Twig & Olive
SUMMERS CHRISTMAS TREE FARM • MIDDLETON, WI

Middleton Portrait Photography: Fur Hats, Bow Ties & a Very Good Boy

A yellow Lab in a red plaid bow tie will steal every frame. We knew it the second we pulled up. This Middleton portrait photography session at Summers Christmas Tree Farm had warmth built into every detail: golden hour light through rows of pines, matching white fur hats, and a dog who understood the assignment better than most humans.

Two men sit on a fur-draped bench with their yellow Lab in a red plaid bow tie among small pine trees

The Kind of Energy That Makes Our Job Easy

These two showed up relaxed, laughing, and completely themselves. That’s when we do our best work. There was no stiffness, no overthinking. They’d lean into each other, the dog would nose his way between them, and we’d fire off a dozen frames before anyone noticed. The rows of evergreens at Summers Christmas Tree Farm gave us depth and texture in every direction. Late afternoon light turned that dry grass field into something golden.

Two individual portraits of men each crouching in a golden grass field hugging a yellow Labrador at golden hour

We pulled in tight for individual portraits with the dog. The bond between each of them and that Lab was its own story. Then we stepped back wide to let the tree farm do its thing. That contrast between close, quiet moments and the bigger landscape is something we chase in every couples session.

Close-up of a yellow Labrador in a red buffalo plaid bow tie sitting between two seated men at Summers Tree Farm

If you’re thinking about bringing your dog to a session, do it. Pets change the whole dynamic. They break the ice, they make everyone laugh, and the candid moments around them are the ones you’ll come back to. Check out more of our couples portrait work to see what we mean.

Two men in matching white fur hats hold fur muffs on a bench in a pine field with their bow-tied yellow Lab

Those matching fur hats and muffs in the final setup? A photographer’s dream. The playfulness of the styling against the rustic tree farm backdrop gave us something unexpected. That’s exactly the kind of Middleton portrait photography we love making.

Frequently Asked Questions about Portrait Sessions at Summers Christmas Tree Farm

Can I bring my dog to a couples portrait session with Twig & Olive?

Absolutely. Dogs are welcome at any outdoor session, and we actually encourage it. Pets bring out natural reactions and genuine laughter that posed photos can’t replicate. Just let us know ahead of time so we can plan around your pup’s energy level and favorite treats.

Is Summers Christmas Tree Farm a good location for couples photos?

It’s one of our favorite spots near Middleton. The rows of evergreens create depth and texture, and the surrounding fields catch beautiful golden hour light. It works for every season and gives us a variety of backdrops without ever leaving the property.

Your Story, Our Craft

Looking for Couple Photos That Actually Feel Like You Two?

Let’s find the light, the spot, and the vibe that feels like the two of you.

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