Kelly Benvenuto | Wedding Photography | Boston, New England » Intimate and authentic wedding photography in Boston, New England and Beyond

I met up with Liz and Alexis on a recent afternoon at their condo in Roslindale, because of course their kitty needed to be in some of their engagement photos! Alexis and Liz are lucky to live near Arnold Arboretum, and they showed me some of their favorite spots, including the view of the Boston skyline, and the grove of pine trees. I’m excited to be photographing their wedding next summer at the Codman Estate, where they’ve planned lawn games and an epic dance party.

happy and relaxed at home engagement portrait in Roslindale
happy and relaxed Arnold Arboretum engagement portrait
casual engagement portrait in Arnold Arboretum
casual Arnold Arboretum engagement portrait with Boston skyline
relaxed engagement portrait in Arnold Arboretum
sweet Arnold Arboretum engagement portrait of a same sex couple
autumn silhouette at the Arnold Arboretum
fall engagement portrait under the ginko trees at Arnold Arboretum


It was such a treat to spend the afternoon with Anna and Stef for their Jamaica Plain engagement. I met them at their apartment, and was welcomed with a cup of Stef’s special order English breakfast tea to warm up from the damp and drizzly fall weather. These two like playing games together (Stef proposed to Anna with the assistance of Bananagrams), so they settled in for a round. After a little cuddling on the couch and a brief appearance by their cat, we headed out for a walk toward Jamaica Pond. To our delight, the rain had passed and the sun was working its way out. We made our final stop at a colorful mural before calling it a day.

laid-back documentary engagement session playing games
relaxed at home engagement session playing games
relaxed at home engagement session with cat
sweet at-home Jamaica Plain engagement session
authentic fall engagement session at Jamaica Pond
authentic fall engagement session at Jamaica Pond
silly authentic fall engagement session in Jamaica Plain
classic same-sex engagement portrait in Jamaica Plain
Jamaica Plain engagement portrait with mural


Jess and Chris brought me to one of their favorite places, World’s End in Hingham, for their engagement session. This is where they take their puppy for hikes, and where Chris proposed to Jess. We wandered the different paths, lingered at the bench where they got engaged, admired the colors of the changing foliage, and soaked in the glorious sunshine just before sunset. My goal during engagement sessions is always to create candid and affectionate images that feel true to the couple, as well as a few more classic portraits that will please parents and grandparents. At one point during our time together, the light was so dramatic that I couldn’t resist playing around with something a little different, and asked Jess to channel her inner Beyoncé (which she did exceptionally well between a few giggles).

engagement portraits with fall foliage at World
relaxed fall engagement session, Hingham
relaxed fall engagement session, Hingham
happy engagement session at World
fall engagement session at World
dramatic light during an autumn engagement session at World
moody fall engagement photos at World


Rebecca and Craig are oenophiles and historians, so we met up for a glass of wine before hitting the streets for their Beacon Hill engagement session. I recommend that my clients do something fun or go out for a drink before the engagement session, so it was a no-brainer for them to head to one of their favorite Boston wine bars – Bin 26 Enoteca.

It’s always fun to walk through Beacon Hill; I love the old world feel, and am always noticing something new. To get to know my clients better, I’ll often ask lighthearted questions along the lines of “If your fiancé/e was a _______ what would he/she be?” Of course with Rebecca and Craig, I had to ask what varieties of wine they’d be, and there was no hesitation in their responses. According to Craig, Rebecca would be a zinfandel, and I think Rebecca said Craig would be some kind of pinot – but the answer was lost to my ears by the immediate laughter of how accurately each described the other.

affectionate Beacon Hill portrait
laughing engagement photos in Boston's Beacon Hill neighborhood
relaxed engagement photos in Boston's Beacon Hill neighborhood
relaxed engagement photos in Boston's Beacon Hill neighborhood
engagement photos in Boston's Beacon Hill neighborhood
relaxed engagement photos in Boston's Beacon Hill neighborhood
silly and authentic engagement photography in Boston's Beacon Hill
moody rainy Beacon Hill engagement photography

  • Peggy Gabour - Loved these…ReplyCancel

  • Genelyn Gonzaga - Sooo sweet!
    Love you bothReplyCancel

  • Torri Nicole DeSilva - SO CUTE!ReplyCancel

  • Julia Danielle - I love these! They are goofy and adorable just like you too!!!ReplyCancel

  • Molly Kathleen - beautiful photos !ReplyCancel

  • Peggy Leary Gabour - Love them all…nice …great capture on their happiness. .ReplyCancel

  • Meredith Quirk - You two look great together! So happy for you both ReplyCancel