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Home Fashion OH, MY GOURD: 15 Cutest Pumpkin Patch Outfit Ideas For Fall
  • Cold Weather Style
  • Fall
  • Fashion
  • Travel Style

OH, MY GOURD: 15 Cutest Pumpkin Patch Outfit Ideas For Fall

  • Kara
  • September 17, 2024
  • Contains Affiliate Links

I’m 100% a basic fall betch. The second September first rolls around, I’m whipping out all the fall-tastic things, set plans to visit a nearby pumpkin farm, make bad squash-related puns and get in full pumpkin spiced latte mode.

Every year I always love to put together something cute to wear for a mini fall photo shoot in at the pumpkin farm. And, I figured you probably do, too! I’ve scoured the interest this fall so I could find YOU guys the cutest pumpkin patch outfit ideas available online to shop. Let’s go!

Kara at Farmer John's Pumpkin patch in Half Moon Bay, California
san francisco pumpkin patch

The 15+ Cutest Pumpkin Patch Outfit Ideas For Fall

Most of these images are shot at the pumpkin patches around Half Moon Bay, which is a sleepy little seaside town about 45 minutes South of San Francisco on Hwy 1. They’re world-famous for their pumpkins, specifically the annual pumpkin festival each October.

I grew up in Wisconsin, and I miss going to farms each fall with my family… getting lost in the corn mazes, picking out the PERFECT pumpkin for carving, drinking apple cider.

One year, I wore a ghost shirt that’s actually a part of a Halloween pajama set from Target. But I always break fashion rules and I thought it made a really cute top to pair with my corduroy skirt and boots. I haven’t worn it yet, but I think this bat sweater would be really cute as well. 

Last year I also upgraded to a Kiel James Patrick sweater and am in love with it. 

Arata’s Pumpkin Patch

You don’t have to go with a cliche like a ghost shirt. White sweaters and dresses always make a great pumpkin patch fashion choice. A felt wide brim hat with jeans, boots and a cute blouse will look great in a pumpkin patch as well.

The key is to stick out against all the orange and tan. So avoid tan and bright orange colors and you’ll be good! 

The key is to also be comfortable. You can’t tell but I am sweating a lot in all of these photos – sweater weather really doesn’t hit Northern California until November. So go with a dress if it’s still hot where you are. 

Here’s my favorite fall pieces at affordable prices to shop!

Hangin' Around Pullover Sweater
Hangin' Around Pullover Sweater
Buy Now
Faux Leather Pleated Mini Skirt
Faux Leather Pleated Mini Skirt
Buy Now
Plaid Pleated Mini Casual Skirt
Plaid Pleated Mini Casual Skirt
Buy Now
J. Crew Pointelle Crewneck Sweater
J. Crew Pointelle Crewneck Sweater
Buy Now
Terri Bouclé Rib Wrap Sweater
Terri Bouclé Rib Wrap Sweater
Buy Now
Wet Brush Scarf Scrunchie
Wet Brush Scarf Scrunchie
Buy Now
Gap Corduroy Western Mini Dress
Gap Corduroy Western Mini Dress
Buy Now
Madewell Square-Neck Vest in Drapey Twill
Madewell Square-Neck Vest in Drapey Twill
Buy Now
Naturalizer Lyric Boot
Naturalizer Lyric Boot
Buy Now
Bloomchic Solid Patched Pocket Overall Dress
Bloomchic Solid Patched Pocket Overall Dress
Buy Now
Aerie Boy-Ish Overalls
Aerie Boy-Ish Overalls
Buy Now
J. Crew Amelia Shirtdress
J. Crew Amelia Shirtdress
Buy Now
JOAN NOW Women's Chelsea Boot
JOAN NOW Women's Chelsea Boot
Buy Now
San Diego Hat Co. Felt Buckle Fedora
San Diego Hat Co. Felt Buckle Fedora
Buy Now
You've Been Ghosted Fair Isle Sweater
You've Been Ghosted Fair Isle Sweater
Buy Now
Laced Leaf Shift Dress
Laced Leaf Shift Dress
Buy Now
Madewell 90s Straight Crop Jean
Madewell 90s Straight Crop Jean
Buy Now
Quince 100% Organic Cotton Fisherman Boxy Cropped Cardigan
Quince 100% Organic Cotton Fisherman Boxy Cropped Cardigan
Buy Now
My Power 'Cord' Double-Breasted Jumper
My Power 'Cord' Double-Breasted Jumper
Buy Now
Enviably Cool Dark Wash Denim Mini Skirt
Enviably Cool Dark Wash Denim Mini Skirt
Buy Now
san francisco pumpkin patch

Looking for cute pumpkin patch baby clothes? I don’t have kids but I did some searching for you! Old Navy always has really nice and affordable baby girl and baby boy outfits in tons of sizes to fit babies to toddlers. Here’s some pumpkin patch clothing ideas!

