Best Pencil Planner & Draw Calendar Apps

248+ iOS apps curated and reviewed

4.4 avg rating
18 free apps
Updated November 2026

Every iPhone needs a few good pencil planner & draw calendar apps. We benchmark 248+ of them on App Store rating, freshness, and pricing, then surface the standouts so you don't have to scroll the App Store yourself.

Compare top Pencil Planner & Draw Calendar Apps (November 2026)

#AppPriceRatingAdsIn-App PurchasesUpdated
1Pencil Planner & Draw CalendarPencil Planner & Draw Calendar$8.994.5★ (832)NoNoOct 2026
2Pencil Planner & Calendar ProPencil Planner & Calendar ProFree4.6★ (13K)NoYesNov 2026
3Pencil Planner: PencilTimePencil Planner: PencilTimeFree4.6★ (34)NoYesNov 2026
4Penbook: Paper Planner & NotesPenbook: Paper Planner & NotesFree4.5★ (46K)NoYesNov 2026
5Pencil Calendar - PencilCalPencil Calendar - PencilCalFree4.3★ (4)NoYesOct 2026
6Draw Calendar: Sketch PlanDraw Calendar: Sketch PlanFree4.0★ (3)NoNoOct 2026
7CalenDraw: Calendar NotesCalenDraw: Calendar NotesFree4.5★ (3.5K)NoYesNov 2026
8Calendar: Schedule PlannerCalendar: Schedule PlannerFree4.6★ (35)NoYesOct 2026

Top Picks for Pencil Planner & Draw Calendar

Pencil Planner & Draw Calendar#1

Pencil Planner & Draw Calendar by Wasdesign, LLC

Write daily on digital agenda
Editor's Choice
📊 Productivity
4.5😐(832 ratings)
$8.99
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This app offers a digital alternative to traditional paper planners, allowing users to write and draw schedules, plans, and goals with a natural handwriting experience. It provides various templates for daily, weekly, monthly, and yearly planning, with tools for easy editing and navigation.

What We Love

  • 👍 Simple and easy to use
  • 🖋️ Great for handwritten notes and planning
  • 🎨 Supports Apple Pencil
  • 💻 Syncs across devices
  • 📅 Perpetual calendar with multi-year planning

Room to Improve

  • 🐛 Glitches and bugs causing data loss
  • 🔍 Limited functionality compared to expectations
  • 🔀 Difficulty navigating between dates/views
  • 🖌️ Lack of customization options for pen/highlighter
  • ⚠️ Concerns about lack of developer support/responsiveness
Pencil Planner & Calendar Pro#2

Pencil Planner & Calendar Pro by Wasdesign, LLC

Handwritten daily agenda
Strong Contender
📊 Productivity
4.6😊(13K ratings)
FreeIn-App Purchases
Pencil Planner & Calendar Pro screenshot 1
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This app brings the freedom of a paper planner to your digital calendar, allowing you to handwrite plans, highlight appointments, and take notes directly on your schedule. It syncs across devices and offers robust note-taking features.

What We Love

  • 🚀 Great calendar integration
  • 👍 Handwriting support with Apple Pencil
  • 📆 Ability to plan and organize on digital calendar
  • 🔗 Syncs across devices
  • 📝 Useful note-taking features

Room to Improve

  • 🔒 Subscription required for full functionality
  • 🐛 Bugs and glitches (crashes, data loss, UI issues)
  • 💰 Expensive subscription for some users
  • 📱 Limited functionality on iPhone
  • 🔍 Lack of search/organization for notes
Pencil Planner: PencilTime#3

Pencil Planner: PencilTime by Semore Software

Write, Type & Plan Your Way
Worth Considering
📊 Productivity
4.6(34 ratings)
FreeIn-App Purchases
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Combine handwritten notes and typed text for planning and organization. Features flexible daily, weekly, monthly, and yearly views, with dedicated pages for projects and ideas. Search typed content easily and export your work.

More Pencil Planner & Draw Calendar apps to explore

FAQ about Pencil Planner & Draw Calendar

What are the best pencil planner & draw calendar apps for iPhone?
Pencil Planner & Draw Calendar tops our pencil planner & draw calendar apps ranking as of November 2026, with a 4.5-star average from 832 App Store ratings, and it's priced at $8.99.
Yes — 18 of the top pencil planner & draw calendar apps we rank are free to download, including Pencil Planner & Calendar Pro and Pencil Planner: PencilTime.
Pencil Planner & Draw Calendar has no ads and has no in-app purchases, according to its App Store listing as of November 2026.
We track 248+ pencil planner & draw calendar apps on the iOS App Store as of November 2026, ranked by rating, recency, and analysis of real user reviews.