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Sarah & Gannon are planning their wedding for next year and their love of Boston made it an easy choice to celebrate their engagement with an iconic romantic portrait session within the city. Both adore the charm of the Boston Public Garden and the surrounding historic neighborhoods. They wanted their portraits to feel deeply connected to the city, using the locations themselves as framing elements to create timeless images. We intentionally scheduled their session for the early morning hours, and it resulted in some of the most beautiful engagement portraits of the year.

Engaged couple strolling hand in hand through the tree-lined Commonwealth Avenue Mall during an early morning Boston engagement session

An Early Morning for Dreamy Light & an Intimate Experience


Sarah & Gannon are planning their wedding for next year and their love of Boston made it an easy choice to celebrate their engagement with an iconic romantic portrait session within the city. Both adore the charm of the Boston Public Garden and the surrounding historic neighborhoods. They wanted their portraits to feel deeply connected to the city, using the locations themselves as framing elements to create timeless images. We intentionally scheduled their session for the early morning hours, and it resulted in some of the most beautiful engagement portraits of the year.

Engaged couple walking arm in arm under tree-lined Commonwealth Avenue Mall during early morning Boston engagement session

Commonwealth Avenue Mall


We began our session along the elegant Commonwealth Avenue Mall. This tree-lined promenade is one of Boston’s most beautiful spaces, stretching from Back Bay to the Public Garden, blending historic charm with stunning nature. At dawn, the long colonnade of tall trees filtered the rising sun, casting gorgeous beams of light through the canopy. The soft light and long grassy paths created a perfect stage for both romantic close-ups and natural action portraits of Sarah & Gannon strolling together.

Groom-to-be lifting and embracing fiancée with joyful expression on Commonwealth Avenue Mall in Boston engagement photos
Romantic close-up of couple embracing with dreamy backlight in tree-lined Commonwealth Avenue Mall during Boston engagement session
ARE YOU RECENTLY ENGAGED?


Hi, I’m Greg — a Boston wedding and engagement photographer.


If you’re dreaming of engagement photos that feel personal, cinematic, and true to your love story than you’re in the right place!

I’ve photographed hundreds of couples across Boston’s most iconic locations (and plenty of hidden gems, too), and I believe that your experience should feel just as good as the images look. Let's connect, I'd love to hear about your ideas for your Boston engagement and wedding day!


Boston wedding photographer Gregory Hitchcock standing on a pier at sunset, smiling with arms crossed and cameras at his sides.
Boston wedding photographer Gregory Hitchcock photographing in the Boston Public Garden, wearing a navy shirt and capturing images beneath h
Let's talk!

The Lagoon at Boston Public Garden


Next, we ventured into the heart of the Boston Public Garden, capturing a series of dramatic, romantic portraits by the Lagoon. The sun remained low, providing opportunities for breathtaking backlit images. The calm, mirror-like water perfectly reflected both the couple and the surrounding beauty, adding to the dreamy quality of these portraits.

Wide angle portrait of engaged couple standing by Lagoon under sweeping branches in iconic Boston Public Garden engagement session
Romantic close-up of engaged couple gazing at each other with soft backlight in Boston Public Garden Lagoon engagement photos
Engaged couple embracing beneath tree branches by the Lagoon in Boston Public Garden during dreamy early morning engagement session
Intimate portrait of couple leaning against tree beside Lagoon in Boston Public Garden, with reflections in the background
Bride-to-be smiling while embraced by fiancé beneath greenery in Boston Public Garden Lagoon engagement session
Romantic portrait of couple gazing into each other's eyes with beautiful morning light and Lagoon reflections in Boston Public Garden

George Robert White Memorial


One of my personal favorite spots in the Public Garden is the George Robert White Memorial. This spot is a hidden gem tucked away in the northwest corner of the park. The classical styled granite fountain sits slightly elevated on a plinth, allowing us to create compelling portraits that frame both the couple and iconic views of the Boston skyline beyond. It’s always a treat to bring couples here. Many people walk right past without realizing this stunning location is just steps away.

