Join us for the all-new Beginner’s Modern Calligraphy Online Course, happening now! →

Learn More
    • Facebook
    • Instagram
    • Pinterest
    • RSS Feed
    • YouTube
    • Premium Membership
    • Beginner Calligraphy Course
    • Intermediate Calligraphy Course
    • Calligraphy Worksheets
    • Beginner Watercolor Course
    • The Calligraphy Book
  • Blog
    • Pointed Pen Calligraphy Worksheets
    • Pointed Pen Calligraphy Drills
    • Video Courses
    • Brush Pen Calligraphy
    • Handwriting
    • Hand-Lettering
    • Mail Printables
    • Printable Artwork
    • Procreate Worksheets
      • Cleaning Cloths
      • Erasers
      • Glass Jars
      • Inks
      • Kits
      • Mechanical Pencils
      • Nibs
      • Oblique Pens
      • Paper
      • Protectants
      • Rubber Stamps
      • Rulers
      • Straight Pens
      • Washi Tape
      • Watercolors
      • Wax Seals
  • Help
  • Cart
Log in

Your cart is currently empty!

The Postman's Knock written in calligraphy
Subscribe for $1/week
Sign In
  • My Account
    • Account Details
    • Addresses
    • Payment Methods
    • Order Receipts
    • Subscriptions
    • Printables + Worksheets
    • Video Courses
  • Help
Log in
The Postman’s Knock
  • About
  • Blog
  • Shop
  • Help
  • Premium Membership
  • The Calligraphy Book
Subscribe for $1/week
Sign In
  • Welcome to TPK! This is your first of 2 free articles. For unlimited access to tutorials and articles, join TPK Premium for less than the cost of a latte.

    “Sleepy Hollow” Skull Halloween Card Tutorial

    October 8, 2020

    by

    Lindsey Bugbee

    Free Printables, Greeting Card Tutorials, Halloween, Intermediate Calligraphy

    Today’s Halloween card tutorial taps into the holiday spirit with excerpts from Washington Irving’s The Tale of Sleepy Hollow and a time-honored Halloween color scheme! With the help of a free printable, you’ll be well on your way to making an elegant and spooky greeting that will delight your loved ones.

    • Click to share on Pinterest (Opens in new window)Pinterest
    • Click to share on Facebook (Opens in new window)Facebook
    • Click to share on WhatsApp (Opens in new window)WhatsApp
    • Click to share on X (Opens in new window)X
    • Click to share on Bluesky (Opens in new window)Bluesky
    • Click to share on Threads (Opens in new window)Threads
    • Click to share on Reddit (Opens in new window)Reddit
    • Click to share on Mail (Opens in new window)Mail

    "Sleepy Hollow" Skull Halloween Card Tutorial

    My goal with this skull-themed Halloween card is simple: make a playful yet refined seasonal greeting. I love a good skull motif (see: Frida Kahlo, Spooky Calligraphy Drills), so I decided to begin with a creepy cranium and take it from there! In today’s tutorial, I’ll show you how to make a card like this one.

    1. Print + Trace TPK’s Skull Outline

    To get started, download and print this skull outline.

    Skull Template
    You can print this out on any sort of printer paper; no need to get fancy!

    Next, place a 5″ x 7″ (127 mm x 178 mm) blank watercolor card over the skull outline printout, then place both the skull outline and the card on a light box. Go ahead and trace over the skull with a pencil. (No light box? No worries! You can read about economical light box alternatives in this article.)

    Tracing the Skull Outline
    I like to keep these blank watercolor cards on hand for convenience. It’s easy to DIY a blank card, though! Just cut a piece of watercolor paper to 10″ x 7″, (254 mm x 178 mm) then fold it in half. I prefer to use watercolor paper because — unlike cardstock — it responds well to a dip pen.

    Once you finish tracing, your card will look something like this:

    Pencil Skull

    2. Prep Your Skull for Calligraphy

    Now, use your pencil to make several wavy guidelines along the surface of your skull. These lines should be uneven, giving the skull a mummy-like quality.

    Calligraphy Prepped Skull
    Don’t worry too much about the neatness of these lines. Inconsistent letter heights will help certain words to stand out!

    3. Write Chilling Calligraphy

    Once you’ve drawn guidelines, look to the internet or your bookshelf to find Halloween-appropriate literature. I chose The Legend of Sleepy Hollow, which is a fun story by Washington Irving. It outlines the plight of Ichabod Crane, who falls victim to a practical joke. (I love Irving’s story because I’m a scaredy-cat, and the original tale is lighter than its later film adaptations!) When you’ve chosen your literature, use sumi ink and your favorite pen/nib combination to start writing spooky excerpts within your pencil guidelines.

