Radicale
Calendars, to-do lists, journal entries, and contacts, synced over the open CalDAV and CardDAV standards nearly every client already speaks: Radicale is a small pure-Python server that works with Thunderbird, DAVx5 on Android, Apple Calendar and Contacts, GNOME, and many more. Its defining design choice is radical simplicity: there is no database. Events live as plain .ics files and contacts as .vcf files in an ordinary folder structure, which makes backup a copy command, migration a move, and disaster recovery a matter of reading text files. The server works out of the box with no complicated setup, then grows as needed: flexible authentication (htpasswd files among other methods), per-collection authorization rules, TLS-secured connections, and a plugin system for extending storage, auth, and rights handling. Built-in limits on parallel connections, file sizes, and failed authentication attempts harden it for network exposure behind a reverse proxy. A bundled web interface handles creating and managing calendars and address books - useful since many clients cannot create collections themselves. Maintained since 2011 with 140+ contributors, GPLv3-licensed, and light enough to run on the smallest VPS or a Raspberry Pi.
Calcom
Scheduling infrastructure, not just a booking page - Cal.com is the leading open-source scheduling platform. Share a link, attendees pick a slot, and real-time sync against Google Calendar, Outlook, and CalDAV prevents double-booking. Beyond the basics it covers team workflows: round-robin distribution, collective availability across multiple hosts, recurring meetings, and routing forms that ask bookers questions and send them to the right team member - the feature sales and support teams usually pay enterprise prices for. Paid bookings run through Stripe, video calls through the built-in Cal Video (Daily.co) or Zoom and Google Meet, and an app store connects 100+ tools including HubSpot, Zapier, and n8n. The API-first architecture with webhooks and embeds makes it practical to build scheduling into your own product, white-labeled with your domain and branding. Built on Next.js and Prisma over PostgreSQL, translated into 65+ languages, with the self-hostable community codebase maintained under an open-source license.