Wide angle engagement portrait of couple kissing beside the George Robert White Memorial Fountain with lush greenery in Boston Public Garden
Joyful moment of engaged couple sitting together on the edge of the George Robert White Memorial Fountain in Boston Public Garden engagement
Playful moment of engaged couple sharing a sweet kiss while seated on the edge of the George Robert White Memorial Fountain in Boston Public
Groom-to-be gently kissing fiancée beside classical stone fountain at George Robert White Memorial during Boston engagement session
Romantic formal portrait of engaged couple standing by ornate bronze fountain at George Robert White Memorial in Boston Public Garden
Intimate candid moment of engaged couple smiling and chatting together at the George Robert White Memorial in Boston Public Garden
Romantic portrait of engaged couple sitting together on park bench in Boston Public Garden near George Robert White Memorial

The Footbridge in the Public Garden


The iconic footbridge over the Lagoon is one of my favorite landmarks in the Boston Public Garden. Its timeless design perfectly complements the elegance of the entire garden.

We explored the area around the Lagoon, using the bridge and surrounding skyline as dynamic backgrounds. The variety of angles made for a beautiful sequence of images that highlight both the couple and the essence of the Garden.

Romantic portrait of engaged couple embracing beside the iconic Boston Public Garden Foot Bridge
Engaged couple admiring Boston skyline and lagoon reflections during engagement session in Boston Public Garden
Romantic portrait of engaged couple with iconic Boston skyline and historic church spire in the background of Public Garden
Joyful embrace of couple with Boston Public Garden Foot Bridge and lagoon as romantic backdrop during engagement session
Playful candid of couple walking hand in hand beneath greenery near Boston Public Garden Foot Bridge during engagement session
Tender moment of engaged couple cuddling under sweeping branches with Boston Public Garden Foot Bridge in the background
Sweet kiss shared by couple beside historic Boston Public Garden Foot Bridge during engagement photos

Beacon Hill & Acorn Street


For our final location, we wandered into Boston’s beloved Beacon Hill neighborhood. Known for its cozy, historic character, the area is filled with narrow cobblestone streets and charming brick architecture dating back more than a century. I love capturing photographs here because every corner offers an opportunity to create timeless portraits. Sarah & Gannon were a joy to work with, and their natural chemistry made every image shine. We ended with a quiet visit to Acorn Street, perhaps the most famous historic photo location in Boston. In the soft morning light, it felt both intimate and magical — the perfect closing chapter to their session.

A wide-angle portrait of a couple sharing a kiss in the middle of Acorn Street’s cobblestones, framed by lush green trees and red brick
A couple strolls side by side along the charming cobblestones of Acorn Street, smiling at one another amid Boston’s iconic brick facades
A couple walks hand-in-hand up the historic cobblestones of Boston’s Acorn Street, surrounded by brick houses, window boxes, and leafy trees
A close-up of a couple gazing into each other’s eyes while embracing on Acorn Street, with a softly blurred historic buildings in background
A couple cuddles and smiles affectionately at each other on Acorn Street, surrounded by vibrant green ivy and charming Boston architecture
A romantic portrait of a couple holding hands and smiling at each other in a narrow brick alleyway in Beacon Hill with ivy-draped walls
A close-up portrait of a couple embracing and smiling warmly at each other in a brick-lined Beacon Hill alleyway, framed by lush greenery.
A wide-angle portrait of a couple embracing on a brick-lined Beacon Hill sidewalk, framed by iron fences, lush greenery, and gaslit lanterns
A couple dances playfully on a cobblestone sidewalk in Beacon Hill, surrounded by brick buildings, lush foliage, and vintage street lamps
A couple shares a quick, spontaneous kiss in the middle of a brick-lined Beacon Hill sidewalk, with tree branches arching overhead.
A joyful couple laughs together while strolling past elegant wrought iron fences and blooming plants on a Beacon Hill sidewalk

Ready to plan your own unforgettable Boston engagement session?


If you loved what you saw here; the charm of Boston’s historic neighborhoods, the cinematic light, and the authentic moments , I’d be honored to help you create the perfect engagement portraits for your story. Whether you’re dreaming of the Public Garden, Beacon Hill, or another meaningful Boston location, I’ll help you feel completely at ease and craft images that reflect your true connection. Reach out with the form below and let’s start planning your Boston engagement session — I’d love to hear your ideas!