    "Sleepy Hollow" Skull Halloween Card Tutorial
    Be sure to use plenty of calligraphy flourishes for this tutorial! For maximum visual impact, you want to fill in the skull as densely as possible.

    Continue to make your way down the skull with calligraphy. Don’t be afraid of awkward word splits or switching up lettering styles! Just do what you have to do to keep everything within the skull outline.

    "Sleepy Hollow" Skull Halloween Card Tutorial

    Once you’re finished with the calligraphy, your skull will look something like the photo below. Notice that the eye sockets, nose, and teeth remain untouched!

    "Sleepy Hollow" Skull Halloween Card Tutorial

    While you want the eyes and nose to be blank, the teeth do need a bit of TLC. I opted to fill each tooth in with two curved lines for an effect that has some Día de los Muertos flair.

    "Sleepy Hollow" Skull Halloween Card Tutorial

    4. Add Complementary Flourishes

    Black is the color of choice for Halloween, but this skull needs a bit more color to stand out! To that end, try using tangerine ink (or orange watercolor and the watercolor calligraphy technique) to add more standalone flourishes to the skull. Then, use your orange hue to write over select words.

    "Sleepy Hollow" Skull Halloween Card Tutorial
    I tried to focus on highlighting words that remind me of Halloween (darker, stars, Ichabod, misshapen, etc.).

    5. Erase Your Guidelines and Enjoy

    Once you’re satisfied with your skull and your ink has dried, use a good quality eraser to get rid of your pencil guidelines. Then, step back and admire your handiwork!

    "Sleepy Hollow" Skull Halloween Card Tutorial

    I’d recommend sending this off in a seasonal envelope like the one below! Slightly yellowed, vintage stamps (read about where to find them here) will put this Halloween snail mail duo over the top.

    12 Artistic Envelope Ideas | The Postman's Knock
    This flourished spider is from the Garden Edition calligraphy drills.

    I hope that you like this tutorial and that you modify it to suit your supplies and style! For example, you might try using a different piece of literature (Shakespeare’s “Song of Witches” comes to mind) or a different color scheme. Once you try your hand at this, I’d be thrilled to see your work on Instagram! (I love getting to look at tutorial interpretations.) You can tag me at @thepostmansknock.

    Thanks very much for reading, and have a wickedly wonderful weekend!

    Warmly,

    Lindsey's Signature | The Postman's Knock

    • Click to share on Pinterest (Opens in new window)Pinterest
    • Click to share on Facebook (Opens in new window)Facebook
    • Click to share on WhatsApp (Opens in new window)WhatsApp
    • Click to share on X (Opens in new window)X
    • Click to share on Bluesky (Opens in new window)Bluesky
    • Click to share on Threads (Opens in new window)Threads
    • Click to share on Reddit (Opens in new window)Reddit
    • Click to share on Mail (Opens in new window)Mail
Sketchbooking

About the author

Hi, I’m Lindsey Bugbee, the illustrator, calligrapher, and author behind The Postman’s Knock (TPK). Since 2012, the TPK Blog has been a vibrant creative space filled with tutorials and lessons on modern calligraphy, hand lettering, and illustration. After publishing The Calligraphy Book, I wanted to elevate the quality of content even further—so I launched TPK Premium. You can join here to receive access to some of the internet’s best creative inspiration and project tutorials.

Join TPK’s free mailing list

This field is for validation purposes and should be left unchanged.

Follow TPK on social media

  • Facebook
  • Instagram
  • Pinterest
  • YouTube
  • RSS Feed
  • Mail
Previous post: 8 Throwback Calligraphy Projects for Inspiration
Next post: Hissing Cat Halloween Envelope Tutorial

All-time favorite posts

  • The Beginner's Guide to Modern Calligraphy

    The Beginner’s Guide to Modern Calligraphy

    1.5m views
  • 8 Tips to Improve Your Handwriting (Plus a Free Worksheet) | The Postman's Knock

    8 Tips to Improve Your Handwriting (Plus a Free Worksheet)

    848.6k views
  • Painting with Watercolors for Beginners

    Painting with Watercolors for Beginners

    813.4k views
  • Free Brush Pen Calligraphy Worksheet

    Free Brush Pen Calligraphy Worksheet

    482.2k views
  • How to Write Faux Calligraphy (Video Tutorial + Free Worksheet)