Skeleton Snug-Fit Pajama Set
Skeleton Snug-Fit Pajama Set
Buy Now
Plaid Long-Sleeve One-Piece Romper
Plaid Long-Sleeve One-Piece Romper
Buy Now
Pumpkin Long-Sleeve Bodysuit
Pumpkin Long-Sleeve Bodysuit
Buy Now
Faux-Suede Chelsea Boots
Faux-Suede Chelsea Boots
Buy Now
Trucker Sherpa-Trim Corduroy Jacket for Baby
Trucker Sherpa-Trim Corduroy Jacket for Baby
Buy Now
Soft-Brushed Flannel Pocket Shirt for Baby
Soft-Brushed Flannel Pocket Shirt for Baby
Buy Now
Heart-Pocket Button-Front Skirt
Heart-Pocket Button-Front Skirt
Buy Now
Crew-Neck Pointelle-Knit Sweater For Toddlers
Crew-Neck Pointelle-Knit Sweater For Toddlers
Buy Now

How To Take Amazing Pumpkin Patch Photos

Let’s be honest – the main reason to go to pumpkin picking is to snap a ton of cute fall photos! Otherwise you could just pick up some canned pumpkin at the grocery store (though I do love cooking my pumpkins into tasty pie!) 

I’ve been to countless pumpkin patches, and, as a fashion blogger I’ve nailed down some tips for taking cute pumpkin patch photos to share with you! 

Go In The Evening

There’s one thing that is universal: all pumpkin patches are out in the middle of an open field. If you go at high noon, well, your photos will be bright with tons of harsh shadows.

Instead, try to go towards the end of the day. Some farm stay open until Sunset, so head there at golden hour so you can use the soft glowy light to take photos in. This way, your cute pumpkin patch outfits will shine their best! 

If you can’t go in the evening, try to be the first people into the patch in the morning instead. Basically, just avoid Noon and the bright afternoon hours. 

pumpkin patch woman skirt

Get Silly With Pumpkins

Pick them up, hold them in front of your face. Sit on them. Some of my favorite fall photos are when I got super goofy and just engaged with the pumpkins. You are in a patch after all! 

Look For Colorful Pumpkins

An orange pumpkin is classic and will always be a classic. But I find all the colorful pumpkins to be really fun for photos. Look for the white and black ones, the latter which feels super spooky for fall. You can also sometimes find green ones which pop really nicely in photos. 

Use Your Accessories

Got a hat on? Turn away from the camera to capture what we call “a hat shot” with the pumpkin patch behind you. Wearing cute boots? Hold a pumpkin by your side and take a photo waist-down to show them off. Use your accessories to help you find unique photo opps!  

Classic Radio Flyer wagon to collect pumpkins and squash at Farmer John's in Half Moon Bay, California
Farmer John’s Pumpkin Patch

I hope this helps you pick some cute pumpkin picking outfits! Fall is my favorite season (the smells! The scarves! The colors! The Halloween outfits! THE PUMPKINS!), so I love to share chilly weather style trends. Heck, I even dressed up my cat in a pumpkin outfit once, I just love this season.

Finally, some of the pumpkins I brought home are for looks only, but some are grown for baking. That leaves the next question… do I make pie or pumpkin bread?

Read Next: 30 Fall Photoshoot Ideas: Level Up Your Fall Photos With These Simple Tips
Kara

I'm the founder of Whimsy Soul (this blog you're reading!) I'm a type 3 enneagram cat lady who lives in San Francisco and loves to find everyday magic to share with others. You can probably find me hunting down hot springs with girlfriends, kayaking, cooking with my husband, petting strangers' dogs or watching like, all the things on Netflix. Follow me on Instagram for even more inspiration!

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3 comments
  1. Shandel says:
    September 30, 2019 at 1:14 pm

    Cute! I can’t wait for sweater weather!!!

    Shandel

    Reply
  2. Emili says:
    July 1, 2022 at 10:03 am

    I like your site very much and there are detailed explanations on many issues, thank you 🙏❤️

    Reply
  3. PUBG says:
    July 18, 2023 at 7:28 am

    Thanks for the

    Reply

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        Kara at Farmer John's Pumpkin patch in Half Moon Bay, California
        san francisco pumpkin patch
        san francisco pumpkin patch