Twig & Olive
SUMMERS CHRISTMAS TREE FARM • MIDDLETON, WI

About a Dozen We Love: A Summers Tree Farm Engagement Session

When both people in a couple pick different favorites and neither can narrow it below twelve, that tells us everything. This Summers tree farm engagement session at Summers Christmas Tree Farm in Middleton gave us a gallery where every single image earned its spot.

Couple sitting together against a tree at golden hour during their Summers tree farm engagement session

Too Many Favorites Is the Best Problem

“Matt and I both have different ones. Matt’s is at the top and mine is below. Honestly, there’s about a dozen we really love.” That message stopped us in our tracks. It’s the kind of feedback that keeps us going.

The rows of evergreens at Summers create this layered, textured backdrop. It shifts depending on where you stand and how the light falls. We shot wide to let the trees do their thing, then pulled in close for the quieter moments. Late afternoon light filtered through those rows with warmth and zero harsh shadows. If you’re considering a Middleton engagement session, this farm is worth every minute.

What made this session work wasn’t just the location. It was how relaxed these two were together. They laughed easily, leaned into each other naturally, and never once looked posed. That kind of connection separates a good gallery from one where you genuinely can’t pick a favorite. We’ll take that problem every time.

If you’re looking for engagement photos that actually feel like you, take a look at our couples portfolio to see more of what we do.

Frequently Asked Questions about Engagement Sessions at Summers Christmas Tree Farm

When is the best time for engagement photos at Summers Christmas Tree Farm?

Late spring through early fall gives you the best light and the greenest rows of trees. We recommend scheduling about 90 minutes before sunset so we can catch golden hour as it moves through the farm.

How do we book a couples session with Twig & Olive?

Start by reaching out through our contact page. Tell us a little about yourselves, where you’re thinking for a location, and what time of year works. We’ll take it from there.

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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