Engagement season is officially here, and there’s nothing more heartwarming than witnessing two people begin their forever journey together. Arielle + Jesse are officially engaged, and I had the incredible honor of being their Maryland proposal photographer and capturing their magical moment at the picturesque Old Westminster Winery in Maryland.

This location was so beautiful that I even booked it for my upcoming birthday with friends! It is the most stunning backdrop for a day with friends and even a proposal! Arielle’s radiant smile and Jesse’s heartfelt gesture were a joy to document, with the stunning winter scenery adding to the magic. Nothing compares to the sparkle of a shiny new diamond paired with the warmth of holiday cheer!

Jesse had this proposal planned and during our meetings, we helped curate the perfect surprise proposal for Arielle. As a Maryland proposal photographer, my goal is to capture your memories while keeping it all a secret and surprise for your soon to be fiance!

Why Choose Old Westminster Winery?
Old Westminster Winery is a dream location for proposals. Its rolling vineyards, rustic charm, and breathtaking views set the perfect romantic stage. Imagine saying “yes” with a glass of wine in hand and the beauty of Maryland’s countryside surrounding you. Not to mention the staff are EXTREMELY accommodating, kind and just genuinely helpful.

If you’re planning to pop the question this engagement season, don’t let the moment pass without a professional photographer to capture it. I’ll help you plan the perfect surprise and document every candid reaction and detail. Let’s make your proposal unforgettable. Reach out today to book your Maryland proposal photography session and create memories that last a lifetime.

Contact me to reserve your spot this engagement season! 💍✨

Ready to celebrate love? Follow my journey for more proposal stories and inspiration on Instagram @caitlinmariegilbert!