I don’t post a lot of extended family photo sessions but I shoot them a lot, especially in the last few years! It can be a lot to navigate everyone’s schedules, outfits and preferences, but the results are so worth it! I know from personal experience how rare it is to be able to get […]

I’ve been photographing this family for years (since their engagement session in 2018!), but was so excited when they said they were down for photos on the beach at the Cape! I love the feel of these photos: they are the essence of being a carefree kid in the summertime on the beach.

I loved photographing this Spring maternity session in Boston in mid-April! Cherry blossom bloom in the city is my favorite- the Back Bay shines and it’s like the comes back to life after a long winter. Lindsey and Anton are so sweet and going to make the best parents! Caroline Winn is a Boston family photographer […]

I know Fall in New England is a favorite for families looking to get photos taken, but let me tell you: Spring is so underrated and quickly becoming a favorite of mine! I did a bunch of family sessions during the cherry blossom bloom in Boston in April and am obsessed with the results! Caroline […]

The other day, I had our wedding album out on our coffee table for something and my daughter (who’s 3.5) started flipping through the pages. She excitedly pointed out her grandparents, aunts and uncles, and even her friend’s parents, calling everyone out by name. She commented on how pretty my dress was. She couldn’t believe […]

If you’re wondering what to wear for your spring photo shoot, I’m sharing a few tips plus a list of dresses that are flowy and flattering. What to Wear for your Spring Photo Shoot Spring Dresses 1. Baltic Born Eyelet Maxi 2. Amazon V-Neck Dress 3. Altar’d State Maxi 4. Nothing Fits But Dress 5. […]

I loved photographing Michaella, Nathan and their daughter last summer around her first birthday! Their outfits complimented the Boston Public Gardens and Beacon Hill backdrop perfectly, and I love how these photos have such a classic, timeless look!

It was truly a pleasure to photography brand new baby Nathan, his brother, Charlie, and parents at their home in Melrose last week! Charlie is already the best big brother and loved snuggling Nathan during the shoot! Their pup Lula even made an appearance 🙂 Caroline Winn is a Boston family photographer specializing in maternity, newborn, […]

There’s nothing I love more than Cape Cod family sessions. They’re carefree, fun, beautiful, and always have a special nostalgia or meaning behind the area for my clients. These photos of Kate and Charlotte at South Cape Beach in Mashpee give me all the summertime Cape feels!! I am now booking Summer 2023 Cape Cod […]

I photographed Baby Jack in Boston back in 2020 during the pandemic, when all my newborn sessions were outside. This family wanted a complimentary outdoor look for baby #2’s photos as well. It was so fun to see Jack as a big brother and meet his little sister, Quinn!