    363.1k views
  • 11 Calming Calligraphy Drills Printable | The Postman's Knock

    Celebrating Six Years of the “11 Calming Calligraphy Drills” Worksheet (Free Download)

    290.7k views
  • Lovely Loose Watercolor Flowers Tutorial

    Lovely Loose Watercolor Flowers Tutorial

    204.2k views
  • The Ultimate DIY Modern Calligraphy Starter Kit

    The Ultimate DIY Modern Calligraphy Starter Kit

    186k views

Latest posts

  • Color wheel created by Jess of Greenleaf & Blueberry
    September’s Coffee Date: Color Theory and ConfidenceSeptember 29, 2025
  • How to Create Beautiful Chalkboard Quote Art
    How to Create Beautiful Chalkboard Quote ArtSeptember 24, 2025
  • Ombré wax crayon calligraphy
    How to Make Ombré Wax Crayon CalligraphySeptember 11, 2025
  • Floral calligraphy by Phyllis Macaluso
    8 Pieces That Helped Me Fall in Love With CalligraphySeptember 5, 2025

Browse by category

Browse by date

88 responses

  1. Kevin Gumban Avatar
    Kevin Gumban
    October 12, 2020

    Nice!

    Log in to Reply
    1. Lindsey Bugbee Avatar
      Lindsey Bugbee
      October 12, 2020

      😊

      Log in to Reply
  2. yoliazpiazu Avatar
    yoliazpiazu
    October 12, 2020

    I absolutely love this idea!!!

    Log in to Reply
    1. Lindsey Bugbee Avatar
      Lindsey Bugbee
      October 12, 2020

      Right? So fun!

      Log in to Reply
  3. Helen H Avatar
    Helen H
    October 12, 2020

    Fabulous, thankyou for sharing xx

    Log in to Reply
    1. Lindsey Bugbee Avatar
      Lindsey Bugbee
      October 12, 2020

      Of course!

      Log in to Reply
  4. Audrey Hoover Avatar
    Audrey Hoover
    October 12, 2020

    Skulls are not my thing but I love that these instructions can help you flourish any shape! And that spider envelope is super cool!!

    Log in to Reply
    1. Lindsey Bugbee Avatar
      Lindsey Bugbee
      October 12, 2020

      Skulls aren’t for everyone! 😊 I totally get it. And yes exactly – that’s the beauty of it! I love flourishing shapes of all kinds.

      Log in to Reply
  5. Chrissie Avatar
    Chrissie
    October 12, 2020

    This is a wonderful project idea. I’m still very much a calligraphy beginner, but I think I might try to tackle this one! I’m thinking perhaps a few lines from The Fall of the House of Usher or The Masque of the Red Death would fit the bill nicely.

    Log in to Reply
    1. Lindsey Bugbee Avatar
      Lindsey Bugbee
      October 12, 2020

      You definitely should! And what a great, creative idea 😊

      Log in to Reply
  6. Daniela Borges Goy Avatar
    Daniela Borges Goy
    October 12, 2020

    Hi!! I really loved this idea. My friend and I want to do it (like a little competition hehe) but we don’t know what other horror story we could use, so if you have any other idea I appreciate it. Thanks.
    PS: I was thinking the Freddy’s song but in Spanish since we are from Venezuela 🙂

    Log in to Reply
    1. Lindsey Bugbee Avatar
      Lindsey Bugbee
      October 27, 2020

      I love Shakespeare’s Macbeth! Anything by Edgar Allan Poe could work, too. I’m not super familiar with Spanish literature, unfortunately, but you could google “poemas de Halloween en español”.

      Log in to Reply
  7. Sana Avatar
    Sana
    October 12, 2020

    This is so great, love the idea of writing something creepy the skull. Usually I spend Halloween with my friends but this year I won’t be able to so many I’ll send some creepy Halloween postcards.

    Log in to Reply
    1. Lindsey Bugbee Avatar
      Lindsey Bugbee
      October 12, 2020

      Sounds like a great plan to me! It’ll keep you busy 😊

      Log in to Reply
  8. Joslynn Avatar
    Joslynn
    October 11, 2020

    This skull – the perfect combo of creepy and elegant! Can’t wait to give it a try…

    Log in to Reply
    1. Lindsey Bugbee Avatar
      Lindsey Bugbee
      October 12, 2020

      Right? I think it’s a pretty good balance of the two 😊

      Log in to Reply
  9. April Avatar
    April
    October 11, 2020

    Ooh, this looks like a spookily spectacular tutorial!!

