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As the summer begins to turn to autumn, our co-learners prepare to say farewell to some of our friends as they transition to the upper level of preschool and into kindergarten. We know they’ll do great. We’ve put in considerable effort to make the transition less intimidating for them, and we know you have, too. Your thoughtful support and encouragement about how much they will enjoy their new classroom and new friends is key to their success.

The leap from child care to preschool and from preschool to Kindergarten is a significant one—not just for children, but for parents as well. What seems like a small change on the outside—new classroom, new teacher, new schedule—can feel monumental to a child. They may ask, Why is everything different? Where are the friends I know? Will my grownups still come back for me? And underneath those questions is often a quiet fear: Am I going to be okay here? Many children struggle with unspoken worries and fears regarding their transition, which may result in increased clingy-ness or whining. This is very normal, and a few children may act out in search of reassurance that their grown-ups will be reliable with rules and compassionate consequences.

As parents, we can help our children address those nagging fears, which children often lack the words for, not with lectures or logic, but with rituals—reliable, repeatable routines that quietly reassure our child, ‘Yes, you’re safe.’ Yes, this is okay. Yes, I’ll always come back.

Here are some thoughtful, heart-centered ways to ease the transitions of growing up using simple rituals that reassure and empower:

Create a Morning Goodbye Ritual

Instead of rushing through drop-off with a distracted “Bye, sweetie!” while juggling keys and coffee, try making the goodbye itself a special moment. A simple three-step ritual—like a hug, a high-five, and a silly wave through the window—gives your child something to count on.

Why it works: It creates a sense of control and predictability. It tells your child, I know this part is tricky. I’m here, and I’m doing it with you.

Use a Visual Calendar at Home

Create a kid-friendly calendar that indicates which days are “Preschool Days” and which days are “Home Days.” Add little stickers or drawings to mark fun events, such as show-and-tell or library day.

Why it works: It demystifies time. Instead of the scary unknown, school becomes something they can “see” coming and going.

Bring Familiar Comforts Along

Let your child choose a “transition object” like a small stuffed animal, a photo of your family, or a charm they can keep in their backpack or cubby.  For some, a chewy pendant on a necklace can really help alleviate anxiety.

Why it works: These items serve as emotional anchors—a quiet reminder that home is always nearby.

Make After-School Connection Rituals

Whether it’s a snack picnic in the park, reading a special book together, or just singing a favorite song in the car, create a “reconnection ritual” for after pickup. Let your child look forward to that moment as part of their school day.

Why it works: It reinforces the idea that separation is temporary, and reunions are joyful.

Play “Pretend Preschool/Kindergarten” at Home

Act out the school day together with dolls, stuffed animals, or dress-up props. Practice saying goodbye, sitting at circle time, and even making new friends. You can even pretend to be the nervous student—and let your child play the reassuring adult!

Why it works: Play is how children process big emotions. This kind of imaginative rehearsal builds confidence and resilience.

Keep a Steady Routine—But Be Flexible With Emotions

Children thrive with routine, especially during times of transition. But emotions will still come—tears, clinging, or even regressions. That’s okay. Acknowledge their feelings gently without trying to “fix” them too fast. Try saying:

“It’s okay to miss your old classroom. Big changes can feel hard. But guess what? You’re strong, and we’re in this together.”

Celebrate the “Firsts”

Your child’s first day of preschool is a milestone. Take a photo, pack a special lunch, write a little note, or share a story about your first day of school. Make it meaningful.

Why it works: Framing the transition as a celebration, rather than a loss, gives your child pride and ownership of this next significant step.

Transitions Don’t Have to Be Traumas

What makes transitions feel scary to children is the uncertainty. Rituals—especially when repeated with love and care—remove that uncertainty. They give your child a gentle bridge between the world they know and the new one they’re stepping into.

So don’t worry if the first few weeks come with tears or clinging. That’s normal. With time, consistency, and a few meaningful rituals, you’ll help your child not only survive the preschool transition—but thrive in it. You’ve got this. And so do they. 

If you’d like to discuss a place at Creekside Kids for your kids, we invite you to click this embedded link to schedule an appointment. Let’s get to know each other! Like us on Facebook to follow our stories for news and updates. We’re located at 1201 W Cheyenne Road, Colorado Springs, CO 80906, and we can be reached at (719) 635-9111. Our new hours of operation are 6:45 a.m. until 5:45 p.m., Monday through Friday.