pumpkin spice latte, anyone? 🍁☕

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

17. Turtle neck + suede skirt + tall boots

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @its.britneymaee

Rock a turtleneck with a suave suede skirt for that classic fall chic vibe. Complete the look by sliding into some tall boots—voila! You’re now a walking #FallFashionGoals masterpiece.

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

18. Oversized sweater with leather leggings

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @itsmacyella

Feelin’ like rockin’ leggings? Up the ante by pairing some faux leather leggings with an oversized sweater. You’ll look and feel fierce while staying extra cozy in those crisp autumn breezes. Werk it, queen!

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

19. Oversized crop sweatshirt with leggings

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @daniellee_esther

Stay cozy and comfy while looking totally adorbs in an oversized crop sweatshirt and leggings combo! This pumpkin patch outfit is so versatile – whether you want to rock some fun fall colors, cute graphics or just go for that classic autumnal aesthetic.

Bonus points if you complete the look with statement sneakers, chunky boots or a big, cute tote bag!

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

20. Denim skirt + crop top + flannel shirt

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @jelstaveras

Keep it casual and cute with a denim skirt, crop top, and flannel shirt tied around your waist. Rock it with sneakers or combat boots for a laid-back, all-American autumn look that screams pumpkin patch chic! 🌾🇺🇸

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

21. Crop top + corduroy overalls

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

Ain’t nobody gonna deny the cuteness of a good ol’ crop top and corduroy overalls combo! Channel your inner 90s babe and slay the day away with this fab ensemble. Play up with patterns or colors, and pick a crop top that complements your corduroy overalls perfectly.

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

22. Turtle neck crop top + plaid skirt

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!
Courtesy: @jillianavaa

Channel your inner preppy girl by rocking a turtleneck crop top with a cute plaid skirt. Trust us, you’ll be the envy of every pumpkin patch goer in this fun and flirty outfit!

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What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

Top 5 Tips for Dressing Fab at a Pumpkin Patch This Fall Season!

What To Wear To a Pumpkin Patch? 21 Cutest Outfits You've GOT to See!

1. Know Your Audience – Layers, Layers, and More Layers 🧥

Pumpkin patches are notorious for their unpredictable weather, so it’s crucial to dress in layers. You never know when a warm sunny day can turn into a cold, windy evening.

Grab a light sweater or cardigan, a cozy scarf, and a cute hat to keep that noggin warm. Plus, you’ll look effortlessly stylish as you peel off or add those layers!

2. Be the Ultimate Trendsetter – Fall Hues and Patterns 🍁

Rockin’ those deep oranges, warm browns, and forest greens are mandatory fashion statements for any fall outing. Throw in some plaids or cute pumpkin-themed prints, and you’ll be the fashionista of the patch!

Don’t be afraid to mix and match different patterns and textures – just keep that fall palette in mind.

3. No One Likes Soggy Socks – Footwear FTW 👢

You’ll likely be trudging through dirt and mud, so leave those beloved heels at home. This is the time for waterproof footwear like boots or wellies.

Opt for some cute, comfy riding boots or totally rad rain boots in autumnal hues to keep your feet warm and dry, plus give you more time to concentrate on pumpkins instead of puddles!

4. Accessorize Like a Boss – Hats Off 🎩

You know what they say: “A hat completes the outfit!” Grab a wide-brimmed hat, a cute beanie, or even a classic baseball cap to look extra fly during your pumpkin adventure.

They’re perfect for protecting your gorgeous locks from the elements, and even for taking those swoon-worthy pumpkin patch selfies.

5. Keepin’ it Cozy – Blanket Scarves 🧣

Not only will a blanket scarf help you achieve that ultimate comfy and cozy vibe, but it’s also functional! Use it as a backdrop for some scenic pumpkin photos, or have a seat for a spontaneous patch-side picnic. Extra brownie points for picking out a scarf in an iconic fall pattern!

Final thoughts on what to wear to a pumpkin patch

And there you have it, babe – some of the cutest outfits to rock at your next pumpkin patch adventure. Now, it’s time to gather your squad, pick your perfect pumpkin, and strut in style.

Follow these tips for dressing up for your pumpkin patch escapades, and you’re sure to be the envy of fellow fall enthusiasts. Go out there and make those patch memories!

Remember to hashtag your photos with #PumpkinPatchFashionista and let me know which outfit was your fav. Hit the comments section for any questions or more fashion inspo! 😉

Till then, Happy fall, and xoxo! 🥰

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