Family of four at Sugar Pines Tree Farm in Cleveland, OH

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What to Wear for Your Winter Family Photoshoot in Cleveland

January 22, 2024

Are you planning a winter family photoshoot in Cleveland and searching for inspiration on outfits that will keep you feeling warm but looking cool (pun intended)? Read on to discover what to wear for your winter family photoshoot.

Family in front of red barn during winter family photoshoot in Cleveland

Layers are your bestie

If you’re a Midwesterner like me, you understand the challenge winters bring. It’s cold, gray and usually snowy. Putting together the perfect outfits for a winter family photoshoot involves ensuring everyone looks great and stays warm throughout the session, and it can be tricky. One word: LAYERS.

Family of four at Sugar Pines Tree Farm in Cleveland, OH

First up, the adults: opt for cozy sweaters, flannels, long dresses, stylish coats, warm insulated boots, down vests, hats, etc. Next, for the kiddos, consider layering up with thermal onesies and tights or long johns under outfits like dresses, jumpers, or overalls. Be mindful of adding too much bulk or oversized coats that may hinder capturing your little one’s precious face in photos.

Winter family photoshoot at Sugar Pines in Cleveland, OH

Adding warmth & texture to your winter family photoshoot

Enhance your winter family photoshoot outfits with a warm knit blanket. I love to wrap everyone up in a big cozy blanket during a chilly outdoor session. The family stays warm, and I can capture sweet moments of togetherness. It’s a win-win. 

Family cuddled up in front of Christmas tree

Coordination is key

Ok, now this one is important. Repeat after me: coordinate, don’t match. Coordinating outfits for a winter family photoshoot in Cleveland is a little bit of a dance—it’s all about finding the right rhythm without stepping on each other’s toes.

Family walking through trees

Opt for neutrals like soft grays, muted whites, beiges, browns, and blues. If you prefer pops of color, rich jewel tones like deep greens, blues, and burgundy reds stand out against a snowy backdrop.

Little girl kissing mom on cheek during winter family photoshoot

Limit busy prints and avoid repeating patterns. If Dad wears a plaid flannel, steer clear of clashing plaid prints for the kids. If mom sports florals, avoid busy prints on the rest of the family.

Accessories for your winter family photoshoot

Accessories for your winter family photoshoot go beyond aesthetics; they’re about staying warm too. (Remember that first part about layers being your bestie?!). Complement the color palette with cute scarves, hats, and gloves for the kids, an elevated puffer vest or jacket for dad, and a chic coat for mom.

Three siblings smiling at tree farm

And the finishing touch—shoes! For a classic winter look, boots are your best bet in terms of style and comfort, because no one wants icicle toes during their family photos. Knee-high or ankle boots work well for moms, and a leather boot like this is a great option for dads. And for the kiddos, go for water-resistant and winter-appropriate footwear. I love these boots for boys and these booties for girls. 

Mom, dad and son walking through Christmas trees at Sugar Pines in Cleveland, OH

So there you have it—your guide to rocking your winter family photoshoot outfits! Finally, no matter what you do when braving the cold for a winter family photoshoot, remember this: let go of any expectations, embrace what unfolds, be present with your family, and most importantly, have fun! 

Laughing family during winter family photoshoot

Hey there and thank you for stopping by! I’m Mackenzie, owner of Mackenzie Romagni Photography, a birth, newborn, and family photographer serving growing families in Cleveland and Northeast Ohio. I hope you found my “What to Wear for a Winter Family Photoshoot in Cleveland” blog post helpful. 

Interested in learning more about booking a birth, newborn, or family session with me? Contact me here to connect! Not quite ready yet? No problem! Follow me on Instagram or join my email list here to stay in the know.


Mackenzie Romagni is an award-winning Cleveland and Northeast Ohio birth, newborn, and family photographer. She offers documentary birth and natural and relaxed lifestyle newborn and family photography.

Mackenzie is based in Cleveland and serves all of Northeast Ohio, including the following counties: Lorain, Medina Summit, Cuyahoga, Geauga, Lake & beyond.

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