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What to Wear Apple Picking/Pumpkin Picking

Posted by Roam Often on
What to Wear Apple Picking/Pumpkin Picking

Pumpkin spice lattes are available at Starbucks again, and we all know what that means: the fall is here! 

From the changing of the trees to that crisp autumn air, the fall is a beautiful time of year. One of our favorite fall activities is going apple picking or pumpkin picking. You get to pick out your future jack-o-lantern, gather ingredients for an apple pie, and spend time with friends and loved ones. 

If you love a trip to the apple orchard or pumpkin patch, read on. We share our top tips for what to wear apple or pumpkin picking!

Lean into the season

Look around you. The fall is full of rich, gorgeous colors. Let the season be your color palette! 

Opt for earthy tones and dark shades of orange, hunter green, maroon, gray, and cream. Black or denim jeans are a perfect fall go-to, and they go with any fall color you choose for your top. 

Women throwing leaves in fall outfit

Keep it cozy

Speaking of tops, we love a sweater during the fall. A traditional sweater always looks cute, or you can (pumpkin) spice things up with an off the shoulder sweater or a chic striped turtleneck. 

Is the weather a bit more cool where you are? Stay warm with a denim jacket, brown trench coat, or flannel vest. 

Bring your boots

It’s official: Boots are the shoe of fall. If you’re going apple picking, bring your favorite pair of lace-up boots. Your soles will thank you!

If you’re just strolling through the pumpkin patch, you can get away with more of a fashion shoe. Knee length boots look divine over pants or with a dress, and there’s something distinctly fall about suede. Just choose a pair with a chunky heel so you don’t get stuck in the field!

Expecting rain? Get yourself a colorful pair of rain boots.

Top it off with a hat or beanie

Whether you’re apple picking or pumpkin picking, you’ll be spending time outside. That means you can expect some sun, even if the weather forecasts a cloudy day. Protect your face with a fabulous floppy hat and pair of sunglasses. 

Feeling more cozy vibes? Wear a beanie instead!

Accessorize for activity

Apple and pumpkin picking are pretty active activities. You’ll be bending down, reaching up, and walking around. So, you’ll want to keep your accessories simple. A tasteful pair of studs, a simple necklace, and a fashion watch are all great options. 

And don’t forget the ultimate fall accessory: a scarf! We recommend a blanket scarf for its versatility. You can wear it like a traditional scarf, draped around your shoulders, or styled as a vest. And when you’re ready to sip your apple cider or hot cocoa with that special someone, it doubles as a blanket! What’s not to love?

With your cozy fall-inspired outfit and a smart pair of boots, you’ll be the belle of the patch. Have fun picking your apples or pumpkins!

For more fall style ideas, check out our Pinterest board.

Roam often, stay stylish.

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About Roam Often

Roam Often was founded by female travelers who decided to make products that make traveling easier while keeping you feeling confident and fashionable on-the-go. Here you'll find travel jewelry cases, travel scarves, hair tie bangles, and other travel accessories. We also feature various travel, fashion, and jewelry tips on our blog. Roam often, stay stylish!


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