Microsoft Bookings vs ClickUp

Calendly

Google Calendar

Goldie

Calendly connects your entire meeting workflow with industry-leading scheduling and AI-powered tools like Callie and Notetaker, handling the work before, during, and after meetings so individuals and teams can get more from every conversation.


Google Calendar is an online calendar solution that enables users to manage business and personal schedules. The platform offers calendar migration options, allowing users to integrate existing calendars, including those from Microsoft and IBM. Google provides comprehensive tools and resources to facilitate data migrations into the Google Workspace ecosystem.

Goldie is a comprehensive software designed for salon and beauty professionals. The platform offers appointment scheduling, automated client reminders, and integrated payment processing capabilities to help reduce no-shows and streamline business operations. Beauty professionals can manage their calendars, create branded online booking websites, and track business performance through detailed reports.

Microsoft Bookings is an online appointment booking and scheduling tool for small businesses, available as part of Microsoft 365 for Business subscriptions. Clients can book the time and service they need, get a confirmation email and calendar invitation, reschedule or cancel if they must.

Access Controls/Permissions

Activity Dashboard

Appointment Management

Appointment Scheduling

Availability Management

Booking Management

Calendar Management

Calendar Sync

Class Scheduling

Client Database

Confirmations/Reminders

Customizable Branding

Email Management

Email Reminders

For Salons and Spas

Group Scheduling

Mobile Access

Online Booking

Real-Time Notifications

Real-time Scheduling

Real-Time Updates

Recurring Appointments

Reminders

Rescheduling

Self Service Portal

Third-Party Integrations

Website Integration

The Microsoft Bookings integrations most frequently cited by reviewers are: Microsoft Outlook (an email management product rated 4.9 out of 5 for its integration with Microsoft Bookings) and Microsoft Teams (a meeting product, 4.4).

Integrations

Reviews for Microsoft Bookings come from a wide variety of industries, including higher education (8% of reviewers), computer software (7%), and information technology and services (6%). The most frequent use case for Microsoft Bookings cited by reviewers is appointment scheduling (83% of reviewers).

Microsoft Bookings

Web-based

iPhone

Android

iPad

Book Like A Boss

Acuity Scheduling

Square Appointments

Doodle

TimeTap

SuperSaaS

Microsoft 365 Business Basic

Microsoft 365 Business Standard

Microsoft 365 Business Premium

Microsoft 365 Apps for business

Chief Marketing Officer

It simplifies appointment scheduling, reduces manual work, and keeps everything organized by syncing with Outlook and Microsoft 365. Once it's set up, it's easy to use for both staff and customers. While there are a few limitations with customization and the initial learning curve, it's a dependable scheduling solution that has saved me a lot of time.

Sales

It simplifies appointment scheduling by automating bookings, confirmations, reminders, and calendar management.

IT Support Engineer

It’s great for straightforward appointment management and integrates nicely with existing tools, but it can feel limited if you need more advanced features, flexibility, or deeper control over booking workflows.

Project and IT Manager

Colleagues and externals can use it to book meetings with me easily, and it’s connected with my calendar, so they can only book slots when I am available.

Customer services tech

The platform also provides solid security, which is important when handling customer information. Although occasional bugs and issues may happen, they are usually manageable and do not take away from the overall experience.

Another awesome feature is that it allows externals (that are not guest users in your Microsoft tenant) to use the link to book a meeting with you.

Senior Consultant

Helps people book meetings based on my outlook calendar easily and find open slots and spaces, it's great value for money and the learning curve is very easy.

There’s a bit of a learning curve when configuring services, staff availability, and policies properly, especially for more complex setups.

The customization options for the booking page and appointment workflows felt somewhat limited.

Vice President of Sales and Operations

It allows for customers and team members to book or schedule a meeting with me easily without a lot of emails back and fourth on availability.

Online Marketeer

As a markteer I use bookings as a tool to have new customers plan meetings directly with my salesteam, co-workers use it to send out a personalised agenda to others so they can pick their own timeslot that suits them.

Management Technician II

The interface on the sign-up side is straightforward, and the ability to have reminders sent out to attendees automatically as an included feature is invaluable. If you already calendar with Outlook, this integration is very smooth (and again, very convenient as far as reminders go)

Software Engineer

It is integrated straight into the Office 365 environment, so you can easily create bookings that employees, clients, or potential clients can schedule with you to discuss anything work related or if you just need someone to talk to in general.

Sales Engineer

I use Bookings every day to manage my availability & avoid back-and-fourth exchanges to book my meetings with collaborators, partners, prospects & clients.

Setting up services and availability is fairly quick, and automated reminders via email help reduce no‑shows.

