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12 Best Pumpkin Patch Outfits for a Picture-Perfect Fall

There are sweaters, boots, and denim galore.

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the pioneer woman ruffle neck midi dress
Walmart

Every item on this page was chosen by an editor from The Pioneer Woman. We may earn commission on some of the items you choose to buy.

Autumn is approaching fast, which means it's finally time for all our favorite fall activities like apple picking, getting lost in corn mazes, and carving pumpkins! Speaking of the orange fall fruit, if you're gearing up for a fun day of pumpkin picking, you're probably wondering what to wear to balance fall style with comfort while running around the patch. Whether you're planning to snap Instagram-worthy photos (with a witty pumpkin patch caption) or just enjoy a cozy hayride, we've got you covered with some rustic-chic pumpkin patch outfit ideas that'll have you looking fabulous while you pick the perfect pumpkin.

Ahead, you'll find cozy sweaters, comfy jeans, and even skirts and dresses if you're looking to add a feminine flair to your outfit. There are also tons of accessories that'll elevate your outfit while remaining practical enough for the great outdoors, like sturdy cowgirl boots and sun-blocking fedoras. Best of all, the pieces on this list come in gorgeous autumn shades, like burnt orange, brown, and cream. No matter what you decide to wear, these pumpkin patch outfits are sure to have you feeling comfy and looking cute during your festive fall excursion!

Once you've picked your pumpkin, check out these ideas:

1
Versatile Pick

Cable Crew Lounge Sweater

Cable Crew Lounge Sweater
Now 31% Off
Credit: Abercrombie and Fitch

A simple white sweater is the perfect place to start when putting together your pumpkin patch outfit! Pair it with jeans and your favorite brown boots for a cozy and cute look.

2
Cozy Style

UGG Women's Classic Ultra Mini Platform Boot

UGG Women's Classic Ultra Mini Platform Boot
Credit: Nordstrom

These best-selling platform Ugg boots are sure to heighten your pumpkin-picking experience (and your legs). With an ultra-cozy wool lining, they'll keep you so cozy and they'll look cute peaking out from under your favorite jeans or knit pants.

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3
Multiple Prints Available

The Pioneer Woman Ruffle Neck Midi Dress

The Pioneer Woman Ruffle Neck Midi Dress
Credit: Walmart

Ree's fall collection at Walmart has so much outfit inspo! This $30 dress features a relaxed fit, slight high-low hem, and a ruffle accented split neckline. It comes in three distinct prints: Denim Floral, Romantic Blooms, and Baroque Garden.

4
Statement Accessory

The Pioneer Woman Boho Fedora Hat

The Pioneer Woman Boho Fedora Hat
Credit: Walmart

It may be fall, but the sun is still out to play! Protect your skin in style with this adorable boho fedora from Ree's line. It features a suede-like finish with embroidered detailing and will complement your favorite long skirts and cowgirl boots perfectly.

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5
Editor's Pick

Ziggy Cord Shortalls

Ziggy Cord Shortalls
Credit: Free People

These cute corduroy shortalls are the ultimate pumpkin-picking uniform! They're breathable, comfy, and so adorable when paired with a simple long sleeve or knit.

6
Casual Option

Madewell Superwide Leg Jeans

Madewell Superwide Leg Jeans
Credit: Nordstrom

A cute and casual pair of wide-leg jeans is just the thing to pair with all your pumpkin patch staples, like cozy knits and boots. The drawstrings on these superwide-leg jeans aren't just a cute detail but a way to customize a high-rise fit as well!

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7
Ree's Style

The Pioneer Woman Embroidered Square Neck Pullover Sweater

The Pioneer Woman Embroidered Square Neck Pullover Sweater
Credit: Walmart

This burnt orange sweater from Ree's clothing line will match the color scheme of any pumpkin patch perfectly! It's complete with stunning floral embroidery and puff sleeves, so it's sure to be the statement of your outfit.

8
Short Dress

Floral Long-Sleeved Cotton Blend Voile Dress

Floral Long-Sleeved Cotton Blend Voile Dress
Now 50% Off
Credit: Nordstrom

This brown and orange dress is breezy yet pumpkin patch appropriate thanks to its long sleeves! It'll pair perfectly with your favorite pair of cowgirl boots and a fedora.

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9
Machine Washable

Washable Knit Ribbed Pants

Washable Knit Ribbed Pants
Credit: Uniqlo

There's nothing comfier than stretchy, knit pants for a classic fall activity like pumpkin picking. The best part? They're machine washable, so even if you get a little dusty out in the patch, you know you're in the clear.

10
Alex's Style

The Annie Cowgirl Boot

The Annie Cowgirl Boot
Credit: Tecovas

What better shoe to romp around in a pumpkin patch than cowboy boots? Not only will they keep you comfy as you search for the perfect pumpkin, but they'll look so cute with the cozy sweaters and pants on this list.

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11
Functional Pockets

Corduroy Stretch A-line Skirt

Corduroy Stretch A-line Skirt
Credit: Amazon

If you want to go the girlier route and pair your cozy fall sweater with a skirt instead of pants, opt for a corduroy skirt like the one above! It's knee length, so you don't have to worry about any slips when picking pumpkins and complete with pockets for your convenience.

12
Best Seller

Orange Plaid Flannel

Orange Plaid Flannel
Credit: Amazon

Flannels simply scream fall, and this one in shades of orange is perfect for a pumpkin patch outing! Pair it with shorts and cowboy boots for a transitional look or your favorite denim.

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13
Best Denim

The Pioneer Woman Embroidered Bootcut Denim

The Pioneer Woman Embroidered Bootcut Denim
Credit: Walmart

If you want to elevate your typical fall uniform of jeans and a sweater, opt for this floral embroidered pair from Ree's line! These bootcut jeans are complete with a scalloped edge that will look great with boots and sneakers alike.

Lettermark
Nitya Rao
Editorial Assistant

Nitya Rao is the editorial assistant at The Pioneer Woman, covering stories ranging from food, fashion, beauty, lifestyle, news, and more. 

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