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10 Best Calendar Software for Windows in 2025

10 Best Calendar Software for Windows in 2025

Kacy Boone
VP Marketing
December 31, 2024
Updated on:
December 31, 2024

10 Best Calendar Software for Windows in 2025
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Whether you’re a CEO, a team leader, or a company executive, managing daily responsibilities can often feel like a constant race against the clock. There’s always more to do than the hours allow—meetings to attend, deadlines to meet, and tasks that seem to multiply faster than you can check them off. 

A standard calendar app might help you track major events, like meetings or planned vacations, but is that enough? For most of us, it’s not.

The best calendar apps don’t just keep a record of your schedule; they help you take control of it. These tools go far beyond simple time-blocking, offering features like automated reminders, advanced scheduling, and tools for planning your days, weeks, and months with precision. Whether optimizing meeting times, syncing across devices, or even creating space for deep focus work, modern calendar apps ensure you’re making the most of every minute.

In this blog, we’ll explore the top calendar software for Windows in 2025. Each app offers unique tools to help you work smarter, not harder. 

Top 10 Calendar Software for Windows in 2025

Here’s our curated list of the top 10 calendar software for Windows in 2025, tailored to meet various needs and preferences.

1. Clockwise

Clockwise

Clockwise is designed for professionals who need smarter time management. It uses AI to optimize your schedule, reducing manual effort and helping you have a more productive day. It focuses on giving you uninterrupted focus time while also managing routine tasks. Whether it’s meetings or personal to-dos, Clockwise makes time management simple so you can stay ahead in your busy day.

Features:

  • Intelligent Scheduling Engine: Using advanced AI and natural language processing (NLP), Clockwise understands your scheduling intent and analyzes large amounts of calendar data to find the best options. It considers your priorities, preferences, and team habits to suggest optimal solutions.
  • Natural Language Requests: Simply type what you need, like “Find me 30 minutes with my team leads tomorrow” or “Reschedule all my one-on-ones to later this week,” and Clockwise takes care of it.
  • Team Scheduling Across Time Zones: Clockwise simplifies global collaboration by aligning team calendars and accommodating different time zones. With scheduling links, you can share personalized meeting links that suggest the best times for everyone, eliminating back-and-forth coordination. 
  • Actionable Insights: Clockwise gives you a clear picture of how your time is spent, breaking it down into focus hours, collaborative time, and meeting trends. Use this data to identify patterns and make better decisions about your day.
  • Integrations: Seamlessly connect Clockwise to the tools you already use, like Google Calendar, Outlook, and Slack. Enjoy a smooth workflow without switching between apps or disrupting your existing setup.
  • Flexible Scheduling: Clockwise ensures you have uninterrupted time for high-priority work by protecting focus blocks and intelligently rearranging meetings. Flexible meetings can be rescheduled to less disruptive times, keeping your workflow smooth and minimizing context switching.

Clockwise’s color-coded system lets you instantly spot focus time, meetings, and tasks, giving you a clear view of your day. The sleek, user-friendly interface makes scheduling effortless, while intelligent design excels at finding time where it seems like none exists—even on the busiest days. 

With Clockwise, you’re not just managing time—you’re taking control of it.

Pricing:

  • Free Plan: $0 per user per month
  • Teams Plan: $6.75 per user per month (billed annually)
  • Business Plan: $11.50 per user per month (billed annually)
  • Enterprise Plan: Custom pricing (contact for details)

2. Microsoft Outlook

Microsoft Outlook

Microsoft Outlook seamlessly combines email, task management, and calendar functionality into one powerful tool. It integrates with Microsoft 365 and Exchange, making it ideal for business professionals. The app offers multiple calendar views (daily, weekly, monthly) and advanced features like recurring events, shared calendars, and color-coded tags. Users can easily schedule meetings or respond to emails directly from the app with calendar invites. 

