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The couple stands closely, framed by bright fall foliage at Boston Public Garden. Their warm embrace against the vivid reds and oranges of the trees captures the essence of a romantic Boston engagement session.

Boston Engagements

Boston Engagement Pictures: Jessica & Corey’s Love Story in the Heart of the City

A collage of Boston engagement pictures taken at Boston Public Garden. The top left image shows the couple posing on the steps of the Parkman Bandstand, framed by vintage-style lampposts. The top center features a close-up of their hands, highlighting a diamond engagement ring and a watch. The top right captures the couple sharing a kiss under a tree with cascading yellow leaves. The bottom image shows the couple standing hand-in-hand by the tranquil pond, surrounded by vibrant autumn foliage and reflected greenery. The collage showcases the romantic atmosphere of Boston Public Garden in the fall.

Boston engagement pictures have a way of blending timeless romance with the vibrant energy of the city, and Jessica and Corey’s session was no exception. Their love story is one of serendipity, and capturing their connection in the heart of Boston was an absolute joy!

From High School Acquaintances to Soulmates

Jessica and Corey’s story began in high school—but not as you might think. While they were classmates, they didn’t really get to know each other until later in life.

When their paths finally crossed again, everything clicked, and it became clear they were meant to be. Watching them together, it’s impossible not to notice how perfectly they complement each other.

For their Boston engagement pictures, we chose two iconic locations: Boston Public Garden and Boston Common, places that are not only picturesque but also deeply meaningful to them.

Capturing the Perfect Proposal Spot: Boston Common

When Corey proposed to Jessica, it was at the bandstand in Boston Common, a moment as magical as their love story.

He told Jessica they were heading to a restaurant, and she was so focused on making the reservation that she didn’t notice anything out of the ordinary—until he surprised her with a ring.

Reliving that memory during their engagement session brought extra sparkle to their photos!

From the romantic strolls along tree-lined paths to recreating that special moment at the bandstand, we made sure every shot honored the significance of this location in their journey.

The Timeless Beauty of Boston Public Garden Engagement Pictures

Next, we headed to Boston Public Garden, a dream location for any Boston engagement photographer.

With its iconic swan boats, vibrant blooms, epic foliage, and serene lagoon, the garden offered a backdrop that perfectly matched Jessica and Corey’s timeless style.

They laughed, danced, and shared sweet moments that captured the essence of their love.

This venue was also ideal for the more classic, posed portraits Jessica and Corey were hoping for. But don’t worry—we balanced those perfectly with plenty of candid shots that reflected their genuine connection and joy.

Tips for Boston Engagement Pictures

Planning Boston engagement pictures is an exciting process, but it’s important to be prepared. Here are a few tips to make your session as smooth and fun as possible:

1. Scout Locations in Advance:

Boston is filled with iconic spots like Boston Public Garden and Boston Common, but planning your route ahead of time helps maximize your session.

2. Pack a Makeup Touch-Up Kit:

You’ll be out and about, so a quick powder or lip touch-up can keep you camera-ready.

3. Plan for Parking:

Boston parking can be tricky. We don’t get our iconic nickname…you know the one…for nothing!

Use apps to reserve a spot or consider public transportation to avoid delays.

4. Think About Bathroom & Changing Locations:

If you’re planning multiple outfits, know where you can comfortably make quick changes. Not all locations are friendly, and in older parts of the city, bathrooms are few and far between.

5. Extend the Fun with a Boston Date Night:

After your session, celebrate by dining at one of the city’s amazing restaurants or exploring a new spot together. Need inspiration? Here’s a list of great Boston date night ideas.

For more tips, check out my in-depth guide to Boston engagement pictures planning.

What’s Next for Jessica & Corey

Jessica and Corey are planning a gorgeous New Hampshire wedding, and if their engagement session is any indication, their wedding will be a day filled with love, laughter, and cherished moments.

It’s been such an honor to be part of their story, and I cannot wait to see where this next chapter takes them!

Book Your Boston Engagement Pictures Today

Boston engagement pictures are more than just photos—they’re the first chapter of your wedding story, filled with meaningful details and joyful moments.

Whether you’re drawn to the historic charm of Boston Common, the serene beauty of Boston Public Garden, or another special location, I’d love to help you create images you’ll treasure for a lifetime!

Ready to plan your session? Contact me today to schedule your Boston engagement pictures. Let’s capture your love story in a way that feels timeless, romantic, and uniquely you.

