Medway Family Photographer | Family Photos at Choate Park

There are a handful of locations I come back to again and again for family photos, and Choate Park in Medway, MA is one of them.

It’s pretty, easy to get to, has plenty of room for kids to move around, and gives us a surprising amount of variety without requiring your family to hike halfway across Massachusetts in nice clothes. All things I appreciate both as a Medway family photographer and as a mom.

And I like this spot enough that when it was time to update my own family photos, this is where we went.

Why I Love Choate Park for Family Photos

If you’ve ever tried to wrangle active kiddos for photos, you know how important “easy” is. This spot has:

• Convenient parking close to where we’ll take photos
• Easy walking paths that are manageable for little legs
• Restrooms on site (because, kids 😂)
• A playground waiting when we’re done – the perfect post-photo bribe

What to Wear for Family Photos

Choate Park has lots of natural greens and earthy tones, plus some beautiful fall color later in the season, so I tend to recommend keeping clothing relatively soft and neutral rather than trying to compete with the surroundings.

If you’re planning a session here, I recommend:

• Soft neutrals and earthy tones like cream, camel, taupe, olive, charcoal or gray
• Cozy textures and layers like knits, quilted vests, corduroy, or cotton
• Subtle patterns for a little variety without distracting from your family
• Comfortable shoes for walking between spots around the park

And if figuring out what four or five people should wear at the same time makes you want to cancel family photos altogether, I get it. My full-service clients have access to my client wardrobe and personalized styling help, and I provide all of my families with guidance to make this part easier.

Fall Outfits For The Whole Family

Planning Medway Family Photos at Choate Park

Like most outdoor locations, time of day matters. I always plan around the light, which means session times shift throughout the year. Spring through fall are all beautiful here, just in different ways. Summer gives us plenty of greenery, while later in the season the park takes on those warmer tones that work so well for fall family photos.

Choate Park is also relatively easy to navigate, which is another reason I like it for families with young children. You don’t need to plan for a long hike or haul half your life through the woods just to get to the pretty part.

Because, respectfully, getting everyone dressed and into the car is enough of an accomplishment.

Here’s what you need to know if you’re thinking about booking Medway family photos at Choate Park:

• Plan around the golden hour (late afternoon/early evening is ideal)
• Wear shoes that work on grass and gravel — skip the heels
• Arrive a little early, so everyone can settle in
• Don’t forget the snacks!

Medway, MA Family Session

And because I’m a Medway family photographer who recommends Choate Park to families so often, it only seemed fair to put it to the ultimate test: my own two kids.

These are a few favorites from our own family session here.

Looking For A Medway Family Photographer?

Choate Park is one of those hidden gems that’s just as easy as it is beautiful — which is exactly what makes it a favorite spot for Medway family photos. It’s one of the locations I regularly use for my Simplicity Sessions, a shorter, streamlined option for families who want to update their photos without the full-session experience.

For families looking for more customization, I also offer full family sessions throughout MetroWest, Greater Boston and Central Massachusetts, with more flexibility around location, planning and wardrobe.

Whether you’re already sold on a location or have absolutely no idea where you want to take your photos (also completely normal), I’ll help you figure out the option that makes the most sense for your family.

If you’re looking for a Medway family photographer who keeps things relaxed, fun, and stress-free, I’d love to help you plan a session that feels like you. Reach out here.

more reads from the blog

• 10 Natural Poses for Family Photos
• How To Make Photo Sessions With Kids Easy & Stress-Free
• What To Wear For Family Photos

Thanks for stopping by! I hope you enjoyed “Medway Family Photographer | Family Photos at Choate Park” feature.

Molly Katherine is a Boston Newborn and Family Photographer offering organic, connection-filled portraits and a refined, full-service experience. From a beautifully curated wardrobe to a light-filled studio space and complimentary artwork design, Molly delivers it all with exceptional client experience in mind. Molly Katherine Photography serves Boston, MA and the surrounding metro areas including Brookline, Newton, Natick, Weston, Wellesley, Sherborn, Hopkinton, Westborough, Grafton and Shrewsbury as well as Middlesex and Worcester county.

I’d love to connect and share more about my process with you! To reserve your 2026 maternity, newborn or family portraits, visit Molly Katherine Photography or send an email to mollykatherinephotography@gmail.com.

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