Top Appointment Tools That Work Well With Google Calendar and Outlook

If you’re someone who lives by your calendar—whether it’s Google Calendar or Outlook—you already know how critical it is for your scheduling software to play nicely with your existing system. The last thing you want is double bookings, missed appointments, or scrambling between tabs just to see your availability.

Fortunately, many modern appointment scheduling tools offer seamless two-way integration with both Google Calendar and Microsoft Outlook. This means your availability updates in real-time, your clients only see open slots, and everything stays perfectly in sync across devices.

Here’s a breakdown of some of the top scheduling tools that sync beautifully with Google Calendar and Outlook—and why each might be the right fit for your business.

Why Calendar Integration Matters

Before we get into the tools, here’s what proper calendar syncing actually gives you:

• Real-time availability: Your scheduler only shows time slots that are truly open.

• Avoids double-booking: Already booked a personal meeting? Your client won’t see that time.

• Unified view: Manage your entire schedule—work, personal, clients—in one place.

• Automatic updates: Cancel or reschedule in one calendar and the change is reflected everywhere.

Without proper syncing, you’re either updating everything manually (and prone to mistakes), or risking a confusing experience for clients.

1. SimplyBook.me

Best for: Wellness providers, consultants, and service-based businesses.

SimplyBook.me is built for service providers and includes everything from appointment booking to intake forms, payment processing, and reviews. It offers real-time two-way sync with both Google Calendar and Outlook, so your entire schedule stays accurate—automatically.

Highlights:

• Beautiful client booking pages

• Built-in payment gateways (Stripe, PayPal)

• HIPAA-compliant option

• Recurring bookings and group scheduling

It’s especially powerful if you want a full client experience without cobbling together multiple tools.

2. Book Like a Boss

Best for: Coaches, freelancers, solopreneurs.

Book Like a Boss has earned a loyal following for its flexible service offerings and easy setup. You can create productized service pages, sell packages, and host group events—and of course, it syncs reliably with Google Calendar and Outlook.

Highlights:

• One-page storefront for your services

• Includes upsells and FAQs

• Accept payments via PayPal, Stripe, Square

• Offers team accounts and buffer times

For anyone selling sessions online, this tool doubles as a lightweight business hub.

3. Appointlet

Best for: Consultants, agencies, and internal teams.

Appointlet is designed to manage different meeting types, users, and time zones without the confusion. It integrates with Google Calendar and Outlook out of the box and works well for both client-facing booking and internal scheduling.

Highlights:

• Unlimited booking pages

• Personalized availability per user

• Buffer times and limits on daily bookings

• Works with Zoom, Microsoft Teams, Google Meet

Great for growing teams or multi-service providers who want a reliable, no-fuss option.

4. HoneyBook

Best for: Creatives and service pros who want everything in one place.

While HoneyBook is more than just a scheduler (it’s a full CRM and invoicing suite), its built-in scheduling tool works beautifully with both Google and Outlook calendars. If you’re tired of juggling multiple tools for clients, contracts, and calendars—this could be your all-in-one.

Highlights:

• End-to-end project management

• Contracts, invoices, and intake forms

• Branded client experience

• Built-in calendar syncing

HoneyBook is ideal if you want to reduce the number of moving parts in your workflow.

5. Simply Schedule Appointments (WordPress Plugin)

Best for: Coaches and service providers using WordPress.

If your site runs on WordPress, Simply Schedule Appointments lets you keep everything onsite—while syncing directly to your Google or Outlook calendar. Your clients can book time with you without ever leaving your website.

Highlights:

• Real-time sync with Google & Outlook

• Fully self-hosted (data stays on your site)

• Easy to customize with WordPress page builders

• Ideal for privacy-conscious professionals

This is a great pick for those who prioritize ownership, control, and a cohesive booking experience.

What to Look For in a Calendar-Friendly Scheduler

When choosing an appointment tool for Google Calendar or Outlook, make sure it offers:

• Two-way sync (not just “add to calendar” features)

• Buffer times and blackout windows

• Mobile-friendly access

• Timezone handling (for remote or international clients)

• Custom availability windows (to avoid exposing your full calendar)

A little setup upfront will save you hours of back-and-forth—and protect your time.

Final Thoughts

If you’re already using Google Calendar or Outlook, upgrading your scheduling software to something that syncs effortlessly is one of the simplest ways to reduce no-shows, save time, and feel more in control of your week.

Whether you’re just starting out or ready to level up your service systems, there’s a scheduler that fits your needs—and works with the tools you already rely on.

Looking for the perfect match?
Explore our handpicked scheduler directory at CalCompanion.com and discover tools that sync seamlessly with your calendar and your business.