Expert Advice

What to Wear on Picture Day (That You’ll Still Like Next Year)

Sep 4, 2025

When school photography season comes around, the last thing you want is a look that’s trendy today and dated tomorrow. For stylish pictures and photo books that you’ll still love for years to come, follow these tips for timeless picture day outfits.

Timeless Picks That Still Show Personality

The key to timeless school pictures is to combine classic looks with focal pieces that show your personality. For outfit inspiration, start with your favorite clothes, such as a beloved graphic tee. Then, pair them with simple accents that won’t go out of style. Think solid colors and classic components such as crewnecks, cardigans or denim jeans.

One of the best ways to add personality and anchor your outfit is with a great shoe match-up. Some of the hottest trending sneakers this fall include the Jordan 1 Mid, Nike Dunks and adidas Campus.

Tip for Parents: Encourage your kids to add personality in places other than just their clothes. Having their hair styled or adding trendy accessories can also create a unique look for back-to-school photos that won’t be dated in a decade.

oung girl walking confidently in an urban setting, wearing a bright pink GOAT graphic t-shirt, black shorts, white Nike socks, and white and pink Nike sneakers with a pink backpack.

Keep It Comfortable – and All-Day Approved

Though it might be tempting to prioritize trendier outfits over comfort, remember that you’ll probably be stuck in your picture day outfit all day, since there usually isn’t time to change. But don’t worry: You can definitely create cute picture day outfits that are still comfy enough that they won’t distract you in class. For example, try layering elements, even in warm weather, to add style in front of the school photographer that can be removed once the photo shoot is done.

One of the best ways to ensure your fit is functional and fashionable is to test run it before school picture day. That way, you can figure out if it’s comfortable enough to wear all day, and even get feedback from friends.

Tip for Parents: Remind your child that comfort leads to confidence. If they feel comfortable in their outfit, they’ll be more relaxed and confident, meaning the pictures will turn out better. This is also true for family photos, FYI!

What to Skip on Picture Day

When planning your picture day outfit, there are a few things you should avoid at all costs. Skip fashion phases or trendy picks that will fade by next week. Memes, joke tees or loud seasonal prints rarely last from one year to the next. Aim for a timeless look with pieces that are still in style season after season.

When personalizing your fit, choose looks that will still feel like “you” from one year to the next. Think about who you are at your core, and let that guide your school portrait outfit inspo.

Tip for Parents: You know your child best, so help them find pieces that match their personality through every stage from kindergarten smiles to senior pictures. 

Build It Right With Hibbett’s Back-to-School Lineup

Get ready for school photos with Hibbett’s back-to-school fashions. We cover trending looks and timeless classics to inspire your picture day outfit. Find outfits for picture day and every other day of the year online, in stores or at the Hibbett app.

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