What to Wear

for a Family Portrait Session

Here are a few wardrobe tips if you need a little inspiration. None of these are hard-and-fast rules, only observations on what tends to photograph beautifully. I hope this will help you spend less time deciding and more time enjoying the session.


How to Start

Pick an outfit around which to build the rest of the family’s looks. If your kids are younger, start with your outfit. What makes you feel confident and fabulous? If you have a particularly opinionated teenager, agree on their outfit and go from there.

Whatever you choose, make sure it moves with you. Clothing that shows movement can bring a photograph to life. On a more practical note, depending on everyone’s ages, there may be some running, some twirling, or maybe a piggyback ride, so outfits that restrict movement will show on your faces before they show it in the photos.


Choosing Colors

The goal is to coordinate, not match. Select two or three colors that pair well together, then let everyone wear their own version of that palette.

Warm neutrals are the easiest starting point and never look dated: cream, ivory, taupe, camel, soft sage. From there, add one or two richer accent tones to keep the palette from feeling flat. Classic options include rust, mustard, deep plum, or pale blue.


Consider the Setting

The location of your session will affect what looks best. A quick starting point for the three types of locations:

Along the water

Pear Tree Point Beach · Pinkney Park


Cream, warm beige, soft taupe, dusty slate blue, other softer shades. Heavier fabrics — linen blends, a chunky knit — hold their shape against the wind better than anything flimsy. Long dresses or skirts move beautifully out here.

Wooded & open grounds

Waveny · Irwin Park · Farm Creek Preserve · Mather Homestead


Olive, rust, mustard, plum, warm chocolate brown, grounded with a charcoal or navy. This is where texture really shines, whether it’s a sweater layer, corduroy, or a quilted “shacket” on a guy.

In the studio

At Calderwood Photography Studio


A clean backdrop means your outfit is the only color in the frame, so this is the place to reach for something richer if you would like. A jewel tone, a deep solid, or neutrals work well here, too. Structured pieces that fit well, like a blazer or tailored blouse, create clean lines against the background. Do steer clear of pure white and pure black, as both can read harsher in this kind of photography than they do in the mirror.


A few practical notes

Dress for the coldest person in the family

If your youngest gets chilly fast, layer them up with a knit sweater or a warm hat. A cold toddler will not smile for the camera, no matter how good the outfit looks. On chillier days, I stash hand warmers in my pockets and happily share them, but it’s better to avoid getting too cold in the first place.

Texture over flat color

A cardigan, a scarf, or a jean jacket — all three of these add depth to a photo without adding pattern, and they’re an easy way to make an outfit feel a little more finished.

Shoes matter more than you’d think

If it’s too cold to go barefoot at the beach, closed-toe shoes hold up better than flip-flops or sandals, whether on grass or sand. Boots are a good bet almost everywhere in the fall, as are “fashion” sneakers, but avoid bright white sneakers or ones very clearly meant for actual athletic pursuits. 


What to skip

  • Neon. Bright, saturated colors often reflect that color onto skin, particularly under the chin.
  • Big logos. Brand names and graphics pulls focus from faces and can date a photo quickly the moment the brand goes out of style..
  • Very small stripes. They can photograph strangely up close, called the moiré effect.
  • Several prints all at once. One patterned piece is plenty; keep everything else solid or textured.

Most importantly, please wear what feels like you. These guidelines are a starting point, not a rulebook, and the best photos come from families who feel like themselves in front of the camera, whether that is blazers and high tops or the sparkliest, twirliest dress that is your child’s current favorite. Years from now, you may notice the outfits, but you will linger on remembering the feeling of being together at this stage.

I can’t wait to see what you choose!

Warmly,

Katharine