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Love, Olive Co.’s Guide to the Perfect Pumpkin Patch Day 🎃🍂

by Libby Tafe on October 16, 2025

There’s something magical about pumpkin patch season. The crisp air, golden leaves, and cozy layers make it one of our favorite times of year at Love, Olive Co. Whether you’re heading out for cute fall photos, a day date, or a family outing, we’re here to help you plan the perfect pumpkin patch day—from what to wear to what to bring.

So grab your favorite drink and let’s dive in! 


🎒 Step 1: Plan the Perfect Day

Pumpkin patches are full of charm—and photo ops! Before you go, think about what kind of experience you want.

  • For families: Find a patch with hayrides, corn mazes, or petting zoos.

  • For friends: Choose a spot with cider donuts, photo stations, and cozy picnic spots.

  • For couples: Look for sunset pumpkin patches or “date night” events with live music and lights.

Pro Tip: Go earlier in the morning or later in the afternoon for softer lighting and smaller crowds—your photos will look even dreamier. ✨


👗 Step 2: What to Wear — Pumpkin Patch Edition

At Love, Olive Co., we believe fall fashion should be both cute and comfortable. You’ll be walking, bending, and picking pumpkins—so the goal is effortless style that moves with you.

Here are our favorite outfit formulas for the perfect pumpkin patch look:

🍁 1. The Dress + Boots Combo

A midi or maxi dress is always a win for fall photos. Try warm tones like rust, olive, or cream that match the autumn backdrop. Pair your dress with ankle or knee-high boots and a light cardigan or shacket for an easy layered look.

Love, Olive Co. Picks:


👖 2. The Classic Jeans + Cozy Sweater Look

You can’t go wrong with denim and a soft knit. Try pairing high-waisted jeans with a slightly oversized sweater tucked in at the front for a relaxed but flattering fit.

Love, Olive Co. Picks:

Add a wide-brim hat and a crossbody bag for that effortlessly styled touch.


🧥 3. The Layered Overall Outfit

Overalls are the perfect mix of playful and practical—ideal for an outdoor fall day! Layer them over a long-sleeve fitted tee or lightweight sweater. You’ll look cute and be comfortable enough to pick all the pumpkins you want.

Love, Olive Co. Picks:

Finish the look with sneakers or ankle boots and a cozy beanie.


📸 Step 3: Capture the Moment

Let’s be honest—pumpkin patch photos are a must! Here are a few quick tips to get those aesthetic fall photos you’ll want to post immediately:

  • Natural light is your best friend. Morning or golden hour gives that dreamy glow.

  • Use props! Hold a pumpkin, toss leaves, or sit on hay bales for fun lifestyle shots.

  • Coordinate with friends or family. Choose complementary colors like cream, sage, rust, or brown for a cohesive look without being too matchy.

  • Candid beats posed. Laugh, walk, twirl, or pick a pumpkin naturally—the best photos happen when you’re having fun.


🧺 Step 4: Pack the Essentials

A little prep goes a long way in making your pumpkin patch day smooth and enjoyable.

Here’s your must-have checklist:
✅ Reusable tote or basket (for pumpkins + small finds)
✅ Refillable water bottle
✅ Hand wipes (because pumpkin stems = sticky)
✅ Sunglasses or hat
✅ Blanket (for a cozy photo moment or impromptu picnic)

And of course… a pumpkin flavored drink to complete the fall vibe. 🍂


💕 Step 5: Make It a Tradition

Pumpkin patches aren’t just for photos—they’re for making memories. Whether you go every year with your kids, your besties, or your partner, turning this outing into a fall tradition makes it even more special.

You could even make it an annual mini photoshoot! Look back each year at how your style (and maybe your pumpkins!) have evolved.


🍂 Final Thoughts

At Love, Olive Co., we’re all about celebrating the little moments that make each season feel special—and there’s nothing quite like a cozy October day spent at the pumpkin patch. From soft sweaters to flowy dresses, every outfit should help you feel confident, comfortable, and totally you.

So bundle up, grab your camera, and head to your local patch. The pumpkins (and the perfect outfit) are waiting! 🎃💛


🛍️ Shop the Look

Get your pumpkin patch outfit ready with our favorite Love, Olive Co. pieces:

👉 Shop New Arrivals
👉 Find Your Next Signature Dress
👉 Follow Us on Instagram for Style Inspo

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