Winter Park Wedding Photographer
Award-winning, documentary-style wedding photography for Winter Park couples. Relaxed. Honest. Unforgettable.
Your Winter Park Wedding, Told Exactly How It Felt
Winter Park is one of the most beautiful places in Central Florida to get married — and one of the most rewarding places to photograph a wedding. The Spanish moss, brick streets, lakeside light at golden hour, and the warmth of the venues here make for images that feel genuinely different from a ballroom wedding in a chain hotel.
I've been photographing weddings in and around Winter Park for over 15 years. Whether you're planning an intimate ceremony in a garden, a celebration at a historic venue, or a lakeside reception along the Chain of Lakes, I know how to read the light, pace the day, and find the quiet moments no one else captures.
The Knot has named me to their Hall of Fame — four Best of Weddings awards and hundreds of couples later, I'm still just as committed to getting it right for every single wedding I cover.
15+ Years. 500+ Couples. Zero Stiff Portraits.
Most people aren't comfortable in front of a camera. My job is to change that. I work quietly in the background until you forget I'm there — and that's when the best photos happen.
Winter Park weddings tend to attract couples who care deeply about the details: the venue, the florals, the feel of the day. I bring that same level of care to every frame.
- The Knot Hall of Fame — 4× Best of Weddings
- Photos delivered in 2–4 weeks
- Engagement session included with full packages
- Available for elopements, micro-weddings & full celebrations
- LGBTQ+ affirming
"He made us extremely comfortable, has a very talented eye, and most importantly, listened to what we needed and wanted. He worked so well with our other vendors and made sure to capture our story to a T. Look no further."— Susie & Michael · Bridlewood Ranch, Clermont, FL
"Christopher Gillyard is just PHENOMENAL!!! He captured memories that we will cherish for a lifetime! I will eternally be thankful for him!"— AnnaMaria & Gabor · SeaWorld Discovery Cove, Orlando
"His energy is infectious. He makes sure you're having fun and comfortable the entire time. I can't imagine our wedding photos being in anyone else's hands."— Jennifer & Juvi · Estate on the Halifax, Port Orange
"He was so accommodating and made the daunting task of taking pictures genuinely enjoyable. Our photos came back faster than we expected and were beyond anything we imagined."— Laura & Josh · Hard Rock Hotel, Universal Orlando
Winter Park Wedding Photography — FAQ
Do you photograph weddings at venues in Winter Park, FL?
Yes — Winter Park is one of my most-requested locations. I've worked at venues throughout the area and I'm familiar with the best light, timing, and hidden spots that make Winter Park weddings so beautiful. Whether your venue is indoors or along the Chain of Lakes, I know how to work with the environment to get stunning images.
How far in advance should we book?
As soon as you have your venue and date locked in. Fall and spring weekends in the Orlando / Winter Park area fill up fast — I only take a limited number of weddings per year so every couple gets my full attention. Six to twelve months out is ideal.
What is your coverage area beyond Winter Park?
I serve all of Central Florida — Orlando, Apopka, Maitland, Oviedo, Casselberry, Lake Mary, Sanford, Kissimmee, Celebration, and beyond. I also travel for destination weddings statewide and worldwide.
Do you offer engagement sessions in Winter Park?
Yes — and Winter Park is honestly one of the best places for engagement photos in Central Florida. The brick streets of Park Avenue, Mead Botanical Garden, and the Chain of Lakes all make for incredible backdrops. Engagement sessions are included with my full wedding packages.