WhyToBuyThis
Letters to Open When... (Book of 14 Letters)
For Him / Her / Kids

Letters to Open When — a heartfelt gift you write yourself

Letters to Open When... (Book of 14 Letters)

Reviewed by the WhyToBuyThis team · Updated September 2026 · How we choose

Perfect for

  • Long distance
  • Someone going away
  • Under $15
  • Thoughtful & personal
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Price: $14.95

Price may change on Amazon. As an Amazon Associate we earn from qualifying purchases. This won't cost you anything extra.

  • Great gift ideaChosen for real-world gifting
  • Hand-pickedCurated, not scraped
  • Honest reviewThe catch, not just the hype

Why this gift works

Letters to Open When..., by Lea Redmond from Chronicle Books, makes the open when letters idea easy: 12 letters with prompts on the outside - open when you need a pep talk, open when you need a good laugh, open when you need to make a big decision, open when you are looking for inspiration - plus 2 blank ones for your own ideas. You write them now, seal each with a sticker, and give the whole set.

It is a gift that keeps arriving: they get something from you on the specific day they need it, weeks or months later. It suits a friend moving away, a kid heading to college, or a partner who is deployed or long distance - anyone you cannot be with at the right moment. The book solves the logistics; you supply the meaning.

Who is this gift for?

Great for

  • A partner on deployment
  • A kid heading off to college
  • A friend moving abroad

Think twice if

  • You are short on time before the occasion
  • Writing personal letters is not something you can do

The catch

It all depends on what you write - plan a few hours - and the prompts lean toward encouragement and cheer rather than romance, so a couple wanting love letters may want to add their own themes on the blank ones.

Skip if you are short on time before the occasion, or if writing personal letters is genuinely not something you can do.

Key specs

Letters to Open When... (Book of 14 Letters) specifications
AuthorLea Redmond
PublisherChronicle Books
Letters12 prompted + 2 blank
ExtrasSticker seals for each letter
SizeAbout 7.75 x 3.5 in
Published2016

Worth knowing before you buy

  • The letters are the gift - plan several hours.
  • The prompts are about encouragement and cheer, not romance; use the 2 blank letters for your own themes.

Why we like it

  • Something from you arrives on the exact day they need it
  • The book solves the logistics; you supply the meaning
  • Keeps giving for weeks or months

Open when letter ideas for the 2 blank letters

  • Open when you miss me. A favorite memory together and the next thing you are looking forward to doing.
  • Open when you can't sleep. A calm, rambling letter - a story from your day, or a list of small good things.
  • Open when you've had a bad day. Remind them of a time they got through something hard, and what you admire in them.
  • Open on your birthday. A letter about the year ahead and what you wish for them.
  • Open when you're proud of yourself. Tell them you knew they would do it, and why.

Questions people ask

12 prompted letters, 2 blank letters and sticker seals, in a book about 7.75 x 3.5 inches.

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