Ah, September. That bittersweet time of year when the house slowly fills with suitcases, checklists, and the quiet hum of nerves (ours and theirs). Whether your child is packing up for their very first term at boarding school or heading back after a summer of family time and home-cooked meals, the transition can tug at the heartstrings — and challenge even the most organised among us.
As a parent who's been there, here are a few things I’ve learnt (sometimes the hard way!) that can make the return to school smoother for everyone.
Yes, they’ll need all the basics — uniform, sports kit, laundry bags, chargers that will inevitably go missing by October — but don’t forget the comfort items. A favourite photo, a small stuffed toy (even if they insist it’s “just for decoration”), a handwritten note slipped into their suitcase… these little touches go a long way, especially for first-timers.
Top tip: Let them be part of the packing. It gives them a sense of control and helps avoid that dreaded “Muuum, I forgot my shampoo!” call on day two.
Summer has likely meant later bedtimes, more screen time, and possibly breakfast at noon. Don’t wait until the night before term starts to reintroduce routine — start easing back into school rhythms a week or two early. Their future self will thank you when that alarm goes off on the first Monday back.
Whether they’re excited, nervous, or just “fine” (translation: hiding their feelings like a teen ninja), now’s the time to open up the conversation. First-time boarders might be quietly worried about homesickness, while returning students may feel a strange mix of relief and reluctance at leaving home comforts behind.
Let them know it’s completely normal to feel all of the above. Boarding school is a big step — and going back after time at home can be just as emotional. Be honest about your own feelings too. It's okay to say, “I’m going to miss you,” as long as you pair it with, “...but I’m so proud of you.”
If you’re dropping them off in person, keep the goodbye short, sweet, and strong. Tears are fine (on both sides), but try not to linger. A warm hug, a last-minute reminder (“Be kind, be brave, call your mum”), and then let them take that step forward. You’ve got this — and so do they.
One of the hardest things for us parents? Not hearing from them for days — even when we know they’re perfectly fine. Before they go, agree on how you’ll stay in touch. Perhaps it’s a weekly call, a Sunday night message, or a midweek check-in. Don’t expect a daily update (they’ll be busy living life), but knowing when to expect a message helps everyone.
Once the chaos of packing is over and the quiet of their absence settles in, give yourself time to adjust. It’s okay to feel a bit lost — and it’s okay to enjoy the extra space, too! Reconnect with your own interests, book a weekend away, or finally enjoy a hot cup of tea without interruption.
Boarding school is a wonderful adventure. It teaches our children independence, resilience, and the joy of late-night corridor chats and lifelong friendships. And while saying goodbye (again) never really gets easy, it does get more familiar.
So take a deep breath, give that extra squeeze at drop-off, and know that you're doing a brilliant job — even when it feels like your heart is walking around in a blazer and school shoes.
Here’s to a smooth September, for them and for us.
Need support or want to connect with other CSF families? Get in touch — we’re all in this together.
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