Compare the Top Calendar Software for Windows as of October 2026

What is Calendar Software for Windows?

Calendar software helps individuals and organizations schedule, organize, and manage events, appointments, meetings, and tasks through digital calendars. These platforms provide tools for event creation, reminders, recurring schedules, availability management, and calendar sharing to improve time management and coordination. The software often includes features such as meeting scheduling, resource booking, notifications, synchronization across devices, and integrations with email, collaboration, and productivity applications. Many calendar solutions support team calendars, room reservations, workflow automation, and AI-powered scheduling assistance to streamline planning and collaboration. By centralizing scheduling and improving visibility into commitments, calendar software helps users increase productivity, reduce conflicts, and manage time more effectively. Compare and read user reviews of the best Calendar software for Windows currently available using the table below. This list is updated regularly.

  • 1
    Cirrus Insight

    Cirrus Insight

    Cirrus Insight

    Reduce wasted opportunities by executing the right activity with the right people. From buyer signals to sales cadences, automated tools can help you close deals. Get the missing features for Gmail or Outlook. Cirrus Insight has everything you need in one solution. Salesforce integration: everything you need from Salesforce in your inbox. Add a little automation to your sales routine, and skip the busy work involved in manually logging activities to Salesforce. Constantly entering data, copying and pasting, and toggling between applications is cumbersome. Reclaim time for actions that provide value, not busy work. Updating your CRM can be like a ball and chain shackling your time and adding drag to your sales process. Cirrus Insight gives you the freedom and time you need to master your sales process and engage with more customers. Updating activities in Salesforce is time-consuming. Following up with prospects that are not ready to buy.
    Starting Price: $14 per month
  • 2
    Sunsama

    Sunsama

    Sunsama

    The daily planner for elite professionals. Organize everything you need to do today in one place. Tasks, meetings, emails, you name it. Prioritize your work day by day. Set reasonable goals for what you want to accomplish each day. Tasks you don't get to today automatically roll over to tomorrow. Organize tasks day-by-day. Pull in tasks from Trello, Gmail, Asana... Pick out which tasks you want to work on today from your existing tools. Keep track of your tasks and calendar in one place. Sunsama syncs with your Google Calendar so you can see what's on your schedule and plan accordingly. See what the rest of your team is doing today. Check out what your teammates are working on each day. Track progress as the day goes on.
  • 3
    OrgScheduler Pro

    OrgScheduler Pro

    OrgBusiness Software

    A networking calendar/scheduling system. The easy way for any organization to have a networking calendar within minutes! This is a more powerful version of OrgScheduler, with all of the features of the standard version, but with the additional capability to share data in real-time over the network. The each user maintains his own calendar. You can even set network alarms to remind the whole office of an important event, like a meeting, in real-time. Each user has a unique label and a caption to display within the calendar. The program will show the complete list of active connections. The OrgScheduler LAN is built upon the interface options introduced in Microsoft Outlook. It includes importing from Outlook, exporting to Outlook, text, HTML, XML and Excel formats. It features different time display options in the day view, 149 event coloring types to indicate an event’s kind and importance, automatic hints that display an event’s start and end time together with its caption.
    Starting Price: $39.95 one-time payment
  • 4
    Dayshape

    Dayshape

    Dayshape

    Dayshape delivers leading resource management software designed to help organizations achieve extraordinary results. Trusted by Big Four and many other top professional services firms globally, Dayshape is the only solution that combines advanced AI, real-time project financials, and firm-wide insights enabling customers to elevate resource management into a strategic function. The platform seamlessly fits with existing ecosystems through integrating with ERP, PSA, CRM, HR systems, and more. Dayshape also stands out as the only resource management vendor with a Workday packaged solution—built to handle complexity and grow with your firm. By driving profitable growth, powering confident decisions and ensuring satisfied clients and teams, we're helping our customers build strong organizations and careers for the long term.
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