Jessica Ann Photography

Jessica Ann Photography Berkshire County wedding 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

for Christmas), and spent my free time learning photography. I love being a part of the best day of a couple's life, and capturing all the love and beauty that is shared throughout their special day.

Brought home some cupcakes by Madi Cakes Home Bakery from the Northern Berkshire Events Committee Pop up Market today......
05/30/2026

Brought home some cupcakes by Madi Cakes Home Bakery from the Northern Berkshire Events Committee Pop up Market today...absolutely delicious!! 🧁

I had the honor of shooting the Elizabeth Freeman Center Fifty Years of Service Gala at Barrington Hall, so much communi...
05/27/2026

I had the honor of shooting the Elizabeth Freeman Center Fifty Years of Service Gala at Barrington Hall, so much community support for an amazing organization!
With delicious food from Flavours, music by Jolly Ranchers, special guests State Rep. Leigh Davis and Paul Mark, gorgeous centerpieces by Flowers, Flowers!, all brought together by Only In My Dreams Events.
There was a special video from Elizabeth Banks, a powerful speech by a survivor, and the night was filled with laughs thanks to "the singing auctioneer" Andy Kelly.
We are very lucky to have an organization like the Elizabeth Freeman Center in our community. Hearing the statistics from director Divya was eye opening and heartbreaking, but also incredible to know that so many staff, volunteers and donors care so much about helping our community. πŸ’œ

Raise your hand if you would be interested in a Christmas in July mini shoot! πŸ™‹β€β™€οΈπŸ™‹β€β™‚οΈI love taking Christmas photos, bu...
05/26/2026

Raise your hand if you would be interested in a Christmas in July mini shoot! πŸ™‹β€β™€οΈπŸ™‹β€β™‚οΈ
I love taking Christmas photos, but I can't say I love being out in the cold for 8 hours πŸ₯Ά, so I'm wondering if anyone else feels the same and would like to be warm and be able to check Christmas photos off their to-do list in advance this year.

~If you're a venue/vendor who would be interested in collabing, shoot me a message!

Land of the free, because of the brave πŸ‡ΊπŸ‡Έ
05/25/2026

Land of the free, because of the brave πŸ‡ΊπŸ‡Έ

I have so many photos to share from the Elizabeth Freeman Center Gala, but I just had to give the Flavours food its own ...
05/16/2026

I have so many photos to share from the Elizabeth Freeman Center Gala, but I just had to give the Flavours food its own post. 🀀

Rachel Reynolds Events view ➑️ final product 🀩
05/10/2026

Rachel Reynolds Events view ➑️ final product 🀩

I caught what I believe was a 2 year old bald eagle (please correct me if I'm wrong, I'm clearly not a bird expert πŸ˜„) ha...
05/06/2026

I caught what I believe was a 2 year old bald eagle (please correct me if I'm wrong, I'm clearly not a bird expert πŸ˜„) hanging out in Cheshire yesterday, SO cool! I noticed him in the tree, grabbed my camera and he let me get one shot before he flipped around and stared right at me. 😳 I remember when bald eagles were on the endangered species list, so it's always amazing to me to see them right in our own backyards! πŸ¦…

Guess who the official photographer for Pickle Fest is!!!If you know anything about me (or have gone out to eat with me,...
04/09/2026

Guess who the official photographer for Pickle Fest is!!!
If you know anything about me (or have gone out to eat with me, and had to forfeit your pickle), you know this is the the perfect event for me!
Hope to see everyone there, July 18th from 12-6!

Facebook.com/events/1387661809468919

04/07/2026

If we say Spring's name three times, it has to show up, right??
Let's hear all your favorite locations for spring photos! 🌺🌷🌸
*video of the only one in Massachusetts who enjoyed the April snow

I took so many photos of Whiskey City at ThunderFest , I thought they could use their own album! They braved the cold an...
03/29/2026

I took so many photos of Whiskey City at ThunderFest , I thought they could use their own album! They braved the cold and put on an amazing show for Adams!

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Adams, MA
01220

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