To Jessica and Corey, congratulations again! Here’s to a lifetime of happiness, adventure, and laughter—you’re going to create an incredible legacy together. 💕

A couple walking arm-in-arm along a path at Boston Public Garden, surrounded by golden fall foliage, with a calm pond in the background. The woman wears a white dress with a thigh slit, and the man is dressed in a beige shirt and dark pants. Perfect for showcasing Boston engagement pictures.
The couple standing close together at Boston Public Garden, smiling directly at the camera. The woman has her hand on the man’s chest, displaying her engagement ring. Bright autumn leaves frame the scene, adding warmth to these Boston engagement pictures.
A wide shot of the couple standing near a tree with vibrant yellow leaves at Boston Public Garden. The man has his hand in his pocket, while the woman stands beside him in a white dress, creating a classic moment for Boston engagement pictures.
The man embracing the woman from behind, his arms wrapped around her. The woman looks down with a soft smile. Yellow autumn leaves and the pond at Boston Public Garden form a romantic backdrop.
A playful scene where the man lifts the woman off the ground near the pond in Boston Public Garden. The woman has her arms around his neck and her legs slightly bent, as vibrant fall leaves dangle above them.
The couple shares a kiss as the man lifts the woman into the air near the pond in Boston Public Garden. The woman’s beige heels and flowing white dress are captured mid-motion, with autumn foliage framing the image.
The couple holds hands and shares a kiss at Boston Public Garden, standing near the edge of the pond. The golden leaves overhead create a dreamy atmosphere, ideal for Boston engagement pictures.
A close-up of the couple’s hands wrapped around each other. The focus is on the woman’s engagement ring and a man’s watch, symbolizing their commitment. The backdrop is softly blurred.
The man twirls the woman under his raised arm near the pond in Boston Public Garden. The woman’s white dress flows with the motion, while colorful autumn leaves hang above them.
The couple stands together, facing away from the camera, holding hands near the pond at Boston Public Garden. The woman’s long, wavy hair flows over her white dress as they look out toward the peaceful scenery.
A couple holds hands and kisses by the pond at Boston Public Garden, framed by golden autumn leaves. The serene water and vibrant foliage create a romantic setting perfect for Boston engagement pictures.
The couple stands together under hanging willow branches at Boston Public Garden. The man wears a beige shirt, and the woman is in a white dress, both smiling warmly against the soft fall tones.
The man embraces the woman as they stand close under willow branches at Boston Public Garden. The woman smiles gently at the camera while the man leans his head toward her, surrounded by golden hues.
The couple shares a kiss under the willow branches at Boston Public Garden. The woman cups the man’s face with one hand, her engagement ring visible as soft fall colors frame the moment.
The couple sits on the grass near the pond in Boston Public Garden, surrounded by hanging willow branches. The man wraps his arms around the woman as she smiles, with autumn tones reflected in the water.
The couple sits closely on the grass at Boston Public Garden. The woman leans back into the man’s arms, both smiling warmly, with soft willow branches and the pond in the background.
The couple shares a kiss while standing against a tree in Boston Public Garden. Golden fall leaves hang around them, creating a vibrant and romantic backdrop for Boston engagement pictures.
The couple poses under a tree at Boston Public Garden, with golden leaves framing them. The man has his hand in his pocket while the woman lifts one leg playfully, creating a cheerful moment.
The couple leans against a tree at Boston Public Garden, smiling as the man wraps his arms around the woman. The golden leaves and pond add a soft, romantic atmosphere to this Boston engagement picture.
A close-up of a sparkling engagement ring resting on a vibrant orange fall leaf. The intricate details of the ring stand out against the warm tones of autumn.
A couple walks hand-in-hand through Boston Common, heading toward the iconic Parkman Bandstand. The man looks at the woman, who wears a white dress, as the lush greenery and city buildings form the backdrop. A picturesque moment for Boston engagement pictures.
The couple stands on the steps of the Parkman Bandstand in Boston Common, gazing at each other with soft smiles. The vintage-style lampposts and trees frame this romantic Boston engagement picture.
The couple walks up the steps of the Parkman Bandstand in Boston Common, holding hands. The woman turns to smile at the camera, her flowing white dress adding elegance to this engagement scene.
The couple embraces on a path in Boston Common, surrounded by vivid red and orange autumn trees. The Boston skyline rises in the background, blending urban and natural beauty, ideal for Boston engagement pictures.

Want to see more of my recent work? Take a peek below!

Sammy’s Cohasset Senior Pictures

S & R’s New England Fall Wedding at the Colonial Hotel

Katie’s Newburyport Senior Pictures

Eliza and Ryan’s New Hampshire Wedding at Pembroke Pines Country Club

Tetiana and Dan’s Wingaersheek Beach Maternity Session