Features:

  • Integrated Workflows: Seamlessly manage emails, tasks, and calendar events in one unified interface.
  • Smart Scheduling Assistant: Easily find optimal meeting times based on participants’ availability.
  • Interactive Notifications: Turn email invitations into calendar entries with a single click.
  • Integrated Search Functionality: Use powerful search tools to locate calendar entries, events, or tasks quickly.
  • Collaborative Task Syncing: Sync tasks with Microsoft Teams and Word for streamlined project management.
  • Shared Calendar Options: Easily share schedules with teams and set custom permissions for collaboration.

Pricing:

  • Free: Available with Windows 11

3. OneCalendar

OneCalendar

OneCalendar unifies schedules from multiple accounts into a single interface, making it easy to manage your time efficiently. Its minimal design and essential features avoid unnecessary clutter while providing cross-platform syncing. 

Features:

  • Universal Calendar Hub: Connect with platforms like CalDAV and ownCloud and popular services like Google and iCloud in one place.
  • Custom Event Styling: Add unique labels and colors to categorize events and simplify your schedule.
  • Printable Calendar Views: Export high-quality, personalized calendar layouts for physical use.
  • Unified Event View: View all events from your linked accounts in a single, organized interface.
  • Multiple Time Zone Support: Ideal for global users, allowing you to view and manage events across different time zones.
  • Holiday and Weather Integration: Automatically display public holidays and local weather forecasts alongside your events.

Pricing:

  • Free: Includes basic syncing and features
  • Premium: Requires a one-time payment.

4. Mozilla Thunderbird

Mozilla Thunderbird

Mozilla Thunderbird is perfect for users who value customization and control. As an open-source app, it offers flexibility and unique features through community-built extensions. With regular updates from its active user community, Thunderbird remains a reliable, no-cost solution for advanced users. It’s particularly appealing to those who appreciate software that can be tailored to their needs.

Features:

  • Extension-Powered Customization: Use add-ons for advanced tools like Gantt charts or detailed task breakdowns.
  • Offline Mode for Calendars: Access and edit your calendar without an internet connection.
  • Multi-Account Management: Simultaneously operate multiple calendars for personal, work, and shared schedules.
  • Robust Community Support: Benefit from user-driven updates and innovative open-source enhancements.
  • Recurring Events Management: Set up and modify recurring events with flexible intervals and exception handling.
  • Advanced Search Options: Quickly locate specific events, tasks, or email-linked entries with powerful search filters and keyword searches.

Pricing:

  • Free: Completely free with no hidden costs.

5. Google Calendar

Google Calendar

Google Calendar is a cloud-based app that offers seamless access across devices and seamless integration with other Google services. It’s a trusted choice for individuals and businesses that value reliability and ease of use. Its clean interface and features make it ideal for users who prefer to keep their scheduling straightforward without sacrificing functionality.

Features:

  • Smart Event Detection: Create events from Gmail details, such as flights or appointments.
  • Real-Time Collaboration: Share and co-edit calendars with teams or family, complete with instant updates.
  • AI-Powered Suggestions: Find times and locations for meetings based on historical data.
  • Integrated Task and Goal Tracking: Set and monitor personal goals alongside traditional calendar events.
  • Event Attachments: Add files, documents, or links to calendar events directly from Google Drive or your device.
  • Event Location Integration: Add locations to events with Google Maps links for directions and travel time estimates.

Pricing:

  • Free: Available to anyone with a Google account.

6. Any.do

Any.do

Any.do integrates task management and collaboration tools, going beyond a simple calendar. Its focus on streamlining workflows makes it a popular choice for users juggling multiple responsibilities. With its user-friendly interface, Any.do lets you manage events, reminders, and tasks in one app. 

Features:

  • Task and Event Synchronization: Automatically sync tasks into calendar slots for holistic scheduling.
  • Contextual Reminders: Set smart reminders based on time, location, or context to ensure critical tasks are completed when and where needed.
  • Customizable Collaboration Spaces: Work with teams by sharing events and task boards with assigned priorities.
  • Advanced Workflow Automation: Connect with apps like Slack and Zoom to create automated event triggers.
  • Daily Planning Tool: Utilize the "My Day" feature to prioritize tasks and events each day for focused productivity.
  • Integrated Voice Commands: Add tasks and events hands-free using voice commands on supported devices, including Alexa and Siri.

