Jessica Ann Photography

Jessica Ann Photography

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Berkshire County wedding, event and family photographer I hope you enjoy my work, and I hope to be capturing moments for years to come!

My love for photography started as a child, when my grandfather would take out his slides and projector and we would go through all of his pictures. As an adult, after being in a few weddings, and seeing what went on behind the scenes, I realized that I wanted to be the person to capture the moments of such a special day. in 2013, I bought my first entry level DSLR (ok, ok, my mom bought it for me

Photos from Jessica Ann Photography's post 08/06/2026

It was almost impossible for me to choose my favorites for this post, these four are just too cute! 😍

Photos from Jessica Ann Photography's post 08/05/2026

Shout out to the amazing hair and makeup team at our styled shoot! Our models both had such natural beauty, and these girls did an incredible job enhancing that beauty and turning it into perfection!
From Four One Three Salon: hairstylists Shelby and Lexi, and makeup artist Skylar.

𝐒𝐀𝐲π₯𝐚𝐫 π‘πžπ§ππžπ«

Photos from Jessica Ann Photography's post 07/27/2026

I'll probably spend the next two years posting about our amazing styled shoot (thanks to Rachel Reynolds Events), and Blonde N Boozy definitely deserves her own post.
Kayla is the perfect mix of professional and fun, her drinks are amazing, and how cool is this trailer?! Not to mention she's a bad ass who hauls and sets up her trailer all by herself. πŸ’ͺ
If you need a mobile bar for your wedding or event, Kayla is your girl! 🍸🍾

Photos from Jessica Ann Photography's post 07/25/2026

If you hire me for an event, at some point I'll end up with the toddlers making a mess of your new driveway. Their cuteness will make up for how not sorry I am. πŸ˜„

Photos from Jessica Ann Photography's post 07/20/2026

Jumping into Monday like:

Photos from Jessica Ann Photography's post 07/17/2026

Jupiter, the Band played at an anniversary party I shot this month, and what a great band they are! They had me singing along all afternoon. Plus, how cool are their cymbals and guitar strings?! 🎸πŸ₯

Photos from Jessica Ann Photography's post 07/11/2026

So much fun today with this sweet family, with little Paxton marching us around like our own personal trail guide πŸƒπŸ₯°

Photos from Jessica Ann Photography's post 06/29/2026

Sometimes I'm laughing so hard that I almost forget to keep taking pictures. This was one of those times. πŸ˜…

Photos from Jessica Ann Photography's post 06/27/2026

I took about 40 billion pictures at Rachel Reynolds Events styled shoot, but if you know me, you won't be surprised that my first shout out is to Norman, Lulu and Bud, our beautiful horse models. 🐴
It was my first shoot with horses, but I hope it won't be my last! (Yes, I spent equal time petting them as I did shooting, and yes I did stay after our shoot was over to get a tour of the barn and pet the rest of the horses, goat and beagles.) Such a fun day!!!

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Adams, MA
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