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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Another family who I have seen through engagement session to wedding day (times two because Covid!) and now baby boy number 3! They came to the studio in late January and it was so fun to capture their adorable family – three kiddos under 4! Caroline Winn is a Boston family photographer specializing in maternity, newborn, […]

March 15, 2026

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Baby Colin was born only a month or two after my son so this was a fun one to capture! I felt like I was very much “in it” with this adorable little fam. After three kids, it’s still wild to me how quickly the newborn phase passes in the blink of an eye. It […]

March 4, 2026

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Osterville is absolutely my favorite area of the Cape. Gorgeous views, beautiful homes, picturesque spots at every turn. It feels quieter and more quaint than a lot of other spots on the Cape. It was so wonderful to capture this sweet family in a town that means so much to them. We got such a […]

March 4, 2026

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I’m excited to finally share this adorable family of 3, soon to be 4! Emilia was a sweetheart, she’s going to make the best big sister! This family session doubled as a pregnancy announcement session and I love how the photos turned out! Cape Cod family sessions are quickly becoming a favorite of mine and […]

March 4, 2026

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Stella, who I photographed in 2023, is a big sister! It was so nice to photograph baby #2 for this sweet family. Teddy is such a cutie and was so happy in his sisters arms : ) Caroline Winn is a Boston family photographer specializing in maternity, newborn, and family photography. She serves the greater Boston […]

March 4, 2026

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There’s nothing more special than photographing a couple’s wedding, and then continuing to document their live and love story as the years go on. Katlyn & Brian got married in 2022 and now they are expecting a baby girl! It was so nice to reconnect with them and catch up during such an exciting time. […]

March 4, 2026

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There’s something so wonderful about capturing a family right before they expand their family: the anticipation, excitement, nerves. Those days as a family of three are so special and something you’ll treasure forever. You don’t quite understand how you could possibly love another baby as much as your first and then surprise, your heart doubles. […]

February 4, 2026

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Richie is one! Here are some photos from the cutest 1st birthday in studio session, including balloons and a cake smash. First birthdays are such a special milestone to capture and my all white studio in Lexington provides the perfect blank canvas for us to tailor your session however you’d like! Caroline Winn is a Boston […]

April 8, 2025

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This was my second year holding Christmas Family Mini Sessions in the studio (see last years’ holiday sessions) and it is quickly becoming one of my favorite events of the year! I typically hold these sessions in November right as the foliage is gone and it’s getting a bit too cold to comfortably take littles […]

February 7, 2025

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I love getting to see and photograph so many families every Fall and capture kiddos as they grow & change from year to year. Some of these families were new to me this year and some I have been photographing for almost 10 years! This is one of my favorite locations for Fall family mini […]

February 6, 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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