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Reddit
reddit.com › r/office365 › your experience with microsoft bookings?
r/Office365 on Reddit: Your experience with microsoft bookings?
April 1, 2025 -

How would you rate your experience with microsoft bookings? Any major issues?

Context: We’ve built a product in the scheduling space and noticed that a lot of our users are Microsoft 365 users. I am surprised by why wouldn't they use microsoft bookings and use an external tool like ours. I did ask a few of them, but got all kinds of different answers. So I'm trying to deep-dive and figure out where the gap is in microsoft bookings.

UPDATE: In the last few months we realised that lunacal.ai was getting way more users switch from calendly than microsoft bookings - maybe the initial traction from bookings users was misleading.

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Reddit
reddit.com › r/msp › spend less time scheduling meetings in microsoft
r/msp on Reddit: Spend less time scheduling meetings in Microsoft
May 15, 2023 -

Hey guys,

I recently published a new video and blog post I wanted to share showing two tools in Microsoft that allow you to streamline meeting scheduling for 1 to many participants. These tools are likely part of the business or enterprise licensing you subscribe to. They save me many hours each week scheduling meetings.

Video: https://youtu.be/Cb2ptYEXb_g

Blog: https://tminus365.com/spend-less-time-scheduling-meetings-in-microsoft/

TLDR:

Bookings with Me-Like Calendly. Allows you to create a personal booking page and event types with availability from your calendar.

Scheduling Polls-Allows multiple participants inside and outside your org to vote on proposed meeting times and auto schedules when consensus is reached.

What do you guys use to help automate meeting scheduling?

People also ask

Calendly alternative for Microsoft Outlook: which one should you pick?
The most practical Calendly alternative for Microsoft Outlook is Lunacal, followed by Setmore and Doodle. Lunacal connects cleanly to Outlook calendars and supports team scheduling, round robin scheduling, and customizable intake forms so you collect context before the meeting hits the calendar. Setmore is a solid pick when you mainly need reminders and a straightforward setup. Doodle is great when your workflow starts with a poll.
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lunacal.ai
lunacal.ai › compare › microsoft-bookings-alternatives
Microsoft Bookings Alternatives I tested in Jan 2026
How do you migrate from Microsoft Bookings to Lunacal, Calendly, Doodle, or Setmore?
Migration is usually quick. Export staff and services, rebuild them in Lunacal, Calendly, or Setmore, then fully reconnect Outlook calendars. For Doodle, recreate polls manually. Test reminders for a week.
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lunacal.ai
lunacal.ai › compare › microsoft-bookings-alternatives
Microsoft Bookings Alternatives I tested in Jan 2026
What features should you expect from a Microsoft Bookings alternative?
The features you should expect from a Microsoft Bookings alternative are two way calendar sync, service based availability, buffers and notice periods, reschedule and cancel links, reminders by email and SMS, reporting, and a clean booking page that loads fast.
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lunacal.ai
lunacal.ai › compare › microsoft-bookings-alternatives
Microsoft Bookings Alternatives I tested in Jan 2026
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Reddit
reddit.com › r/sysadmin › calendly and microsoft bookings alternatives
r/sysadmin on Reddit: Calendly and Microsoft Bookings alternatives
February 19, 2021 -

Hello all,

Curious as to any good alternatives you guys in the field use for customer appointment scheduling that interacts with exchange calendars.

- We currently use Calendly, have had some issues with their services and their support hasn't been the greatest. (Management is not happy about it)

-Microsoft Bookings isn't viable at the moment, we have 365, but we are hybrid and still on prem exchange for now (Project scheduled for next Quarter). From my research, it appears it is only a viable option when you are Exchange Online.

Thanks, and Happy Friday!

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Reddit
reddit.com › r/office365 › microsoft takes on rival calendly with outlook bookings - plus the latest it news updates
r/Office365 on Reddit: Microsoft Takes on Rival Calendly with Outlook Bookings - Plus the Latest IT News Updates
May 13, 2022 - Try to find next available booking slot....... No resources (rooms etc) Only workarounds and kludges. ... Google Workspace has as well but it only works on users calendars at the moment.
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Calendly
calendly.com › blog › calendly-versus-microsoft-bookings
Calendly vs. Microsoft Bookings: Which scheduling tool is right for your team? | Calendly
November 19, 2025 - While Bookings is already built into your Microsoft tech stack, Calendly offers a full suite of native integrations with the Microsoft apps and tools your team uses every day: Outlook and Office 365 calendar connections: Keep your availability ...
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Reddit
reddit.com › r/adminassistant › opinions about calendly?
r/AdminAssistant on Reddit: Opinions about Calendly?
July 7, 2024 -

Hi all, first post here. What are people's opinions about Calendly? I'm helping a consultant find an ideal appointment scheduling tool, so people can easily book an appointment with her via an email link. It's lookling like Calendly is a solid option for a solo consultant who doesn't need a lot of special features.

Opinions? Any other tools I ought to look into?

Main needs: -make appts via a link -connect to outlook calendar

Thanks in advance!

