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Printable May Planner Pages for Happy Planner & US Letter

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These printable May Happy Planner Classic inserts and US letter planner pages are an easy to way to make your planner beautiful and functional.

There are two sets of May planner inserts available in this post. You can snag a fully functional 6 page set of free planner inserts or a very affordably priced May planner kit with 23 pages including a habit tracker, goal setting sheets, printable Happy Planner stickers, and more. Keep scrolling to see everything that’s included and make your selection!

A preview of six May themed planner printable pages. Pages include a May divider page with tulips and wisteria, a two page monthly calendar spread, a gratitude journal page, and a two page vertical weekly spread.

If it’s still April when you find this post, be sure to grab your printable April planner pages here. You can find menu planner printables for May here and download June menu planner printables in this post.

This post includes affiliate links, which means I may earn a commission on purchases made through links at no additional cost to you.

How to print planner inserts

This planner has lovely digital watercolor clipart. To help your pages look and feel more professional, follow these two tips:

  1. Use a bright white, heavyweight “premium” printer paper, not whatever cheap copy paper is in the printer at work. I use HP 32# bright white paper for my printables for bright, professional looking results.

To see the 32 lb bright white paper paper in use and compare it to other papers, visit this post on the best paper for planner inserts. I tested the same floral planner printable pages on multiple different papers and cardstocks so you can see the difference and make an informed decision.

Sale
HP Paper Printer | 8.5 x 11 Paper | Premium 32 lb | 1 Ream - 500 Sheets |...
HP Paper Printer | 8.5 x 11 Paper | Premium 32 lb | 1 Ream - 500 Sheets |...
  • Made in USA: HP Papers is sourced from renewable forest resources and has achieved production with 0% deforestation in North America.
  • Heavyweight premium printing: HP Premium32 is a heavyweight (32 pounds), brighter (100 bright) and whiter (163 whiteness) paper with a super-smooth...
  • Certified sustainable: HP Premium32 presentation paper is Forest Stewardship Council (FSC) certified and contributes toward satisfying credit MR1...
Check current price

2. Print the planner pages at 100% size for the Happy Planner Classic and US letter sizes, unless you’re intentionally scaling them down. The artwork and functional planner boxes are positioned to fit inside standard print margins.

Many planner printables have artwork that runs all the way to the edges. It looks great on your computer, but you either have to scale the pages or set up marginless printing (if your printer can even print without a margin). These planner inserts are use-friendly and ready to print.

Programs sometimes default to scaling the Happy Planner pages up to fill the entire page. Always check before printing to make sure sure you’re printing at actual size or 100% size.

Your print dialogue box should look similar to the screenshot below (page shown is from the February planer printable set):

A screenshot of Mac Preview printing a Happy Planner page at 100% size

How to use US letter planner inserts

It’s easy to use letter sized planner pages in a three-ring binder or Happy Planner Big. Just print, hole punch, and enjoy your new printable planner pages. Please note that the boxes on the letter pages are not an exact match for the big Happy Planner box sizes.

Letter sized pages generally print easily on A4 paper, though you may want to select “scale to fit” if you are using A4 sheets.

How to print and trim Happy Planner Classic inserts

The Happy Planner insert pages are not just scaled down versions of the letter size. I am personally a Happy Planner Classic user. That’s why the Happy Planner boxes are the correct size for your HPC stickers. The printable planner stickers I share are also sized for Happy Planner Classic, so be sure to check out these free printable planner stickers.

First, print your pages. As described above, make sure to print at 100% size.

Trim your printed pages on top of the light grey dotted line. This line is exactly the right size for HPC inserts, so cut directly on the line.

I recommend using a paper cutter or trimmer (not scissors) for quick, clean results. I use a Fiskar’s paper trimmer with a guide wire, as seen in the video below featuring the October planner pages:

A guillotine-style paper cutter is faster than a sliding paper trimmer and can allow you to cut several pages at once, if you’re careful. I don’t usually use mine because I don’t like pulling it out during the day when my three year old is home.

