Dreamy Holy Hill Engagement Session


If you're thinking about an engagement session at Holy Hill, let me introduce you to Brooke & Josh, the absolute best duo to show you how magical this place can be! Nestled about 30 minutes outside Milwaukee, Holy Hill Basilica is perched atop rolling Wisconsin hills, offering breathtaking views that make you stop in your tracks. Fun fact: if you make it up to the spires of the Basilica, you can actually see Milwaukee in the distance!


Brooke & Josh wanted something classic but easygoing—nothing too stiff or forced, just the two of them being themselves in a place that felt special. And Holy Hill? It delivered. From the grand Basilica to the surrounding wooded trails and open fields, every inch of this place is pure magic, especially in late summer when the light gets all warm and golden.


Now, if you’re considering a Holy Hill engagement session, here’s something important to know: They close the entire grounds (yes, the whole thing! The Lord is closed.) way earlier than you’d expect—around 6pm. We learned this the hard way and got *not so politely* kicked out along with everyone else still exploring the hill with two plus hours of sunlight left. A little ridiculous, right? But no worries! We pivoted and found a dreamy open field within view of the Basilica that I had found before the session. Where the light was perfection, and Brooke & Josh got to dance around, be a little goofy, and soak in the moment together. Honestly, those were some of my favorite shots of the day.

A couple embraces on rustic stone steps surrounded by lush greenery and trees on a sunny day.
Close up black and white photo of hands kissing an engagement ring in an intimate romantic moment.
A romantic moment between a couple sharing an intimate dip kiss in front of an ornate church doorway with arched architecture.
A couple sits together on a wooden bench at sunset with a scenic mountain overlook and vintage lamp post nearby.
A romantic couple embrace on church steps with ornate Gothic architecture and a vintage lamppost in the background.
Two people stand in front of ornate Gothic church entrance with circular rose window and stone statues.
Romantic couple embraces in a green field with church spires visible in the background at sunset.
A couple holds hands while dancing together in a grassy field with church spires visible in the distance.
A black and white photograph of a couple dancing in a field with church spires visible in the distance.
Church spires rise above trees in soft focus as a couple embraces in the blurred foreground.

Your Engagement Photos Should Be Easy


One thing I always tell my couples is that engagement sessions should feel natural and fun, not like a never-ending list of stiff poses. So instead of just telling Brooke & Josh where to stand, I gave them little prompts and movements—walking hand-in-hand, whispering their best (or worst) dad jokes, or just taking a breath together and enjoying the view. It made all the difference. Their easy, playful energy shined through, and the results? *Chef’s kiss.*


If you’re planning a Holy Hill engagement (or honestly, any Milwaukee wedding or engagement session), I’d love to help you create something just as fun, relaxed, and beautiful as this! 


Scroll through the images and reach out if you’re dreaming of your own session—I promise we’ll make it just as effortless and magical as Brooke & Josh’s day!

A romantic couple embraces in front of an ornate stone archway with columns and decorative carvings.
A couple embraces in front of an ornate stone archway with stained glass windows and red flowers.
Couple embraces in front of a grand wooden door with arched windows during a golden evening photoshoot.
Happy couple shares a romantic moment while embracing in front of an ornate door during a warm sunset.
A romantic dip pose in front of an ornate church doorway with decorative stone archway and columns.
A couple sits together on a wooden bench at sunset overlooking a scenic mountain vista with a lamp post nearby.
A romantic couple sits together on a bench at dusk with a vintage lantern post and trees in the background.
A couple sits on an outdoor bench at sunset overlooking a scenic mountain view with a vintage lamp post nearby.
A romantic couple embraces intimately in a tender moment against a sunlit backdrop.
A romantic dip pose in front of an ornate arched doorway with a couple in wedding attire.