Find elsewhere
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ClickUp
clickup.com › home › software › microsoft bookings vs. calendly: which scheduling tool is the best?
Microsoft Bookings Vs Calendly: Which Scheduling Tool Is Best?
December 13, 2024 - Summarize this article with AI ... like never before. Summarize article ... Microsoft Bookings is a user-friendly appointment scheduling tool integrated into the Microsoft 365 ......
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Reddit
reddit.com › r/sysadmin › booking service (calendly or msft bookings) that allows indepth logic?
r/sysadmin on Reddit: Booking service (Calendly or MSFT Bookings) that allows indepth logic?
February 13, 2019 -

we currently are using Microsoft bookings. It would be nice if we could get a booking service that would allow us to more intricately give our customers the ability to book specific staff members. Ie, only show staff members that have a specific skill and are at a certain level for that skill.

another thing we don't like about mix of bookings is that you have to add in all the staff at the back end. It's tedious and Manuel. It would be nice if there was a way to have it sync with an Outlook calendar and automatically schedule the specific task based upon whatever time we have set in the calendar.

Any ideas?

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Lunacal
lunacal.ai › compare › microsoft-bookings-alternatives
Microsoft Bookings Alternatives I tested in Jan 2026
January 17, 2026 - Choose Calendly when you schedule with people outside your Microsoft setup and you want broad calendar and video tool support. It also helps when you need payments at booking. Microsoft Bookings can fit better when you want Microsoft 365 governance and Microsoft native controls.
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Reddit
reddit.com › r/executiveassistants › microsoft bookings / calendly
r/ExecutiveAssistants on Reddit: Microsoft Bookings / Calendly
July 16, 2021 -

Hi all,

Any thoughts on using microsoft bookings to book complicated internal meetings?

Context:

My boss's calendar is 80% booked on a weekly basis, as is the other executive calendars. He has many meetings with internal colleagues and these meetings normally required multiple calendars to pivot in order for the meetings to be scheduled.

He asked me to look into Microsoft Bookings or Calendly to help take my time off of calendaring. After watching videos on calendar software, it doesn't appear to have the functionality needed to navigate multiple calendars and move things around.

Anyone else look into this? Thoughts?

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Reddit
reddit.com › r/callendo › microsoft bookings vs. calendly – which is best for you?
r/callendo on Reddit: Microsoft Bookings vs. Calendly – Which is Best for You?
August 25, 2023 - Confused about which online appointment scheduling software to use? Check out this great comparison of Microsoft Bookings and Calendly on our blog…
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Lovable
lovable.dev › guides › microsoft-bookings-vs-calendly
Microsoft Bookings vs Calendly: Which Wins in 2026? | Lovable
February 26, 2026 - Microsoft Bookings costs nothing extra if you already pay for Microsoft 365. Calendly charges $16 per seat monthly for team features. But pricing tells only part of the story—Bookings locks you into the Microsoft ecosystem while Calendly works ...
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Reddit
reddit.com › r/executiveassistants › microsoft bookings
r/ExecutiveAssistants on Reddit: Microsoft Bookings
January 4, 2024 -

Hi all!

Does anyone use Microsoft Bookings for help with scheduling external meetings for your exec? Mine has a very full calendar, and I'm not sure if it would actually save time.

Please share your thoughts!

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Reddit
reddit.com › r/msp › microsoft bookings alternative
r/msp on Reddit: Microsoft Bookings Alternative
September 5, 2023 -

Hello all,

My Tenant is in GCCH and therefore, Microsoft Bookings is not rolled out yet.

Many SaaS, I tried did not support the GCCH Office 365 environment.

Does anyone have any recommendations (maybe even open source) alternatives to Bookings?

We've got many projects coming up that require interaction with clients 1 by 1 (AD to Azure AD Migrations), and need some type of calendar management app, so clients can pick a time.

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Zeeg
zeeg.me › en › blog › post › microsoft-bookings-vs-calendly
Microsoft Bookings vs Calendly: Your 2026 Comparison Guide - Zeeg
It includes: ... Microsoft Bookings comes at it differently, and here's where it gets interesting: if you're already paying for Microsoft 365 for your everyday work, you basically get Booking thrown in at no extra cost.
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Taggg
taggg.com › blog › microsoft-bookings-vs-calendly
Microsoft Bookings vs Calendly: Compare Features and Pricing
November 18, 2022 - Rather, they can easily find ... effectively without as much back and forth. Microsoft Bookings is part of the Microsoft Office Online Suite of products (also called Microsoft 365), which includes ......
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GetApp
getapp.com › home › scheduling › calendly vs microsoft bookings
Calendly vs Microsoft Bookings | GetApp 2026
Calendly is a scheduling automation ... workflow. ... Microsoft Bookings is an online appointment booking and scheduling tool for small businesses, available as part of Microsoft 365 for Business subscriptions....
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Itsasap
itsasap.com › blog › microsoft-bookings-vs-calendly
Microsoft Bookings vs. Calendly: Which Scheduling Software Should I Use?
June 3, 2025 - The paid Calendly versions include Essentials ($8 per seat, per month), Professional ($12 per seat, per month), and Teams ($16 per seat, per month). Microsoft Bookings is a scheduling app that's part of Microsoft 365.
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SaaSHub
saashub.com › home › appointments and scheduling › appointment scheduling
Calendly VS Microsoft Bookings - compare differences & reviews?
Dependency on Internet Connection Calendly relies on a stable internet connection for real-time updates and notifications, which can be a drawback in areas with unreliable connectivity. Privacy Concerns Sharing available time slots publicly can sometimes raise privacy concerns, especially for ...