    Log in to Reply
    1. Lindsey Bugbee Avatar
      Lindsey Bugbee
      October 12, 2020

      I think it is! Spooktacular 😊

      Log in to Reply
  10. Megumi Drynan Avatar
    Megumi Drynan
    October 11, 2020

    I really love the tangerine ink was used with the black ink. The continuation is really nice and makes the words pop. Also love the spider envelop. I think it is adorable! Happy Halloween!

    Log in to Reply
    1. Lindsey Bugbee Avatar
      Lindsey Bugbee
      October 12, 2020

      Thank you, Megumi! I love those colors together as well. Happy Halloween!

      Log in to Reply
Older Comments
1 2 3 4 5
Newer Comments

Leave a Reply Cancel reply

Sorry! Only TPK Premium members can comment on articles and tutorials. You can become a member here. Already a member? Sign in.

This is just as relaxing to watch as it is to wri This is just as relaxing to watch as it is to write. 🧘‍♀️ DM me for a link to a (free!) worksheet that teaches you how to write this loopy, modern quote. ✍️

#moderncalligraphy #learncalligraphy #calligraphy #handwritten #writingcalligraphy #pointedpencalligraphy #calligraphyvideo #tseliotquote
🎃 Halloween, TPK-style. ✍️ You can find ins 🎃 Halloween, TPK-style. ✍️ You can find instructions for making all of these project (and more!) on the TPK Blog and in TPK’s Halloween-themed worksheets. 🔗 Link in bio, then search for “Halloween” or just browse the Blog and Catalog!

#halloweencalligraphy #halloweenart #calligraphyprojects #halloweencraft #eleganthalloween
🤭 We’re ridiculous. Here’s the story: every 🤭 We’re ridiculous. Here’s the story: every month, @greenleafblue and I host a live creative coffee chat over Zoom for TPK Premium and G&B Patreon members — and we always include a giveaway. This time, we switched it up and picked the winner with a trivia question we made up on the fly. You can see how that went here!

✨ Watch the full chat on the TPK Blog (link in bio → “Blog”).

✨ Join us for the next coffee chat on October 17th by signing up for TPK Premium! I’m thrilled to announce that @sdionbakerdesign will be our special guest. (Her Patreon members can join, too!) And yes, there will be a giveaway. 🎁

👯‍♀️ Fun fact: Jess and I met as roommates studying art history in Paris + Florence way before The Postman’s Knock or Greenleaf & Blueberry existed. Over the years, we’ve nicknamed ourselves Tweedle-Dee and Tweedle-Dum, Lucy and Ethel… you get the idea. That familiarity definitely comes through in our chats.

#artistchat #artists #artsupplies #zoomchat #creativity #thepostmansknock #greenleafandblueberry
After eight years (and plenty of smudges), my chal After eight years (and plenty of smudges), my chalkboard finally got a makeover! This time, sketching out the design was so much easier thanks to my iPad + Procreate. Once the draft felt right, I used a grid method to bring it to life on the chalkboard. 🖊️✨ Curious how it all came together and find instructions for making your own chalkboard quote art? Check out the TPK Blog to see the process! (Link in bio, then navigate to the “Blog” tab.)

#chalkboard #chalkart #austenquote #janeausten #hyggequote #hyggeart #homeart #artforhome #artprocess #chalk
The iPad + the Procreate app = a total game change The iPad + the Procreate app = a total game changer for chalkboard design! ✨ Today I sketched out this chalkboard layout digitally, which is something I used to spend hours drafting with pencil and paper (with tons of erasing!). Obviously, there were a lot of elements that weren’t working here as I navigated the draft process; but it’s so easy to erase, re-size, or move elements within Procreate. The best part? Procreate gives me a sneak peek of how the chalk will actually look on the board. 😍

Now that the design is ready, I’m excited to bring it to life on the chalkboard itself. Stay tuned for Thursday’s tutorial on the TPK Blog! ✍️

#chalkboardart #chalkart #procreateart #procreateartist #janeaustenquote #artprocess #artdraft
✍️ Lesson 2 of the brand-new Beginner’s Mode ✍️ Lesson 2 of the brand-new Beginner’s Modern Calligraphy Online Course just dropped! In it, we’ll take a deep dive into supplies and workspace setup. Then, we’ll do a little preliminary assignment. This clip was taken from the workspace video. In it, I’ll show you how I store my supplies and give you a tour of my workspace and how I set myself up for calligraphy creation success. (Literally: I show you everything, right down to where I put my iPad to keep a movie on in the background while I work.)

