An intimate newport wedding - J + B

Jackie & Brent are so sweet, fun & truly have hearts of gold. Their family and friends, who I got to know when photographing Jackie’s brother’s wedding and even more so throughout her day, are also some of the kindest, supportive people around.

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Sharing two more family sessions from the Fall today! How fun are these? I love when families lean into having fun together during their session! Caroline Winn is a Boston family photographer specializing in maternity, newborn, and family photography. She serves the greater Boston area (including Lexington, Arlington, Winchester, Melrose, Concord, Lincoln and more) and […]

February 4, 2025

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I don’t photograph at the Bradley Estate a ton but whenever I do I am reminded how much I love it there! (Such a great Boston area wedding venue too!) It was so fun catching up with these two adorable families in mid to late October in Canton. Caroline Winn is a Boston family photographer […]

January 31, 2025

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Two adorable mini sessions to share with you today! First, a long time CWP client in Concord. Love following this family from engagement photos to their wedding day, and now baby #2 is in the mix! So fun! Another mini session with another past wedding couple! I photographed sweet Everett’s newborn photo session in January […]

January 30, 2025

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Always love seeing this adorable family! I photographed their engagement photos and wedding photos in 2017 and it’s so fun to see them every year! We met at the Wayside Inn Grist Mill in Sudbury, a spot I haven’t been to in years (and then ended up there three separate times this Fall!) and I […]

January 29, 2025

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Such a fun Fall family session in Lexington! Love this adorable family! Caroline Winn is a Boston family photographer specializing in maternity, newborn, and family photography. She serves the greater Boston area (including Lexington, Arlington, Winchester, Melrose, Concord, Lincoln and more) and Cape Cod in the summertime. If you love these photos, and you are […]

January 25, 2025

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I met Kendall & Myles for their engagement session in the Boston Public Gardens at sunrise on a Friday morning and we were met with a beautiful glowy sun and a quiet city! I loved wandering the city with these two, hearing about their wedding plans for their upcoming celebration at the Rosecliff Mansion in […]

January 24, 2025

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I love holding family mini sessions at Wingaersheek Beach in Gloucester once a year in September! It’s seriously one of my favorite things I do all year. It was so fun to reconnect with past clients and have a little fun in the sand! This September, we got an unseasonably warm day and the beach […]

January 23, 2025

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Maddie & Steven’s wedding at Wychmere Beach Club’s new venue The Dunes was so much fun! Maddie had a clear vision of what she wanted for her day and her photos: candid, fun, organic. And their bridal party certainly understood the assignment! Photos were filled with lots of laughs, celebration and fun, and that continued […]

January 22, 2025

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This was my second time photographing this adorable family and these two remind me SO much of my daughters! We ran around, spun in circles, gave tickles and hugs, and more! Such a fun summertime session in Sudbury! Caroline Winn is a Boston family photographer specializing in maternity, newborn, and family photography. She serves the […]

January 21, 2025

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Keara grew up going to Rye, NH every summer and once they started dating, Sean started joining her on her annual trips away with her family. So naturally, Jenness Beach in Rye, NH seemed like the perfect spot to photograph their engagement session! It was a beautiful sun-kissed evening to spend on the beach getting […]

January 18, 2025

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Get to know ME

Fueled by equal parts sweet tea and passion, I spend my days capturing the kinds of images that make you stop, smile and ask time to please slow down. Your story, your love, is beautiful and I can't wait to capture it in images you will treasure for years to come. 

I believe in real moments and heartfelt conversations on the front porch. In the kinds of images that remind you of the joy that can be found in the simplest of moments together. 

WEDDING & PORTRAIT PHOTOGRAPHY FOR PEOPLE WHO BELIEVE LOVE TRUMPS ALL

I'm Caroline

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