July 7, 2026
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There is something incredibly special about having everyone together.
Grandparents laughing with their grandchildren. Cousins who only see each other a few times a year running across the beach. Parents watching generations of their family gathered in one place.
Life moves quickly, and these moments become rarer as children grow, families spread out, and schedules become busier. An extended family photo session isn’t simply about creating a beautiful portrait—it’s about preserving your family’s legacy for generations to come.
If you’re planning an extended family photo session in Connecticut, this guide will walk you through everything you need to know to create a relaxed, meaningful experience that results in artwork your family will treasure for years.



An extended family session includes multiple generations of your family, often including:
Whether your family consists of 10 people or 30+, an experienced photographer can create a gallery that captures both the entire family and the relationships within it.
During your session, we’ll photograph:
The result is a complete collection that tells your family’s story.

Many families wait until everyone is together before scheduling professional photos.
Some of the most common occasions include:
Often, families tell me:
“We haven’t had everyone together in years.”
That’s exactly why these sessions matter.
No one ever regrets having family photographs. The only regret is waiting too long.
Connecticut offers beautiful scenery throughout the year, but every season creates a different feel.
Spring offers blooming trees, fresh greenery, and soft pastel colors. It’s perfect for families who love a romantic garden aesthetic.
Summer is one of the most popular times for extended family sessions because relatives often travel to Connecticut for vacations and reunions.
Golden hour at the beach creates timeless portraits with beautiful, soft light.
Connecticut’s colorful foliage makes autumn one of the most sought-after seasons for family portraits.
Comfortable temperatures and rich colors create a classic New England backdrop.
For families gathering over the holidays, winter sessions can be beautiful in historic downtowns, cozy homes, or elegant indoor spaces.
One of the first questions families ask is:
“Where should we take our photos?”
The answer depends on your family’s personality.
Some of my favorite Connecticut locations for extended family sessions include:
If your family is vacationing together, photographing everyone at your rental home often creates the most meaningful images because the location becomes part of the memory.



Coordinating clothing for multiple families doesn’t have to be overwhelming.
Instead of matching exactly, choose a color palette that complements one another.
Some timeless combinations include:
Avoid:
As part of my full-service experience, I help guide families through wardrobe planning so everyone photographs beautifully together.
Most sessions last between 60 and 90 minutes.
We’ll begin with the larger group portraits while everyone is fresh before moving into smaller family combinations and relaxed candid moments.
Children are encouraged to play, cuddle, laugh, and simply enjoy being together.
The goal isn’t perfection—it’s connection.
This is one of the biggest concerns parents have.
The truth is:
Children don’t need to sit perfectly still to create beautiful photographs.
Some of the sweetest moments happen between poses.
Whether your toddler wants to explore, your baby needs a cuddle, or your preschooler wants to run barefoot across the sand, I work with children instead of expecting them to perform.
The result is genuine emotion and authentic connection.
Photographing large families requires far more than placing everyone in a line.
A professional photographer understands how to:
An organized session allows everyone to relax and actually enjoy the experience.



One day, these photographs will become priceless.
The portraits of grandparents holding tiny hands.
The hugs.
The laughter.
The generations gathered together.
These are often the images families treasure most.
Years from now, your children won’t remember what everyone wore.
They’ll remember seeing the people who loved them most.
Your photographs deserve more than living on a phone or hard drive.
After your session, I’ll help you transform your favorite images into heirloom artwork designed to become part of your home and your family’s story.
From handcrafted framed artwork to custom albums, these pieces are created to be enjoyed every day—not just stored away.
Imagine your grandchildren one day flipping through an album filled with memories of the people who shaped your family.
That’s the true purpose of photography.
Extended family sessions can accommodate small gatherings as well as large multi-generational families. We’ll discuss the size of your group during the planning process so we can choose the best location and timeline.
Golden hour—the hour before sunset—provides the most flattering light and is ideal for outdoor sessions.
Summer and fall dates often fill several months in advance, especially around holidays and family reunion weekends. Booking early helps ensure availability.
Absolutely. In addition to the full extended family portrait, we’ll create images of each immediate family, grandparents with grandchildren, siblings, cousins, and any other meaningful combinations you’d like.
If weather doesn’t cooperate, we’ll work together to reschedule whenever possible or discuss an alternate location that fits your family’s needs.
There will never be a perfect time when everyone is available, every child is smiling, and life feels completely unhurried.
But there is immense value in documenting this season exactly as it is.
Your family’s story deserves to be remembered—not just for today, but for generations to come.
If you’re planning a family reunion, beach vacation, anniversary celebration, or simply have everyone together under one roof, I’d be honored to help create photographs that become part of your family’s legacy.
I serve families throughout Connecticut, including Fairfield County, New Haven County, the Connecticut shoreline, and beyond, creating timeless, heartfelt imagery designed to be enjoyed for generations.

Deborah, the heart behind Oak & Lore Studios, is a Connecticut-based photographer specializing in maternity, newborn, and family portraiture with over three years of experience crafting luxury, meaningful sessions. She serves families throughout Westport, Stamford, Fairfield, and all of Connecticut with a simple mission: to make her clients feel seen, cherished, and celebrated while documenting the soft, delicate moments of motherhood that become treasured heirlooms.
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