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5 Cute Outfits Perfect for a Trip to the Apple Orchard Fall 2021

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Wondering how to dress for a trip to the orchard for apple picking this fall 2021? After all, there are likely to be great photo ops! Here’s what to wear to the orchard to go apple picking in style this fall 2021 – our five best ideas for a cute outfit for women for autumn weekends outside with family and friends.

what to wear for apple picking in the orchard this fall

How should you dress for a trip to the orchard for apple picking trip this year? After all, you want to be comfortable and confident – and you also want to show up chic in all those photos you’ll be taking.

What to wear to the orchard to go apple picking this fall 2021 – 5 ideas for a cute outfit for women.

Happily, it’s pretty easy to nail this one. A few simple rules, a few smart choices, and you’re good to go. We’ve had apple picking adventures of almost every kind: on a date; as young marrieds; with our girlfriends; with toddlers; and with teenagers. Hot days. Cloudy days. Days when there were very few apples so we had to walk a long way. Days when we took a hayride.

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Through all of these scenarios, a few simple truths have become clear. Our rules of the road for looking stylish and unfussy for an excursion to the apple orchard are simple and time-tested. First, dress in layers, because it can get surprisingly hot when you’re deep into the orchard. Second, wear comfortable sturdy footwear. Third, go with a hands-free bag.

What to wear to the orchard to go apple picking this fall 2021 – 5 ideas for a cute outfit for women.

And finally, we advise that you opt for soft colors and fluid fabrics – because a carefree spirit and a breezy outlook are always in style when hunting for produce outdoors.

what to wear to the orchard to go apple picking this fall 2021 - 6 ideas for a cute outfit for women
What to wear to the orchard to go apple picking this fall 2021 – 5 ideas for a cute outfit for women.

See how easy? With those broad guidelines, here are six ways to play the apple picking look in fall 2021. Even if you’re just making a run to the supermarket for a few Red Delicious.

5 cute outfits for women to wear to the orchard for apple picking this fall 2021

1. what to wear for apple picking: lightweight floral dress + denim jacket + ankle boots + crossbody

What to wear to go apple picking this fall 2021, option 1. Courtesy Photo.

Start with this lovely romantic floral mini from ALÉMAIS (a new brand that we’re already in love with).

What to wear to go apple picking this fall 2021

BUY NOW: $375.

Add an oversized white or pastel denim jacket, like this one from Frame.

 

BUY NOW: $378.

Add sturdy and chic ankle boots that can handle climbing trees if necessary. If you want to go all-in as a fashionista, lace up these new Puddle Bomber boots from Bottega Veneta.

What to wear to go apple picking this fall 2021

BUY NOW: $990.

Finally, keep it hands-free with a cute neutral colored cross-body bag like this one from See by Chloe.

What to wear to go apple picking this fall 2021

BUY NOW: $350.

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2. what to wear for apple picking: chunky sweater + jeans + trainers + backpack.

What to wear to go apple picking this fall 2021

Start with an oversized cable knit sweater like this olive green one from Max Mara.

BUY NOW: $1,060.

Add straight leg jeans, like this indigo pair from FRAME.

What to wear to go apple picking this fall 2021

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Everyone we know loves On Running trainers – so get on board with this pair. Made from a waterproof knit, these navy Cloud trainers are created to withstand all conditions. Including a muddy apple orchard.

BUY NOW: $150.

This sky blue nylon backpack from Marc Jacobs is a jaunty (and lightweight) way to be hands free.

What to wear to go apple picking this fall 2021

BUY NOW: $250.

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3. what to wear for apple picking: plaid shirt + tank top + shorts + wellies.

What to wear to go apple picking this fall 2021, option 3. Courtesy Photos.

The oversized plaid shirt is a staple for apple picking outfits. We’re loving this pink, white and grey one from Isabel Marant Étoile.

What to wear to go apple picking this fall 2021

BUY NOW: $430.

Pair it with a tank in a soft color. This light grey tank with a square-neck silhouette from Raey is a good option.

What to wear to go apple picking this fall 2021

BUY NOW: $86.

Raey also nails the cool black shorts that make this whole look come together.

What to wear to go apple picking this fall 2021

BUY NOW: $107.

Finish the look with a hip pair of wellies. Ganni’s recycled rubber-blend pair comes in black. But we kind of love the unexpected twist of the khaki green colorway for this look. Your call.

What to wear to go apple picking this fall 2021

BUY NOW: $200.

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4. what to wear for apple picking: midi skirt + sweater vest + stompy boots + hat.

What to wear to go apple picking this fall 2021, option 4. Courtesy Photos.

Blazé Milano’s rust-brown Highland sleeveless sweater is the epitome of chic autumn style.  It’s also strongly on-trend for fall winter 2021. For a polished apple picking outfit, layer it over a crisp white shirt.

BUY NOW: $912.

The print on this whimsical linen midi skirt from Agua by Agua Bendita looks like an apple orchard – but on closer inspection, you’ll see its actually figs on the vine.

What to wear to go apple picking this fall 2021

BUY NOW: $420.

Balenciaga’s black Strike stompy combat boots are deliberately distressed – so nothing you encounter on your apple picking trip will faze them (or wreck them).

BUY NOW: $1,050.

This Maison Michel fedora hat is made in an autumnal camel color is made from waterproof felt. Just in case a shower passes through while you’re in the middle of your apple picking trip. ‘Cause that could totally happen.

What to wear to go apple picking this fall 2021

BUY NOW: $780.

5. what to wear for apple picking: shacket or chore jacket + tee + corduroys.

What to wear to go apple picking this fall 2021, option 6. Courtesy Photos.

Isabel Marant Étoile’s “shacket” – aka a shirt jacket – is a classic in checked wool herringbone. It’s the perfect weight and texture for a day in the orchard, so why not channel your inner British Royal by building your outfit around it?

What to wear to go apple picking this fall 2021

BUY NOW: $595.

Keep the proportions in line with slim trousers like this white corduroy pair from Nili Lotan.

BUY NOW: $433.

And show some skin with a deep V-neck tee like this one from Raey (which is made of recycled yarn).

What to wear to go apple picking this fall 2021

BUY NOW: $98.

Add a pop of color with fun boots, like this pale pink faux leather pair from Stella McCartney. These Trace Chelsea boots are made from eco-friendly materials from heel to toe. If you venture out later in the fall, toss on a scarf like this hot pink one from Loewe.

BUY NOW: $605.

What to wear to go apple picking this fall 2021

BUY NOW: $390.

what to wear for apple picking this fall 2021

That’s our take on how to dress for a trip to the orchard for apple picking this fall 2021. Don’t forget the sunscreen, the sunnies and a bit of sass and you’ve got everything you need for a great trip to the orchard this fall. Have fun out there!

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For access to insider ideas and information on the world of luxury, sign up for our Dandelion Chandelier Newsletter hereAnd see luxury in a new light.

This article contains affiliate links to products independently selected by our editors. As an Amazon Associate, Dandelion Chandelier receives a commission for qualifying purchases made through these links. 

see luxury in a new light

Join our community! For access to insider ideas and information on the world of luxury, sign up for our Dandelion Chandelier newsletter. 

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Join our community! For access to insider ideas and information on the world of luxury, sign up for our Dandelion Chandelier newsletter. 

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