Swingline Paper Cutter, Guillotine Trimmer, 12" Cut Length, 10 Sheet...
Fiskars Craft Supplies: Paper Cutter, Paper Trimmer for Crafts, Photos, and...
Swingline Paper Cutter, Guillotine Trimmer, 12" Cut Length, 10 Sheet...
Fiskars Craft Supplies: Paper Cutter, Paper Trimmer for Crafts, Photos, and...
Swingline Paper Cutter, Guillotine Trimmer, 12" Cut Length, 10 Sheet...
Swingline Paper Cutter, Guillotine Trimmer, 12" Cut Length, 10 Sheet...
Fiskars Craft Supplies: Paper Cutter, Paper Trimmer for Crafts, Photos, and...
Fiskars Craft Supplies: Paper Cutter, Paper Trimmer for Crafts, Photos, and...

Next, hole punch your Happy Planner pages using your Happy Planner punch. This punch seems to go in and out of stock frequently. It was out of stock when I wanted it, then I had to wait several weeks for it to become available again. Sometimes it’s on Amazon, but sometimes it’s in stock with Michael’s at a lower price.

me & my BIG ideas Punch - The Happy Planner Scrapbooking Supplies - 9 Hole...
me & my BIG ideas Punch - The Happy Planner Scrapbooking Supplies - 9 Hole...
  • Punch capacity - 3 sheets of paper or 1 sheet of cardstock
  • Punch is designed to fit perfectly in The Happy Planners
  • Personal customization- Now you can punch your own paper and add it to your planner
Check current price

Finally, insert the pages in your planner and enjoy! I recommend using plenty of stickers. =)

Printable stickers are an easy way to make your planner fun and functional. You do not need to own a cutting machine or sticker maker to use printable stickers. Discover more about the benefits of printable stickers and how to cut stickers without a cutting machine.

An open Happy Planner next to a page of colorful printed planner stickers. There are also two pairs of scissors, a metal ruler, and a metal hobby knife.

How to print letter sized PDFs for other sizes

You can print letter sized pages to scale and trim them to fit other planner sizes. I’ve already done the math for you – use the planner sizing chart below as your guide:

A chart reading "Scaling percentages to print planner inserts from US letter sized PDFs: Desired planner size Insert finished size Print at this % from letter A5 8.3x11.7” 100% Happy Planner Big 8.5x11” 100% Franklin Covey Monarch 8.5x11” 100% Daytimer Folio 8.5x11” 100% Happy Planner Classic 7x9.25” 82% Classic 7x9” 82% A5 (half A4) 5.8x8.3” 68% Kikki K Large 5.7x8.46” 67% Daytimer Desk 5.5x8.5 Print 2 pages per sheet Franklin Covey Classic 5.5 x 8.5” Print 2 pages per sheet Half letter 5.5x8.5” Print 2 pages per sheet Personal (including Kate Spade personal, Daytimer Portable, Kikki K Medium, & Filofax Compact) 3.75x6.75” 44%

Printable May planner insert download links

The lovely digital watercolor clipart on these printables is copyright by DigitalArtsi. Thank you, Jane, for your beautiful artwork and generous licensing.

Like all journal and planner printables on The Artisan Life, these planner pages are for personal and classroom use. 

Personal use includes use with your own students, therapy clients, homeschool co-op group, etc. as long as you are personally organizing the activity and not charging specifically to use the printables.

You are not licensed to alter, redistribute, or sell the digital files or printed pages. Please contact me if you have any questions.

There are two versions of the printables: 

  • The set of free planner pages. Keep scrolling past the paid kit and click on the image that says “download here” to get your free printables.
  • The May planner kit with 23 pages (in each size) plus printable stickers for one very low price.

May printable planner insert kit with stickers

Watch a flip through of the planner in the video below. The video shows the US letter sized pages, but the HPC pages are very similar.

The goals planner pages can help you set and achieve your weekly and daily goals. If setting and achieving goals is challenging for you, be sure to visit this post on how to set weekly goals that work.

A preview of two printable goal planner pages with watercolor spring floral clipart. The top page is for weekly goals and the bottom page is for daily goals. Each page has space to record the date, the day or week's top 3 goals, action steps, notes, and a check-in.

Here’s a preview of the printable May sticker sheets. There are three sheets of HPC-sized sticker with a fun spring color palette. The washi tape printables are a 8″ long so you can cut them down to size and use them in multiple places without printing the same sheet multiple times. This month’s stickers feature new habit tracker and bill tracker stickers that I introduced in the April planner printables.

