We can’t believe we’re saying this, but a new school year is almost upon us. And as summer winds down and the school year approaches, the shift from endless playtime to packed lunches and homework can be tough for kids and caregivers alike. But this transition presents an opportunity to guide children through the changes with confidence and care.

Let’s chat through key back-to-school tips to help everyone—families, nannies, and kids—start the school year on the right foot.

1) Gradually Reintroduce Routines

You’ve probably heard it before, but it bears repeating. The sudden switch from summer freedom to structured school days can be jarring for kids. Caregivers can help smooth the shift by slowly building school-like routines into daily activities.

Start by introducing regular times for waking up, meals, reading, and quiet time. Consider incorporating school-adjacent activities like practicing writing, simple math games, or reading aloud. For younger kids, even 15–20 minutes of structured time can build attention and set expectations.

If you really want to lean in or have kids who benefit from visuals, create a visual schedule (daily, weekly—you get the idea) or countdown calendar so children feel more in control and excited about what’s ahead.

2) Offer Emotional Support and Reassurance

Children often have mixed emotions about going back to school, like nervousness, excitement, or even sadness about leaving summer behind and diving into something new.

You play an important role as a trusted listener. Encourage open conversations by presenting thoughtful questions like:

• “What are you most excited about this school year?”
• “Is there anything that’s making you feel nervous?”

For younger children, reading books about school or role-playing school scenarios can be helpful. Playing “pretend school,” where they get to be the student or teacher or meet new classmates in imaginative ways, helps normalize their feelings and ease worries.

3) Coordinate with Parents on School-Year Expectations

A back-to-school tip for nannies and parents? Effective communication goes a long way. As the new routine begins, it’s important to get on the same page regarding after-school expectations, scheduling, transportation, homework help, and activities.

Here are some topics to cover, if relevant:

• Drop-off and pick-up routines
• Homework supervision
• Screen time limits during the school year
• New extracurriculars or schedule changes
• Playdate expectations

If you’re a nanny, offering to help with back-to-school prep, like organizing supplies, packing lunches, or managing paperwork, can ease the family’s burden and show your value as a proactive team member.

4) Stay Positive and Patient

Transitions take time. As children adjust to early mornings, busy days, and more responsibility, they may be cranky, anxious, or more likely to test boundaries.

One of the most powerful things you can do is model calm, consistent behavior. Celebrate small victories (like getting ready on time), and offer lots of encouragement.

When you stay positive, patient, and predictable, you help children feel safe and supported. That emotional stability gives them the confidence they need to thrive in school and beyond.

With the right support, back-to-school season can feel less like a stressful shift and more like an exciting new chapter. These back-to-school tips are designed to help nannies ease the transition for children, foster stronger connections with families, and set the tone for a successful year ahead.

At Westside Nannies, we’re proud to work with professional caregivers who go above and beyond every day. If you’re a nanny looking for your next perfect fit or a family looking for support during school transitions (or any stage of the year!), we’re here to help.