the investment guide
Investment Guide
the
Your wedding photography experience with me begins long before the day itself. From the very first message, my goal is to make this process feel effortless, warm, intentional, and entirely centered on you.
Every email, every call, every timeline edit is crafted to ensure that when your wedding day arrives, you can simply live it. I’ll be there to guide you naturally, calm the nerves, and quietly create the kind of photographs that don’t just look beautiful but they feel like your day.
the core of my work
A Curated, Connection Based Approach
Winterlyn Stebner
a note from
Hello! I’m Winterlyn, a Chicago-based wedding photographer who values connection, intention, and timeless style. My approach is rooted in the belief that your wedding day isn’t just an event to photograph, it’s a story to live in, feel, and remember. I want you to show up and be together, while I quietly (or playfully) weave through the day capturing those genuine moments.
From our first call you’ll experience a process designed for ease: thoughtful planning + helpful resources + clear communication so you feel confident and excited. Many couples share how they “felt completely at ease in front of the camera,” or how I “made the entire process smooth and enjoyable.” On your wedding day I’ll be present, calm, and ready. Handling the logistics, fixing details you’ll never think about, and staying ready for the moments you will.
After the big “I do,” you’ll receive your images quicker than expected. Your gallery will tell a full story, laughter, tears, confetti, portraits, details, candid fun — so you feel like you’re reliving the day. And when your friends and family open your photos they’ll feel like they were there too. One couple told me, “The investment in Winterlyn Photography was, without a doubt, one of the best decisions we made for our wedding." My promise to you: a meaningful experience, beautiful imagery, and a legacy of love captured. If that sounds like what you’re looking for, I’d be honored to document your day.
Winterlyn is pure behind the camera. Every single photo is breathtaking.
Beyond her incredible talent, Winterlyn made us feel so comfortable and cared for. She’s calm, kind, and such a reassuring presence on a whirlwind day. She truly feels like a close friend and I’m so glad she got to witness our love story.
— Bethany & Craig
magic
PRESENCE
What Sets The Experience Apart
the method
Taking extra care with the details of your experience, I will do everything in my power to help you feel a grounding connection to the moment. I want you to be able to completely appreciate and feel the gravity of what’s taking place.
rarity
I have an eye for fashion-forward compositions with a reverence for real, genuine moments. So, you can enjoy an effortlessly timeless aesthetic in every image, along with a full capture of your authentic experience. Every photograph will convey a humanist, yet fine-art feel, as that is the core of my style.
preservation
Keeping in mind that this is the beginning of a legacy, your photographs will be captured and edited with an understanding that they will be passed down for generations. Defying trends and creating captures that will be loved for years.
Weekend
Coverage
Our most comprehensive offering, crafted for couples hosting a multi-day celebration or weddings with layered details and elevated experiences.
TOTAL INVESTMENT — $12,000 USD
* Up to 12 hours of wedding day coverage
* Lead Photographer, Winterlyn, + Second Photographer, Antwonette
* Photography assistant
* Rehearsal Dinner or Welcome Event Coverage (up to 2 hours)
* Signature Engagement Session (2+ hours, extended creative direction)
* 12x12 Heirloom Wedding Album
* Two 8x8 Parent Albums
* Priority sneak peek gallery delivered in 48 hours
* Full online gallery of high-resolution images
* Comprehensive timeline planning and vendor coordination
* Travel within Chicago
Full Story
Coverage
Our most requested offering. An elevated storytelling experience with space to capture every chapter of your day with intention, artistry, and ease.
TOTAL INVESTMENT — $9,500 USD
* 10 hours of photography coverage
* Lead Photographer, Winterlyn, + Second Photographer, Antwonette
* Photography assistant
* Signature Engagement Session (1.5 hours, 2 outfits, 2 locations)
* A 10×10 custom wedding album to beautifully preserve your story
* Priority sneak peek gallery in 48 hours
* Full online gallery with high-resolution images
* Custom photography timeline planning
* Collaboration with your planner and vendor team
* Travel within Chicago
Signature
Coverage
This collection is highly customizable, allowing you to tailor your experience with thoughtful add-ons such as a second photographer, additional coverage hours, or a handcrafted wedding album designed to preserve your day beautifully.
TOTAL INVESTMENT — 7,500 USD
* 8 hours of photography coverage
* Lead Photographer, Winterlyn, + Second Photographer, Antwonette
* Dedicated photography assistant
* 48-hour sneak peek gallery (150–200 curated images)
* Full online gallery of high-resolution images
* Personalized timeline consultation
* Vendor coordination to ensure a seamless photography flow
Additional Hourly Coverage
STARTS AT $700
Heirloom Albums
STARTS AT $1200 plus tax
A LA CARTE OFFERINGS
Engagement Session
STARTS AT $750 USD
thank you notes
Her skill behind the lens was only outmatched by her kindness, joy and warm personality. We couldn't have asked for a better experience.
— Jamie & Connor
"Winterlyn captured the most moments of our life; we are forever grateful."
meaningful
That in-the-moment feeling will be captured in photographs
"If you’re looking to work with a kind soul, who will answer all your questions and requests with kindness and understanding, take beautiful pictures, and do it all with skill, speed, and proficiency, then we highly recommend Winterlyn!"
— O & L, The Rookery
like these.
CURATED
CURATED
Yes! You’ll receive 50+ edited images within 48 hours of the wedding, perfect for social media announcements, and to help ease the anticipation while you wait for the full gallery.
Do you send a sneak peek?
Home is Chicago, and I have been privileged to capture wedding stories from New Orleans to just around the corner here in Illinois. I would be honored to join you, no matter the location.
where are you based?
Travel fees are customized based on your wedding destination. A flat rate will be included in your custom proposal to cover the airfare, lodging, rental car and other key travel expenses.
what are your travel fees?
After we’ve completed the booking process, a communication channel will be established with your planner. I’ll work closely with them to ensure all timelines are aligned and no detail is overlooked.
how will you work with our planner?
frequently asked questions →
My approach is a delicate mix of lifestyle, photojournalism and editorial, with an emphasis on the moment. You can expect careful guidance, simple posing and encouragement to just be yourself.
how do you pose?
If you haven’t done so already, please schedule your consultation. That gives us the chance to connect, discuss your vision, and clarify the best coverage options for you. After the consultation, you’ll receive a custom proposal and can book your date(s) with a signed contract and service retainer.
how do we book?
LET'S BEGIN
You deserve a photographer who sees the full picture, not just the timeline, but the emotion and meaning woven through every hour of your day. My promise is to document your story with care, artistry, and heart. When you open your gallery, you won’t just see how beautiful your wedding looked — you’ll feel how it felt to live it. That’s the legacy I want to create for you.
To ensure that your date is fully reserved, please set up a consultation with me. We will go over your preferred collection and any other notes. Last, but not least, allow me to express my sincere gratitude. I look forward to hopefully working together.
Tell The Story
of a
Lifetime
BOOK your consultaion