Three pages of planner sticker printables for May. Stickers have greens, purples, and pinks in a floral spring palette. Stickers include full boxes, half boxes, checklists, habit trackers, bill pay stickers, to do headers, washi tape, flags, and date stickers.

This May planner kit is available for the very low price of $2.99. (Keep scrolling a tiny bit more for the free version.)

Free May printable planner inserts

Stop the scroll! Here’s where you’ll find your free printable download information. 

Here’s a look at your free printable pages:

An image with six pages of May planner with watercolor illustrations: a cover page, a two page monthly spread, a two page weekly spread, and a gratitude journal page.

The free version has six pages:

  • May cover page/divider with watercolor illustrations
  • Monthly calendar pages for May (undated)
  • Vertical weekly layout pages (undated)
  • Gratitude journal page
five purple arrows pointing down on a white background
text "click here to download your printable"

I hope you enjoy using these printable planner pages for May! Be sure to download these planner printables while you’re here:

Planner Printables

Plan your year with free, colorful monthly themed planner printables in US Letter and Happy Planner Classic sizes! The entire year is available now so you can plan ahead.

There are also non-month specific planner printables and free printable planner stickers.

Free August Planner Printables for US Letter and Happy Planner Classic

Celebrate the last full month of summer with these beach themed planner pages.

Free Printable July Planner Pages

Stay organized this summer with these boho tropical planner pages featuring tropical florals in a neutral color pallette.

Free Printable June Planner Pages

Start summer with a splash with these free printable mermaid themed planner pages in US letter and Happy Planner sizes!

April Planner Pages

These printable planner inserts for April feature sweet watercolor florals for a beautifully planned month.

Printable March Planner Pages

Refresh your planner for spring with these free printable March planner pages in US letter and Happy Planner Classic sizes.

Free 2 Page per Week Planner Printable - Cute Owls

Free Printable Christmas Planner

Free Cute Printable Planner for Winter

Free Printable Valentine's Day Planner

Free Chakra Bullet Journal Printable Planner Pages

Free Printable Unicorn Planner Pages 

These free printable unicorn planner pages have a fun, but functional, bullet journal style.

Free Printable Garden Planner Stickers 

Turn your everyday planner into a garden planner with these free printable functional gardening stickers.

Free Printable Rainbow Flag Checklist Stickers

Make your to-do list cheerful with these free printable vertical flag checklist stickers.

Printable Gratitude Planner Stickers For Happy Planner

Make your gratitude practice easy and fun with these printable gratitude stickers for Happy Planner.

Free Printable Spirit Animal Printable Bullet Journal Planner Pages

Get in touch with your spirit guides with these lovely spirit animal planner pages.

February Planner Printables

Bring cheer to your February with these sweet February planner printables in US letter and Happy Planner Classic sizes.

February Journal Prompts

Is a fear of the blank page keeping you from journaling? Discover journal prompts for February and download a free printable journal.

Free Printable Knitting Planner

FInally tame your UFO pile and yarn stash with these free printable knitting planner.

Free Printable Garden Planner for a Successful Garden

Have the successful garden you've always dreamed of when you plan ahead and track your garden with these free printable garden planner.

January Planner Printables

These January planner printables feature watercolor winter greenery and cute owls, birds, and foxes.

December Planner Page Printables

These December planner printables are cheerful and festive!

Free November Planner Page Printables

These November planner pages have plenty of fall vibes with just the right amount of Thanksgiving flair.

Watercolor Halloween Printable Planner Pages for October

The watercolor Halloween illustrations in these October planner printables are sweet with just the right amount of spooky.

Free Printable Floral Weekly Planner Inserts

These floral weekly planner inserts focus on setting and achieving your goals. Use them any month of the year!

Text "free printable May planner pages for letter and Happy Planner" above a preview with six pages of May planner printable featuring wisteria and tulips. Pages include a May divider page, two pages of undated calendar, a two page vertical weekly spread, and a gratitude journal page.
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natashalh - the artisan life

Hi, I’m Natasha! I’m so glad you’re here.

I’m a former classroom teacher with a Masters of the Arts in Teaching turned homeschooler & gardener. I share educational & planner printables and tips for making gardening with kids successful and affordable.

I also publish printed coloring & activity books. You can also find me on YouTube.

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