Pricing:

  • Free: Includes basic features for personal use.
  • Premium: $4.99/month (billed annually) 

7. Business Calendar 2

Business Calendar 2

Business Calendar 2 offers a robust, customizable solution for professionals with demanding schedules. Featuring detailed views, personalized themes, and advanced event management, it excels at handling complex planning needs. 

Whether organizing recurring events or managing multiple calendars, this app offers the tools to streamline both work and personal schedules. It is perfect for users seeking a feature-rich calendar with powerful customization options.

Features:

  • Granular Event Management: Modify multiple events with batch editing options.
  • Customizable Widgets: Create highly personalized home screen widgets to track important schedules at a glance.
  • Event-Specific Themes: Assign unique visual themes to events based on type or urgency.
  • Timeline Views: Navigate schedules through unique multi-week or scrolling agenda formats.
  • Export and Import Options: Export calendars to ICS files for sharing or backup and import schedules from other tools.
  • Custom Reminders: Set multiple reminders for a single event, including audio, text, or push notifications.

Pricing:

  • Free: Basic version available.
  • Premium: One-time payment under $10 for advanced features.

8. Rainlendar

Rainlendar

Rainlendar brings simplicity to your desktop with its widget-based calendar approach. It provides quick access to schedules while using minimal system resources. The offline functionality ensures you’re never without your calendar, even without an internet connection. For users who value a straightforward, no-frills tool that keeps their events easily visible, Rainlendar is a dependable choice.

Features:

  • Dynamic Desktop Integration: Widgets that update in real-time, reflecting the latest changes across synced calendars.
  • Light Resource Consumption: Designed to operate efficiently, even on older systems.
  • Configurable Categories: Add icons and tags to classify events visually for quick identification.
  • Independent Local Backup: Keeps your data accessible offline with automatic local backups.
  • Event Alarms and Reminders: Set up multiple notifications for events, with options for pop-ups, sounds, or email alerts.
  • Multi-Language Support: Access the app in your preferred language with its broad multi-language compatibility.

Pricing:

  • Free: Basic version.

9. Calendly

Calendly

Calendly is a game-changer for scheduling meetings efficiently. It allows users to share their availability via a single link, eliminating the need for back-and-forth emails. Its smart integrations with video conferencing platforms make it useful for remote teams and professionals. 

Calendly’s intuitive approach ensures hassle-free scheduling for all parties, making it crucial for busy individuals who need to manage appointments effectively.

Features:

  • Intelligent Time Matching: Suggests ideal meeting slots based on participant preferences and your availability.
  • Customizable Booking Pages: Tailor booking links with logos, colors, and custom questions for professional branding.
  • Integration-Specific Actions: Automatically add conferencing links from tools like Zoom or Teams during booking.
  • Meeting Analytics: Get detailed insights into scheduling trends and participant engagement.
  • Availability Buffering: Set buffer times before and after meetings to ensure you have time to prepare or transition.
  • Advanced Security: Protect bookings with features like single sign-on (SSO), two-factor authentication, and GDPR compliance.

Pricing:

  • Free: Basic plan.
  • Standard: Starts at $10/user per month
  • Teams: $16 /user per month
  • Enterprise: $15k/yr

10. Notion

Notion

Notion Calendar is a robust solution for integrating your scheduling, tasks, and collaborative workspaces. It allows you to manage personal and professional commitments alongside project timelines in your Notion workspace. Its intuitive design and powerful syncing capabilities make it ideal for individuals, teams, and businesses looking for an all-in-one productivity hub. 