Link in bio to enroll in the course! If you’re not taking it, **do**!! It’s already got 3+ hours of video instruction in just two lessons.

#calligraphyadvice #moderncalligraphy #pointedpencalligraphy #artcreation #calligrapher #artstudio
I love watching project timelapses — like a comp I love watching project timelapses — like a complicated calligraphy or watercolor project coming together in a matter of seconds. A cleaning timelapse, then, is a no-brainer! My friend mentioned that she does these when she needs a little extra motivation to tidy up. I was totally feeling that this weekend, so I made a couple of these. The anticipation of knowing that I’d get to watch the room become neat in an instant was actually incredibly motivating. It’s the little things, right? 😉 #cleaningtimelapse #cleaning #tidyingup #neatandtidy
🖍️ We have a million crayons laying around be 🖍️ We have a million crayons laying around because my kids love to color (right now, their pages of choice are K-Pop Demon Hunter-themed). While I’m always down for some adult coloring, I also love to letter with crayons! In the latest TPK tutorial — link in bio — you’ll learn how to make this cozy ombré wax crayon calligraphy. 🍁 Switch up the color scheme if you’re not a pumpkin spice person! This technique looks great with light blue, dark blue, and dark purple; or light green, dark green, and dark blue. #crayoncalligraphy #crayolacrayons #waxcrayons #adultcoloring #autumnart #cozylettering #handlettering #lettering
The Postman’s Knock

About

  • About Lindsey
  • Get to Know TPK
  • Behind the Scenes
  • How I Learned Calligraphy

Legalese

  • Terms of Service
  • Privacy Policy
  • Refunds & Return Policy
  • GDPR Data Erasure Request

Printable Worksheets

  • Pointed Pen Calligraphy Styles
  • Pointed Pen Calligraphy Drills
  • Brush Pen Calligraphy
  • Handwriting
  • Hand-Lettering

Courses

  • Beginner’s Pointed Pen Calligraphy
  • Intermediate Pointed Pen Calligraphy
  • Beginner’s Watercolors

Help

  • Contact Lindsey
  • Calligraphy FAQs
  • Calligraphy Troubleshooting

Subscribe to the Blog

Join over 125,000 creative minds who receive inspiring, value-packed emails from TPK each week. As a free subscriber, you’ll get helpful tutorials, free worksheets, and creative ideas delivered straight to your inbox—plus the occasional sneak peek or special offer.

This field is for validation purposes and should be left unchanged.

Follow TPK on Social Media

  • Facebook
  • Instagram
  • Pinterest
  • YouTube
  • RSS Feed
  • Mail

© Copyright 2025 The Postman’s Knock – All rights reserved

Manage Consent
To provide the best experiences, we use technologies like cookies to store and/or access device information. Consenting to these technologies will allow us to process data such as browsing behavior or unique IDs on this site. Not consenting or withdrawing consent, may adversely affect certain features and functions.
Functional Always active
The technical storage or access is strictly necessary for the legitimate purpose of enabling the use of a specific service explicitly requested by the subscriber or user, or for the sole purpose of carrying out the transmission of a communication over an electronic communications network.
Preferences
The technical storage or access is necessary for the legitimate purpose of storing preferences that are not requested by the subscriber or user.
Statistics
The technical storage or access that is used exclusively for statistical purposes. The technical storage or access that is used exclusively for anonymous statistical purposes. Without a subpoena, voluntary compliance on the part of your Internet Service Provider, or additional records from a third party, information stored or retrieved for this purpose alone cannot usually be used to identify you.
Marketing
The technical storage or access is required to create user profiles to send advertising, or to track the user on a website or across several websites for similar marketing purposes.
Manage options Manage services Manage {vendor_count} vendors Read more about these purposes
View preferences
{title} {title} {title}
Writing Copperplate Calligraphy

Unlock Exclusive Perks with Premium Plus

Fuel your inspiration and creativity with TPK Premium Plus! Members enjoy three free worksheets or learning resources every month, unlimited video course access, member-exclusive tutorials, and a 10% discount on all Supplies Shop orders.

join today ($15)
All About the Brause Rose Nib

inspiration in your inbox

Let The Postman’s Knock Spark Your Creativity

TPK’s innovative newsletters are an artistic treat. Join the 125K+ subscribers who have already discovered The Postman’s Knock, and receive 10% off your first Digital Catalog order.

This field is for validation purposes and should be left unchanged.