mom getting her toddler ready for the first day of pre-school
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Emily Platt
Associate Editor

21 Cute First Day of Preschool Signs to Mark the Milestone

Upgrade your photos with a special prop and start a sweet back-to-school tradition.

Can you believe your little one is off to pre-K? We know what a big milestone this is, which is why we’re here to help you celebrate. One of our favorite ways for kids (and their parents!) to get excited for the start of school is by taking a photo right before it begins. And adding a special prop makes the moment even more, well, momentous. Have your newly minted preschooler pose with a first day of preschool sign, then carry the tradition on for as long as your family likes. It’s great for documenting your kid’s growth year after year, not to mention getting them hyped up for the learning and socializing ahead. Below, shop some of the cutest (read: most Instagrammable) first day of school signs we’ve seen. The bulk are customizable and reusable, making it easy to have annual back-to-school photoshoots.

Photo: Courtesy Bloom Owl

Bloom Owl First Day of School Sign

This chalkboard first day of school sign is adorably thematic—it even has a wooden ruler border. Buy the blackboard with or without your child’s name printed on it (we recommend skipping permanent personalization if you want to use it for multiple children) then fill in the blanks each year with things like their age and teacher’s name.

Buy it: Starting from $40,

Photo: Courtesy The Ritzy Rose

The Ritzy Rose 1st Day of School Sign

We’re obsessed with this fun take on the classic “my first day of preschool” sign. The flag can be customized with your kid’s moniker, grade and the date of their first day. Plus, you can choose the ink, paper and decorative ribbon color.

Buy it: $30,

Photo: Courtesy MCP Galore

MCP Galore Reusable Apple Shaped First Day of School Chalkboard

This chalkboard first day of school sign is perfect for the apple of your eye. Like all the best first day of preschool signs, it can be customized with their name and school year details, and the apple shape is oh-so sweet.

Buy it: Starting from $15,

Photo: Courtesy Denise Albright

Denise Albright Pre-K First & Last Day Photo Prop Sign

These chalkboard-inspired first day of preschool signs are actually printed on sturdy cardstock, which really cuts the cost. Better yet, each style comes with a matching last day of preschool sign. We love a two-in-one deal! An extra bonus? Once you snap a photo of your kid holding each sign, the signs themselves become keepsakes. That’s because there’s a spot to paste the printed images on the back on them!

Buy it: Starting from $6,

Photo: Courtesy Kids Party Print Co.

Kids Party Print Co. First Day of Pre-K Sign

Printable first day of school signs are an ultra-affordable option. We love this funny “watch out pre-K” digital file. While it’s not editable, once printed, you can frame it as a special memento.

Buy it: $3,

Photo: Courtesy Dear Scout Co

Dear Scout Co First Day of Preschool Sign

This unique first day of pre-K sign is giving us major heart eyes. It’s made of trendy laser-cut wood and shaped like a celebratory pennant. How cool is that?

Buy it: $25,

Photo: Courtesy Shop Purple Mountain

Shop Purple Mountain First Day and Last Day of School Sign

Like chalkboards, dry erase boards make excellent first day of preschool signs. That’s because they’re so easy to personalize and reuse. This reversible first day and last day option comes in a few fun colors.

Buy it: $26,

Photo: Courtesy Imajenit

Imajenit First Day of School Theme Photobooth

If the goal is to take adorable first day of preschool photos, try this genius frame-style sign your kid can pose inside of! Order a customized version with their name, the year and name of their preschool to show off the awesome place they’re going to be attending.

Buy it: $60,

Photo: Courtesy Cheree Berry Paper

Cheree Berry Paper First Day of Preschool Banner

We can’t get enough of first day of preschool pennants. This cheerful flag comes adorned with festive ribbon that’s ultra Insta-worthy.

Buy it: $26,

Photo: Courtesy Little Bees Graphics

Little Bees Graphics Editable First Day of School Sign

Edit this printable first day of school sign yourself—you’ve got free reign over the colors, fonts and text. And that crayon design? Too-cute.

Buy it: $4,

Photo: Courtesy Lemonality

Lemonality Double-Sided First and Last Day of School Chalkboard

Looking for more double-duty signs? Try this custom chalkboard option with a place for your child’s grade, their age and their teacher’s name, plus the prompt “I want to be [blank] when I grow up” on the first day side and “I can’t wait to [blank] this summer” on the last day side. You’ll love seeing how their answers change between preschool, kindergarten and well beyond!

Buy it: $45,

Photo: Courtesy Printable Candee Designs

Printable Candee Designs First Day of Preschool Sign

This printable, chalkboard-style first day of pre-K sign features the sweetest little academic motifs, including books, school supplies and a studious caterpillar!

Buy it: Starting from $8,

Photo: Courtesy So Cute Print Co

So Cute Print Co Hello Preschool First Day of School Sign

Speaking of sweet motifs, check out this floral “hello preschool” printout. The blooms on the first day of preschool sign represent how much they’ll blossom this year!

Buy it: $4,

Photo: Courtesy 213 Designs

213 Designs First Day of School Sign Photo Board Prop

This chalkboard-inspired “my first day of school” sign is really made from wood, but the fill-in-the-blank sections are a dry-erase material so it’s still reusable. There are a few cute color options, and for a little extra, you can get it sent to you framed.

Buy it: Starting from $25,

Photo: Courtesy Bullseye’s Playground

Bullseye’s Playground 2pc First Day of School Chalkboards

This set comes with not one but two reversible signs for the first and last day of school. There’s a traditional rectangular chalkboard plus an apple-shaped one, which is great if you’ve got two kids.

Buy it: $10,

Photo: Courtesy Ganovi

Ganovi First Day of School Dry Erase Board

Here’s more proof that dry erase boards make excellent first day of preschool signs you can use again for kindergarten and first grade and, well, you get the point. This one stands out because of its many prompts, from “I am [blank] inches tall” to "my favorite color is [blank] " and “my best friend is [blank] .”

Buy it: $35,

Photo: Courtesy Kitty and Bobo’s Designs

Kitty and Bobo’s Designs Reusable First and Last Day of School Sign

This dry erase board and chalkboard hybrid works with liquid chalk, which looks especially fun and bright on the black background. As with many of the first day of preschool signs above, you can add your kid’s name to the design. Fingers crossed they respond to the “I love” prompt with “my parents!”

Buy it: Starting from $25,

Photo: Courtesy Hydrangea Etchings

Hydrangea Etchings First Day of Preschool Sign

This whimsical first day of pre-K sign shows them just how magical school can be. It’s sold as a printable instant download.

Buy it: $4,

Photo: Courtesy Stamp Out

Stamp Out First Day of School Reusable Sign

This classy reusable sign feels grown-up enough that they won’t mind posing with it well beyond preschool. Buy the first day version with or without their name. The seller also makes matching last day signs.

Buy it: Starting from $15,

Photo: Courtesy Creatology

Creatology Pencil Chalkboard Sign

We’re all about creative shapes like this pencil first day of school sign. It doubles as a last day of school sign too—just turn it over once preschool is complete.

Buy it: $5,

Photo: Courtesy First Day of School Personalized Dry Erase Sign

Last but not least, here’s another commemorative dry erase board that’s customizable for preschool and the grades following. We chose this one for its happy, colorful “It’s [child’s name]’s [blank]” design.

Disclosure: This post contains affiliate links, some of which may be sponsored by paying vendors.

Published July 2019

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