Features:

  • Actionable Scheduling: Directly create and manage meetings or deadlines tied to Notion tasks.
  • Real-Time Collaboration: View and edit schedules with teammates simultaneously, ensuring consistent updates.
  • Customizable Database Sync: Integrate with databases and third-party tools for tailored workflows.
  • Cross-Time Zone Scheduling: Easily visualize team availability globally with dynamic time zone tools.
  • Contextual Integration: Link calendar events directly to relevant Notion documents or project boards.
  • Customizable Database Sync: Integrate your calendar with Notion databases or third-party tools like Google Calendar for seamless, tailored workflows.
  • Integrated Analytics: Track team progress and analyze time allocation using calendar-linked database metrics.

Pricing:

  • Free: $0
  • Plus: $10 per seat/month
  • Business: $15 per seat/month
  • Enterprise: Custom pricing 

Windows vs. Mac Calendar Apps

Mac users often rave about their beautifully designed and highly integrated calendar apps, such as Fantastical and Timepage. These apps focus on delivering a visually appealing and seamless experience within the Apple ecosystem. Mac apps prioritize aesthetics and simplicity, making them easy for individuals and small teams. However, their functionality is tightly linked to macOS and iOS, with limited compatibility across other platforms. Additionally, many Mac calendar apps rely on subscription-based pricing models, which can make them less appealing to budget-conscious users.

On the other hand, Windows calendar apps cater to a broader range of needs, from personal scheduling to corporate-level task management. Tools like Microsoft Outlook and Clockwise offer advanced features like team collaboration, task integration, and automation. 

Windows apps are also highly customizable, with options like Thunderbird and Rainlendar providing extensive flexibility through add-ons and tweaks. 

These apps are designed to work across platforms, including Android, iOS, and the web, ensuring that users have consistent access to their schedules. Moreover, Windows apps often include free or affordable one-time purchase options, making them more cost-effective for a broad audience.

Key Features of a Great Calendar App

Key Features of a Great Calendar App

A calendar app should do more than just list dates—it should simplify your life. Here are the must-have features:

  1. User-Friendly Interface: The app should feel intuitive, with a design that blends seamlessly with Windows. Navigation should be smooth, menus should be logically placed, and core features should be easy to access without unnecessary clicks.
  2. Glanceable Schedules: Whether you prefer daily, weekly, or monthly views, the app should allow you to see your schedule clearly. Customization options for these views make scheduling more effective for different planning styles.
  3. Simple Event Creation: Adding events should be quick and straightforward, using drag-and-drop functionality, keyboard shortcuts, or voice commands. 
  4. Timely Notifications: Notifications should be customizable to fit your needs—like alerts for urgent meetings or subtle reminders for personal tasks. Options to snooze or reschedule directly from the notification are invaluable.
  5. Cross-Platform Syncing: Your calendar app should sync seamlessly across all devices, from your phone to your tablet and PC. This ensures consistency and allows you to access updates instantly, regardless of your device.
  6. Automation: Look for features that help you automate tasks, such as scheduling recurring meetings, blocking focus time, or prioritizing critical tasks. These tools reduce manual effort and enhance productivity.

Conclusion

By choosing a calendar that fits your unique needs, you can free yourself from the chaos of missed appointments and overbooked schedules, giving you the clarity to focus on what truly matters. Now’s the time to elevate your time management and embrace a more organized, productive future. 

But if you’re looking for a solution beyond basic scheduling, Clockwise is the standout choice. Its intelligent scheduling and time orchestration features make it the ultimate tool for optimizing productivity and seamless collaboration.

Take control of your schedule with Clockwise. Get started for free today!

About the author

Kacy Boone

Kacy is the VP of Marketing at Clockwise, where she's spent the last three years helping companies transform their approach to time management and team productivity. As a working mother of two, she brings both professional insight and personal experience to conversations about maximizing precious time. Kacy draws inspiration from thought leaders like Cal Newport, Jake Knapp, and Cassie Holmes, applying their principles to help modern teams work smarter. When she's not nerding out on calendar management techniques, you can find her striving to create balance and intentionality in her own life, both at home and in the office.

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