Microsoft Bookings is a great option for a small business looking to improve scheduling and appointment management.

Director of IS Project Management

You can copy your link and add it to your email signature or send out whenever you need someone to schedule an appointment with you.

Director of Finance

I was able to schedule appointments with my staff and clients. And my clients were able to book appointments with me without any issues.

Overall, Microsoft Bookings is a dependable tool for businesses wanting a smoother scheduling process.

Customer Support can be limited unless you have a higher-tier Microsoft support plan.

Marketing Associate

If you are using the Microsoft Suite for your business, including your calendars, then this is the easiest software to use to schedule appts with customers.

Useful tool for securing appointments with prospects who can book a convenient timeslot at their leisure.

Overall this is a solid solution, but if you want customizations and more importantly, to work with other softwares, you may need to check other alternatives

Assistant Director of Conferences and Events

What I wish was better was more customization on the booking page.

IT Manager

Overall it's been a huge asset to our organization that allows customers, vendors & partners to easily "book" time with key personnel just by following a link in the signature of an email.

Owner, Designer

I also had trouble getting the Online Chat option to work through my website and enabling the Booking option through it.

It’s a free tool if you have Microsoft paid account, and it’s worth using it if you (your company) operates in Microsoft’s environment.

A great solution if you already work (or planning to work) with other microsoft solutions like Teams or Outlook in a cohesive ecosystem.

It cannot work with google software, so it has to be microsoft stack like outlook and outlook for web

Great tool for booking calls with colleagues and also externals.

Senior Manager

Overall my experience with Microsoft bookings was positive, however when analysing the cost benefit it was not needed.

Administative Associate

Microsoft Bookings makes it easy for me to manage appointments for myself and others.

This makes scheduling appointments and meetings very simple and easy.

Peer support worker

Some scheduling software can be confusing and yiu have to look here and there for appointments.   With this everything is connected and stored in easy to find files.

As an administrator, being able to quickly manage appointments is a must and this service makes it easy.

Coordinator

I have been able to integrate Microsoft Bookings easily into my daily workflow.

Sales Rep

It made scheduling test drives and follow-up appointments much easier.

However, upon adding a connector (which took some research) I was able to get the calendar issue resolved.

What I liked most about Microsoft Bookings was how easy it made scheduling appointments.

I would recommend this as an option to any small business wishing to find an affordable yet robust option for scheduling appointments.

The setup can take a little time at first, especially when configuring services and availability.

The customer support team is helpful and responsive when assistance is needed.

Microsoft bookings is easy to set up and allows for flexibility to accommodate your schedule to people.

It saves me time because I'm not having to go back and forth with each person to figure out "what time works best" for all of us.

I had some trouble connecting it up to my Teams app installed on my computer.

HR Assistant

I love how easy it is to send a link or include it in my signature for people to book meetings with me.

Administation

I can't figure out how to make certain changes or delete a shared bookings page, even as the administrator.

It is easy to accidentally send your booking link out to a mass group of people, which can cause confusion and give people the impression that you are spamming them.

You can also embed that booking into your email signature, so people you talk to can find it easily.

Affordable and logical booking/meeting scheduling tool that may no thave the flashiness of competitors

Booking

User Interface

Calendar Scheduling

Training and Learning Curve

Appointment Reminders

Customer Availability

Booking Links

Meeting Scheduling

Customer Support

Small Business

Freelancers

Mid-size Business

Large Enterprises

Microsoft

Clockify

Clockify is a time tracking app that helps teams track work hours across projects. Managers can measure employee productivity, track the progress of every project and do all necessary reporting and administration work in one place.

Jira

Jira is project tracking software that helps every team collaborate to plan, track, and release work by breaking down big ideas into achievable steps. Jira offers features like task organization, work alignment to goals, customizable workflows, and real-time data insights to optimize outcomes.

Asana

Asana Starter Plan provides growing teams with project management tools to track progress and meet deadlines. The plan includes workflow automation features, custom project templates, forms for standardized work requests, and rules for routine task management. It also offers visualization tools like Gantt and timeline views, plus AI-powered features for status updates and project organization.

Owner

Customer service is clearly understaffed (they mentioned it and it took me 3 weeks to resolve an issue that could have take 3 days top in my experience).

Track time without ever leaving ClickUp and know exactly how long you and others are spending on tasks.
This means no more guessing who worked on what for how long. Track time natively (and freely) through ClickUp's Chrome Extension, or our integrations with Everhour, Toggl, Harvest and more.

Microsoft Bookings vs ClickUp Comparison (2026)

Microsoft Bookings

ClickUp

Overview

Video & Screenshots

Pricing

User reviews

Key features

Integrations

Alternatives