Comparison

Calendars vs Winthrop

Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.

Head to head
About

Calendars

This app combines a calendar, task manager, daily planner, and habit tracker. It helps users plan their day, build habits, boost productivity, and stay organized with seamless syncing across all Apple devices. Features include event creation, to-do list management, natural language input, and integration with popular meeting platforms.

Highlights
  • Calendar, task, and habit management
  • Daily, weekly, and monthly views
  • Natural language event creation
  • To-do list organization
  • Cross-device syncing
  • Meeting platform integration
Features
Read full description

Calendars by Readdle is the all-in-one calendar, task manager, daily planner, and habit tracker — seamlessly working across all your Apple devices: Mac, iPhone, iPad, and Apple Watch. Plan your day, build better habits, boost productivity, and stay organized with powerful features and smooth sync between all your devices. What you can do with Calendars: • View and manage your calendar with daily, weekly, and monthly views • Create events, set reminders, and never miss important dates • Use the built-in agenda planner to focus on what matters most • Organize your to-do list and manage your tasks with ease • Quickly add events or to-do items using natural language • Build routines and track your habits to stay consistent • Take a guided productivity course to improve time management and focus • Sync across devices with Google Calendar, iCloud, and more • Customize your planner calendar with color coding and widgets • Join Zoom, Google Meet, or GoToMeeting directly from your calendar • Stay in control of your time, wherever you are Whether you're planning a busy workday, building new habits, or working on personal growth, Calendars brings everything together to help you own your time — across all your Apple devices. Privacy Policy: https://readdle.com/calendars/legal/privacy Terms of Service: https://readdle.com/calendars/legal/terms Have questions, comments, or issues? Don’t hesitate to reach out to us at http://readdle.com/contact

About

Winthrop

Features
Read full description

Winthrop Financial Planning are proud to offer the Winthrop App. Securely store your most important files and access them at any time within your app. Protect your most personal data using enterprise-graded, encrypted security. Protected by ultra-secure, state-of-the-art technology, all your documents are available to you, wherever you are, offering you the value of secure collaboration and information sharing, to aid you in your life and financial planning.

Screenshots

Calendars4 screens
Winthrop3 screens

Verdict

The call

The clearest difference is in-app purchases: Winthrop at none against Calendars's 20. Winthrop also leads on iOS requirement (15.0 vs 18.2). Calendars's advantage is update cadence (weekly vs every 8 months) and chart position (#109 vs unranked). On price, ads and device support there is nothing between them.

Scored on Price · Rating · Positive reviews · Number of ratings · Update frequency · Ads · In-app purchases · Monetization · Best chart rank · Devices · Requires iOS

CostPrice · In-app purchases · Ads · Monetization

Both are free to download. Calendars sells 18 in-app purchases, starting at $3.99 per month. Winthrop asks for nothing beyond the download.

UpkeepUpdate frequency

Calendars ships an update weekly, Winthrop every 8 months. The most recent releases landed on October 27, 2026 and October 25, 2026 respectively.

Scorecard4 real differences · 7 level
Calendars versus Winthrop: the parameters behind the verdict, then further details
ParameterCalendarsWinthrop
PriceFreeFree
Rating4.7 (122K ratings) — better—
Positive reviews55.8% of reviews—
Number of ratings122K — better—
Update frequencyWeekly — betterEvery 8 months
AdsNoNo
In-app purchasesYesNo — better
MonetizationFree with in-app purchases—
Best chart rank#109 — better—
DevicesiPhone, iPad, Mac, Apple Watch — betteriPhone, iPad, iPod
Requires iOS18.215.0 — better
Further details — not scored
Size412 MB3 MB
Age rating4+4+
DeveloperReaddle Technologies LimitedMy Wealth Cloud

Bugs and requests

Calendars

Reported bugs

3 issues
  • Disappearing events and appointments
  • Upgrade process causing data loss
  • Freezing and crashing on certain devices

Requested features

5 requests
  • Recurring events for free users
  • Customizable widgets and app icons
  • Ability to archive/restore past events
  • Improved Apple Watch integration
  • Shared calendars and family management

Winthrop

Not enough reviews yet to summarise bugs or requests.

In-app purchases

18 purchases

Calendars

Subscriptions9
  • Calendars PRO 1 Month$3.991 Month
  • Calendars by Readdle: Interesting Calendars1 Month trial$3.991 Year
  • Calendars PRO 1 Month7 Days trial$3.991 Month
Show 6 more
  • Calendars PRO 1 Year3 Months trial$19.991 Year
  • Calendars PRO 1 Year7 Days trial2 variants$19.991 Year
  • Calendars PRO 1 Year1 Year trial$19.991 Year
  • Calendars PRO 1 Year14 Days trial$19.991 Year
  • Calendars PRO 1 Year7 Days trial$21.991 Year
  • Calendars PRO 1 Year7 Days trial$29.991 Year
One-time9
  • Calendars PRO LifetimeFree
  • Invites & Attendees Upgrade$1.99
  • Smart Input Upgrade$1.99
Show 6 more
  • Full Upgrade$4.99
  • Interesting Calendars$5.99
  • My schedule planner, Organizer$6.99
  • Full Pack$12.99
  • Reminders & Calendars$19.99
  • Recurring Events$31.99
None

Winthrop

No in-app purchases

Questions

Is Calendars free?
Calendars is free to download, with in-app purchases available.
Is Winthrop free?
Winthrop is free to download, with no in-app purchases.
Do Calendars or Winthrop have ads?
Neither Calendars nor Winthrop shows ads.
Which is updated more often, Calendars or Winthrop?
Calendars ships an update weekly, and Winthrop every 8 months. Most recently, Calendars was updated on October 27, 2026 and Winthrop on October 25, 2026.

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