3 Keys to Making Letters to Grandchildren More Fun

Make every letter to your grandchildren special with these three simple keys to creative correspondence. Plus, get our list of 40 surprise enclosures that fit in a standard envelope!

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We are incredibly fortunate to be grandparents in the digital age. The tools we have for building relationships with our grandchildren are so far beyond what our parents had! Instantly shareable pictures, video chat, texting—they all add so much to our interactions with our grandkids, especially for long-distance grandparents. 

But even with all those advantages, sending your grandchild a letter is still worth your time. It’s a way to make them feel special, even if you live in the same town. So bookmark this post–it's full of ways to make the simple act of sending a letter into something truly exciting.

The Magic of Mail: Why Letters to Our Grandchildren Matter

While digital connections are wonderful, research shows that when someone receives physical mail, they experience a sense of importance and connection that screen time can't replicate. A letter from a grandparent is a reminder of your love that can be saved, reread, and treasured. That’s why we created our Grandparent Love Letters: to help you write monthly letters that foster connection.

Three Keys to Letter-Writing Success

There are three keys to making letters to grandchildren more fun, and none of them involve writing skill! You just need to think about the outside, the inside, and the surprise. What you write is almost unimportant if you use these three things to tailor your letter to your grandchild.

Key #1: Create eye-catching envelopes

Even your postage stamps can be fun!

Never underestimate the power of an exciting looking envelope. Use a bright color, or decorate a white envelope with a sticker or two. Get some fun stamps: I send letters to my grandkids with Sesame Street postage stamps I got at USPS.com. Both the UK Royal Mail site and Australia Post have stamps that would appeal to children. Canada’s pickings are slimmer, but stamps change regularly, so keep checking!

Other ways to enhance envelopes:

  • Choose envelopes in their favorite colors

  • Add themed stickers matching current interests

  • Use decorative washi tape around the edges

  • Write their name in metallic markers

  • Draw small pictures in the corners

  • Use seasonal stamps for holidays

Key #2: Select special stationery for letters to your grandkids

Next, find stationery that ties into their interests. Does your granddaughter love dinosaurs? Get some dinosaur cards to send her notes on. Is your grandson going through a building phase? Print pictures of construction equipment and write on the backs. 

Amazon has all sorts of fun options. We've collected some favorites and are showing them below—just click on any image to learn more. We’re fans of the Sanrio stationery sets, which have characters universally loved by kids.

More stationery ideas:

  • Character-themed notecards

  • Paper with decorated borders

  • Custom photo stationery

  • Seasonal designs

  • Colored or patterned paper

  • Cards with space for drawings

  • Our exclusive Grandparent Love Letters

Fun stationery from Amazon for letters to grandchildren

Key #3: Include delightful surprises

Not every letter to your grandchild needs to have a surprise inside, but there are so many fun things to send grandkids in the mail that it’s a shame not to include one! This doesn’t need to cost any money; many of the ideas to mail to grandchildren are things you can make or gather yourself.

Scroll down for a list of 40 things that will fit in a regular envelope. Click on any photo or green link to shop now on Amazon.

40 Surprises to Mail to Your Grandchildren

  1. Band aids

  2. Book plates

  3. Bookmarks

  4. Canceled stamps

  5. Cartoons

  6. Confetti

  7. Coupons

  8. Crosswords

  9. Die cut images

  10. Envelopes

  11. Fake mustache

  12. Flash cards

  13. Fortune from fortune cookie

  14. Friendship bracelet

  15. Glow in the dark stars

  16. Googly eyes

  17. Hair ribbons

  18. Inspirational quotes

  19. Joke cards

  20. Labels

  21. Magazine articles

  22. Maps

  23. Message written in invisible ink

  24. Mini flags

  25. Note cards

  26. Origami insects

  27. Paper crowns

  28. Paper dolls

  29. Photos

  30. Play money

  31. Poem

  32. Pressed flowers or leaves

  33. Recipes

  34. Seed packet

  35. Small notebook

  36. Stencils

  37. Stickers

  38. Sticky notes

  39. Temporary tattoos

  40. Washi paper​

What else can you think of? Share your id​eas in the comments!

Making Letter Writing a Regular Connection

Creating a letter-writing routine is helpful. It keeps you on track, and when your grandchild gets regular letters they start to look forward to them. Here are some tips to help

  • Set a regular writing day—put it on your calendar!

  • Keep supplies organized and ready

  • Send your grandchild the supplies to write back to you

  • Create themed letters for holidays and seasons

  • Save copies or photos of special letters

Now that you’ve gathered your letter-writing tools, you do need to write something on your notecard or pretty paper. Read Letters to a Grandchild: A Year’s Worth of Ideas if you need inspiration.

Start Creating Lasting Memories Today

Ready to make your letters extra special? Our Grandparent Love Letters templates make it easy to create meaningful messages that your grandchildren will treasure. Each template includes creative prompts that make writing letters easy. Get your Grandparent Love Letters and start creating cherished memories with your grandchildren today.

Remember: The joy isn't in perfect penmanship or profound messages—it's in the love and attention you put into making each letter special for your grandchild. Your letters will become treasured keepsakes that remind them of your loving connection for years to come.

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