Wisconsin wedding photographer - intimate bride and groom portrait smiling joyfully under flowing bridal veil with golden light by Bailey Bryn Photography Milwaukee

Milwaukee, Wisconsin

Capturing TimelessMoments

Artful wedding, family, and portrait photography that celebrates your unique story.

Bailey Bryn with her husband and two sons - Milwaukee family and wedding photographer

Nice to Meet You

Hi, I'm Bailey

I'm a photographer, devoted wife, and proud mom to two little boys based in Milwaukee, Wisconsin. With over a decade of experience, I bring warmth and expertise to every session.

My background includes a Bachelor's in Child & Adolescent Development and a Master's in Education—making me uniquely equipped to work with families of all kinds, including those with special needs.

I believe your family's love shines through best when you're being yourselves. That's why I focus on documenting genuine emotions you'll treasure forever.

I specialize in Milwaukee wedding photography, family portraits, and newborn sessions. Check out my photography blog for session tips and location guides.

As Featured In

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Services & Pricing

My Offerings

Every session is custom-tailored to fit your needs, ensuring images that are uniquely you and tell your story authentically. Serving Milwaukee, Wisconsin and Illinois.

Weddings photography by Bailey Bryn Photography Milwaukee Wisconsin

Weddings

As a Milwaukee wedding photographer, I specialize in candid, documentary-style coverage with a touch of guided portraits. From vows to dance floor moments, I preserve your day with timeless, heartfelt imagery.

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Engagement Sessions photography by Bailey Bryn Photography Milwaukee Wisconsin

Engagement Sessions

Capture your love story with romantic, natural engagement photography in Milwaukee and across Wisconsin. These sessions highlight your genuine connection, giving you timeless images that feel true to you.

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Sessions photography by Bailey Bryn Photography Milwaukee Wisconsin

Sessions

Whether in my natural light Milwaukee studio or outdoors, I create a relaxed space for families, couples, and maternity sessions. Your photos will feel authentic, timeless, and filled with genuine emotion.

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Newborn & Milestones photography by Bailey Bryn Photography Milwaukee Wisconsin

Newborn & Milestones

Capture those fleeting first days and special milestones at Studio 11:11 in Bay View, Milwaukee. From newborn sessions to first birthday cake smashes, I document every precious stage.

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Ready to Book?

Sessions from $400 | Weddings from $2,100

Custom packages available

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Recent Work

Featured Galleries

Browse my recent wedding, engagement, family, maternity, and newborn photography sessions from the Milwaukee area and beyond.

Lakeside Summer Wedding - Weddings photography at Wisconsin by Bailey Bryn Photography

Wisconsin

Lakeside Summer Wedding

Rustic Manor Bride - Weddings photography at Rustic Manor 1848, Wisconsin by Bailey Bryn Photography

Rustic Manor 1848, Wisconsin

Rustic Manor Bride

Rustic Creek Session - Engagements photography at Milwaukee, Wisconsin by Bailey Bryn Photography

Milwaukee, Wisconsin

Rustic Creek Session

Yerkes Observatory Session - Engagements photography at Williams Bay, Wisconsin by Bailey Bryn Photography

Williams Bay, Wisconsin

Yerkes Observatory Session

In-Home Newborn Session - Families photography at Milwaukee In-Home Session by Bailey Bryn Photography

Milwaukee In-Home Session

In-Home Newborn Session

Growing Family - Maternity photography at Studio 11:11, Bay View by Bailey Bryn Photography

Studio 11:11, Bay View

Growing Family

First Birthday Cake Smash - Milestones photography at Studio 11:11, Bay View by Bailey Bryn Photography

Studio 11:11, Bay View

First Birthday Cake Smash

Studio Newborn Session - Newborn photography at Studio 11:11, Bay View by Bailey Bryn Photography

Studio 11:11, Bay View

Studio Newborn Session

Serving Milwaukee, Waukesha, Lake Geneva, and surrounding Wisconsin areas

Book Your Session

Don't Wait to Preserve Your Memories

Limited availability for 2025 & 2026 weddings. Newborn sessions book up fast!

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Client Love

Kind Words

"Bailey captured our wedding day perfectly. Every photo tells a story and brings back all the emotions from that special day. She made us feel so comfortable and the results exceeded our expectations."

Sarah & Michael

Wedding

Working Together

The Experience

Personalized Consultation

We'll discuss your vision, style preferences, and create a custom plan for your session.

Relaxed Photo Session

I guide you through natural poses while capturing authentic moments and genuine emotions.

Careful Curation

Each image is hand-edited with attention to detail, ensuring beautiful, timeless results.

Quick Delivery

Your gallery is delivered within 2-3 weeks, with options for rush delivery when needed.

Wedding ring detail nestled in baby's breath flowers
Parents lovingly kissing their newborn baby
Romantic couple portrait at golden hour by the lake
Mother tenderly cuddling her newborn baby

Common Questions

Frequently Asked Questions

I recommend booking 12-18 months in advance for peak wedding season (May-October). For off-season weddings, 6-9 months is typically sufficient. Popular dates book up quickly, so the earlier you reach out, the better chance of securing your date.

Yes! While I'm based in Milwaukee, Wisconsin, I travel throughout the state and beyond. Travel within 50 miles of Milwaukee is included. For destinations further away, travel fees may apply. I've photographed weddings across Wisconsin, Chicago, and destination locations.

The ideal window for newborn photography is within the first 5-14 days after birth. During this time, babies are sleepier and more flexible, allowing for those precious curled-up poses. I recommend booking your session during your second trimester to ensure availability.

I recommend coordinating colors rather than matching outfits. Neutral tones, soft pastels, and earth tones photograph beautifully. Avoid busy patterns, logos, and neon colors. I provide a detailed style guide after booking to help you plan the perfect outfits.

Wedding galleries are delivered within 6-8 weeks. Engagement, family, and portrait sessions are delivered within 2-3 weeks. Newborn sessions are delivered within 2 weeks. You'll receive a beautiful online gallery where you can view, download, and share your images.

Yes! I offer flexible payment plans for all packages. A retainer is due at booking to secure your date, with the remaining balance due before your session or wedding day. I want to make professional photography accessible for every family.

Have another question? Get in touch

Get in Touch

Let's Create Together

Ready to capture your special moments? I'd love to hear about your vision. Fill out the form or reach out directly—I respond to all inquiries within 24 hours.

Location

Milwaukee, Wisconsin

Response Time

Within 24 hours, M-F 9AM-5PM CST

Ready to Book Your Session?

Click below to open my contact form and tell me about your vision for your wedding, family session, or portrait. I can't wait to hear from you!

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