15 Pretty, Practical Outfits to Wear Apple Picking
As far as we're concerned, apple-picking can (and should) be considered a thing all year round. If you're one of the people who rapidly wants to head out to the nearest farm for a crisp Pink Lady, you might want to start planning what to wear to go apple picking ASAP. After all, a little outdoor activity calls for a functional outfit that will beat the weather but also look cute on your (almost mandatory) IG. If you didn't Instagram it, did it even happen?
From oversize sweaters to ankle boots and overalls to fuzzy fleeces, the 15 apple-picking outfits ahead are both pretty and functional so you can enjoy your outdoor adventure in style.
You can't go wrong with oversize sweaters and chunky boots.
Knee-high boots are also a favorite when apple picking.
Upgrade your track pants with bold tones and a chic sweater.
Bandana + Skirt + Tights + Cowboy Boots = Ideal Apple-Picking Formula
Just adding a hat will instantly upgrade any look.
This bucket bag was practically made for collecting apples.
Low-key and comfortable also make for a great apple-picking look.
There isn't a time or place where you can't wear a good monochromatic look.
Channel the colors of fall for your comfortable apple-picking attire.
Styling hack: Cinch your puffer with a belt bag to bring your look from sporty to stylish.
Doesn't get more pretty and practical than a monochrome athleisure outfit.
Proof that oversize puffers are the perfect addition to any outfit.
When you feel like making a statement, look no further than this outfit.
A Canadian tuxedo is pretty much the ideal apple-picking outfit IMO.
This outfit clearly works in all weather conditions.
This post was published at an earlier date and has since been updated by Aleksija Vujicic. An apple-picking must-have? Cowboy boots. These are the best five brands.
-
Sorry, Crewneck Tees—in 2026, Everyone With Taste Will Be Layering Sweaters Like ThisThe recipe for a perfect winter outfit.
-
The Ashley Olsen Way to Make Simple Black Coats Look Chic, Not BoringIt's so easy, yet so impactful.
-
Looking Stylish This Fall Means Wearing Your Pretty Dresses With This Unexpected ItemHere's how to master the look.
-
Anyone Can Wear a Cardigan, But Only Fashion People Wear Them Like *This*Take note.
-
5 Street Style Trends From Milan Fashion Week That Will Be Everywhere This FallTake notes.
-
This Dated Denim Pairing Is Suddenly the Chicest Way to Wear Jeans for Fall 2025Easy and stylish.
-
Everything Who What Wear Editors Saw, Wore, Did, and Ate During NYFWLet's dive in, shall we?
-
Paris Hilton's World: Her Pink Motorola Razr, Favorite Y2K Looks, and What 11:11 Media Means to HerA glimpse into the life of this savvy entrepreneur.
