Four Year Old Photoshoot in Woodstock

Jake’s mama reached out to me around Thanksgiving about doing a four year old photoshoot in downtown Woodstock for her son. Donna had done photos of her daughter when she turned four and wanted to do something similar for her boy. Jake loves trains and has a lot of energy, which made his whole photoshoot so much fun to plan and execute.

Planning a Photoshoot for a Four Year Old

When we were planning where to go, what to do, and what to wear, it became obvious this four year old is super cool. As they regularly walk all around downtown Woodstock from the amphitheatre to the playground on the other side of the tracks, this kiddo was up for an extended shoot with outfit changes. So we decided to meet at the amphitheatre on the stage. Then we walked across the field to the terraced steps to get the Merry Christmas sign over the stage in the background behind Jake. We had some fun on the steps before moving up to the gazebo and the larger than life guitar. Jake was excited to head over to the railroad tracks while playing with his toy train. Before we ended our session at the playground, Jake had an outfit change and put on an awesome green sweater and khakis.

Having All The Fun

Jake was all about putting on a show and having fun. He loved showing off his trains, jumping over them, and having conversations as we moved from one space to another. This wasn’t my typical our year old photoshoot. His attention span and level of cooperation was outstanding and totally unexpected for a kid his age. Which made it possible to walk all around downtown Woodstock and be able to make photographs everywhere we went without any meltdowns. Well done, Mom. You’ve got a great boy on your hands!

Little boy holding his toy train and smiling in front of a wooden slat wall
Cute little boy smiling with his hands in pockets with downtown Woodstock amphitheatre behind him. Merry Christmas and snowflake lights are lit up
Little boy laughing big with a Merry Christmas sign lit up behind him during his four year old photoshoot in downtown Woodstock
Little boy wrapping his arm and legs around a railing and smiling
Little boy in a red checked shirt smiling just a little as he plays with his train
Four year old photoshoot in downtown Woodstock with the cutest little boy in a red checked shirt holding his toy train and smiling
Four year old photoshoot with a boy smiling big and standing proudly against the Woodstock guitar
Little boy smiling in front of a Christmas tree in downtown Woodstock
Little boy sitting criss cross applesauce in front of a Christmas tree made out of snowflake shaped lights in Downtown Woodstock
Cute four year old photoshoot with a boy sitting relaxed with his arm on his leg on steps in front of a Christmas tree
Four year old photoshoot of a boy in a red checked shirt standing next to a large Christmas tree and smiling in the downtown Woodstock gazebo
Four year old photoshoot with a boy in downtown Woodstock
Cute little four year old boy looking out from a tunnel in downtown Woodstock and smiling
Silhouette of a four year old boy running through a tunnel in a downtown Woodstock playground
Little boy running through a tunnel having fun with his mouth wide open
Cute little boy with green eyes and wearing a green sweater staring intently at the camera

Want To Talk About Your Photoshoot?

If you’d like to do a four year old photoshoot of your kiddo to remember this special time, I’d love to talk to you! We’ll talk about making the photographs you want to cherish for decades to come and how we’ll make that happen. You’ll be glad you did.

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