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Engagements & Couples

Cate & Colton 43.jpg

Lorena & Issiah Engagement Session 163_websize.jpg

Alyssa%252B%252526%252BKupono%252B%25252830%252529.jpg

Englann & Simpson 145.jpg

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Julia & Lewis 70.jpg

Christina+_+Brett+Engagement+Session+32.jpg

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Brittany _ Nick Engagement Session 90.jpg

Becca & Alex Engagement Session 111_websize.jpg

Liza & Brad 136_websize.jpg

Emily _ Brandon 5.jpg

Hannah & Bill Engagement Session 18.jpg

Chelsea & Petter 39.jpg

Englann _ Simpson 81.jpg

Libby & Ash Engagement Session 62_websize.jpg

Serena & Alejandro Engagement Session 334_websize.jpg

Anna & Anthony 88.jpg

Diana _ Theo 39.jpg

Ozzie _ Nahiely 33.jpg

Ruby _ Jayson (44).jpg

Perri & Jesse 19.jpg

Alyson _ Dan Engagement Session 83.jpg

Becca & Alex Engagement Session 173_websize.jpg

Lorena & Issiah Engagement Session 190_websize.jpg

Elise & Ryand (89).jpg

Jalynn & Carolyn 95_websize.jpg

Brittany _ Nick Engagement Session 128.jpg

Sarah & Jake Engagement Session 163_websize.jpg

Lauryn _ Neil Engagement Session 103.jpg

Christina _ Brett Engagement Session 168.jpg

Erin _ Nathan Engagement Session 122.jpg

Katie _ Greg Engagement Session 51.jpg

Diana _ Theo 31.jpg

Alyson _ Dan Engagement Session 138.jpg

Becca+_+Derek+25.jpg

Katie+_+Simon+14.jpg

Chelsea & Eric Engagement Session 234_websize.jpg

Jack _ Lindsey (2).jpg

Chelsey+%26+Peter+Engagement+Session+329_websize.jpg

Sam+%26+Zack+Engagement+Session+93_websize.jpg

Sarah+%26+Matt+38.jpg

Chandler+_+John+Engagement+Session+45.jpg

Emily _ Brandon 45.jpg

Alyssa _ Kupono (50).jpg

Erin _ Nathan Engagement Session 99.jpg

Jordan _ Jason Engagement Session 124.jpg

Shelagh _ Ryan 22.jpg

Brian _ Jeff 54.jpg

Shendi & Augie Engagement Session 49.jpg

Jillian _ Russell Engagement Session 49.jpg

Lauryn _ Neil Engagement Session 40.jpg

Sarah & Zack Engagement Session 91.jpg

Emily & Jared 8_websize.jpg

Chloe & Richie 30.jpg

Erin+_+Nathan+Engagement+Session+118.jpg

Jordan & Jason Engagement Session 141.jpg

Brooke _ Brady Engagement Session 44.jpg

Gina & Paul Engagement Session 82.jpg

Julia _ Lewis 71.jpg

Meghan & Joe Engagement Session 45_websize.jpg

Sam & Zack Water Couples Session 127_websize.jpg

Chelsey & Peter Engagement Session 20_websize.jpg

Amanda & Mark Couples Session 4_websize.jpg

Jordan & Jason Engagement Session 109.jpg

Serena & Alejandro Engagement Session 222_websize.jpg

Katie _ Greg Engagement Session 112.jpg

Ashley & Max Mini Session 33_websize.jpg

Stacy & Jake Engagement Session 240_websize.jpg

Rachelle & Jim Couples Session 38_websize.jpg

Jillian _ Russell Engagement Session 108.jpg

Cate & Colton 3.jpg

Brooke _ Brady Engagement Session 39.jpg

Marissa & Shawn Engagement Session 58_websize.jpg

Jalynn & Carolyn 102_websize.jpg

Home Page Review 5.jpg

Emily & Brendan Engagement Session 132_websize.jpg

Kait & Shaine Couples Session 158_websize.jpg

Erin & Mike Engagement Session 73_websize.jpg

Carly & Christian Engagement Session 186_websize.jpg

Rachelle & Jim Couples Session 33_websize.jpg

Sam & Zack Engagement Session 193_websize.jpg

Lindsey & Cooper Engagement Session 8_websize.jpg

A fall wedding at the @bedfordvillageinnweddings now on the blog — read all about Hannah & Andrew’s beautiful day at this special NH venue 🍂
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Venue: @bedfordvillageinnweddings
HMU: @lustreandwaves
Florist: @jacquesflow

Sweet details and moments with baby Remy 🤍
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#bostonnewbornphotographer #bostonnewborn #massachusettsnewbornphotographer #bostonfamilyphotographer #massachusettsfamil

A guide to planning a wedding at one of my all time favorite venues in New England @willowdaleestate now on the blog 🤍 From the most perfect getting ready spaces to endless photo spots and indoor/outdoor options for both ceremony & reception, Wi

Shalyn & Christopher at one of my all time favorite spots for their engagements, @bplboston 🤍
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#bostonengagementphotographer #bostonweddingphotographer #bostonpu

Happy Friday! Here’s a little fun introduction post for the new year — swipe along to learn a bit about me & my business❣️ I’m actively booking for 2026 and recently 2027 so reach out if you’re interested in chatting about

A new offering for 2026…Branding photos! I’m so excited to finally offer branding photos this year for businesses 🎉 I had the honor of capturing my oldest friend @cassieilana branding photos a few weeks ago — as a registered dieti

A few favorite landscape photos of Donna & Cameron at the gorgeous @mountaintopresort ✨
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Venue: @mountaintopresort
Hair: @hillaryfaystudios
Makeup: @glamhouse_beautystudio
Florals: Meadow’s Edge via @mountaintopresort

Arianna on her wedding day 🤍
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Venue: @theredbarnweddings
Hair: Claribel Caceres Makeup: @tlc.glam
Florals: @fordflower
Videographer: @bridge2video
DJ: @nuimageentertainment
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The second the holidays are over I’m daydreaming about tropical destinations and warm weather — missing this beautiful day on Saint Lucia and dance parties on a sunset boat ride 😩🌴
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Happy 2026! Beyond excited for all the beautiful celebrations this year holds 😭 For now, I’ll continue to share some past weddings I can’t stop thinking about. An intentional California destination wedding celebrating Margot & Chloe

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©ASHLEY OLAFSSON PHOTOGRAPHY

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BASED IN BOSTON & WORLDWIDE