Classic Boston Winter Engagement Session

Written By Annalee Durland-Jones

S+C opted for a classic Boston engagement session. The two met at North Eastern so Boston will forever have a place in their hearts.

Our journey through classic Boston areas began at Acorn Street in Beacon Hill. The cobblestone streets adorned with festive Christmas wreaths created a whimsical, winter atmosphere. The charming doors and architecture of this historic area make it one of our favorite places for a city engagement session.

Rouvalis, with its ornate decorations, was the next stop on our adventure. We then continued to Seaport, where the city skyline provided a breathtaking backdrop. On this chilly day, we witnessed both a wedding first look and a spontaneous engagement nearby, adding an extra layer of magic!

The Boston Harbor Hotel's iconic American flag became the final backdrop for their engagement portraits, capturing the fading sunlight. As the session concluded, S+C, ventured to a local bar to watch the Patriots play, wrapping up the day in a celebration of both their engagement and their shared love for Boston.

With the promise of warmer days ahead, we can’t wait for their wedding this summer.

Engaged couple look into each other's eyes at Beacon Hill in MA
Fiance kisses her fiance on his cheek on Beacon Hill in Boston Engagement Session
Couple puts their cheeks together and smile at Beacon Hill in Boston Engagement Session
Engaged couple poses on brick sidewalk on Acorn Street in Beacon Hill Boston, MA
Couple kisses on Acorn Street at Beacon Hill Boston Engagement Session
Couple looks into each other's eyes and giggle at Beacon Hill Engagement Session
Couple stands and smiles on Acorn Street in Beacon Hill Engagement Session, MA
Couple stands and smiles on Acorn Street in Beacon Hill Engagement Session, MA
Couple stands and kiss on Acorn Street in Beacon Hill Engagement Session, MA
Couple kiss on driveway in Beacon Hill in Boston, MA Engagement Session
Engaged Couple stand and smile in front of Rouvalis Flowers in Beacon Hill Boston, MA
Engaged Couple kiss in front of Rouvalis Flowers in Beacon Hill Boston, MA
Engaged Couple go forehead to forehead in front of Rouvalis Flowers in Beacon Hill Boston, MA
Engaged Couple stand and smile in front of Rouvalis Flowers in Beacon Hill Boston, MA
Close up image of engagement ring in evergreen plants
Boston City Skyline with Boston Harbor Hotel and Custom House Tower
Couple smiles at Fan Pier Park Engagement Session
Couple smiles at Fan Pier Park Engagement Session
Couple kisses at Fan Pier Park Engagement Session
Couple smiles at Fan Pier Park Engagement Session with the Boston Skyline in Background
Couple looks off at the city at Fan Pier Park Engagement Session with the Boston Skyline in Background
Bride smiles at Fan Pier Park Engagement Session with the Boston Skyline in Background
Couple smiles at Fan Pier Park Engagement Session with the Boston Skyline in Background
Groom smiles at Fan Pier Park Engagement Session with the Boston Skyline in Background
Couple walks along the water and smile at Fan Pier Park Engagement Session with the Boston Skyline in Background
Couple walks along the water and smile at Fan Pier Park Engagement Session with the Boston Skyline in Background
Couple smiles at each other at Fan Pier Park Engagement Session with the Boston Skyline in Background
Engaged couple poses for portrait at Fan Pier Park Engagement Session with the Boston Skyline in Background
Engaged couple pose and walk for portrait at Fan Pier Park Engagement Session with the Boston Skyline in Background
Engaged couple sit down and smile in park at Fan Pier Park Engagement Session with the Boston Skyline in Background
Engaged couple sit down and smile in park at Fan Pier Park Engagement Session with the Boston Skyline in Background
Engaged couple sit down and smile in park at Fan Pier Park Engagement Session with the Boston Skyline in Background
Engaged couple sit down and smile in park at Fan Pier Park Engagement Session with the Boston Skyline in Background
Engaged couple's hands with engagement ring at Fan Pier Park Engagement Session with the Boston Skyline in Background
Engaged couple sit down and smile in park at Fan Pier Park Engagement Session with the Boston Skyline in Background
Engaged couple walk along the water at Fan Pier Park Engagement Session with the Boston Skyline in Background
Fiance puts her head on her fiance's shoulder at Fan Pier Park Engagement Session with the Boston Skyline in Background
Fiance looks back for portrait at Fan Pier Park Engagement Session with the Boston Skyline in Background
Fiance looks back for portrait at Fan Pier Park Engagement Session with the Boston Skyline in Background
Fiance looks back for portrait at Fan Pier Park Engagement Session with the Boston Skyline in Background
Couple kisses at Fan Pier Park Engagement Session with the Boston Skyline in Background
Couple dip kisses at Fan Pier Park Engagement Session with the Boston Skyline in Background
Couple kisses at Fan Pier Park Engagement Session with the Boston Skyline in Background
Engaged couple smiles at the Boston Harbor Hotel Engagement Session
Woman hugs her fiance and puts her head on his shoulder at the Boston Harbor Hotel Engagement Session
Engaged couple hug at the Boston Harbor Hotel Engagement Session
Engaged couple smiles at the Boston Harbor Hotel Engagement Session
Engaged couple stand and smile under American flag at the Boston Harbor Hotel Engagement Session
Engaged couple dip kiss under American flag at the Boston Harbor Hotel Engagement Session
Annalee Durland-Jones
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