What users complain about in Square Appointments: Scheduler

Business hours off by 1 hour

As of November 1st all my appointments/business hours are off by an hour and I can’t change it. It doesn’t work. Please fix this. I live in Edmonton

Dated, not keeping up with what businesses need

I’ve been a Square user since I started my business back in 2019 and it was great, it ticks all my boxes except for one very specific, very important function that every other booking software seems to have no problem doing? It’s 2026. Why is there no cluster booking/minimize gaps feature? If you check out the forums it’s something that has been frequently asked for for YEARS. And yet there’s been zero action, zero effort to make it happen. Instead we get directed to the ‘fake it’ filter, which is not the same. I want to make it so clients are only booking spots that are magnetized to other spots so that I don’t end up with random gaps that I then have to reach out to clients to move around. Because that’s inefficient. I don’t like wasting my time with that, and my clients don’t like me having to correct their bookings every time. I’ve been patient, but I’m done waiting and will be moving to a platform that can do that, since Square doesn’t seem to care about the appointment based service providers using their products.

Constant refreshing!!

Not sure what’s going on. with the square. But it is blogging down my computer and it’s constantly refreshing! I could be in the middle of making an appointment for a patient or checking them out and it wants to refresh, so I have to start everything all over! This has been happening for the past couple of months, and it’s just getting ridiculous!

can’t respond to your own clients

Imagine an app where your own clients/new clients initiated contact to you through its own message system asking a question & you can’t answer the question because the app says i need consent from the customer to answer their question THEY reached out about. WELCOME TO SQUARE! The error prompts you to contact support if it’s not marketing and support will tell you that is the law!! no way around it but these geniuses haven’t heard of implied consent or know I DONT NEED CONSENT TO ANSWER A CLIENTS QUESTIONS. DONT USE SQUARE

Square dark mode makes the app nearly unusable.

Square suddenly started following my iPhone’s system dark mode, and there doesn’t seem to be any setting in the app to change the display mode independently. My iPhone is intentionally set to Dark Mode, but I do NOT want Square to be in Dark Mode. The entire UI, including the schedule/calendar, is now black, making appointments and different sections extremely difficult to distinguish. It has become very difficult to use for managing my business. Why was this changed without giving users an option to choose their preferred display mode? If the app is going to follow the phone’s system setting, there should at least be an option to override it within the Square app. Please give users the ability to choose Light or Dark Mode independently. This is seriously affecting usability.

New update

The decision to automatically mirror light and dark mode to your device, without having an option to turn it off in the app setting was a bad decision, please make a setting where you can toggle light/dark mode in app

Unwanted updates

It’s really frustrating when square does an update, for various bug fixes and improvements and bam, throws in dark mode. Dark mode with no option to turn it off in app, it just follows the iPhone setting which is frustrating. Please add an individual setting for this inside the app.

Used to be good

Been using for 13+yrs. Costs have risen an insane amount for no better service. When I asked why they rose in ‘22 I was literally told “bc they can.” They change the app interface/look every other month, it’s absolutely infuriating. I can’t wait to sell my companies and get rid of square bc they’re so integrated into my companies it’d be too annoying to switch

new update

i can no longer even open my booking app without a notification about tap to pay causing it to glitch and close. i don’t need tap to pay and it shouldn’t cause so many other issues with the app. just let me agree not to use it so i can swipe cards without constant interruption from the “update your ios” i don’t want to update my ios!!! it ruins a iphone 13 y’all are crooks!

Not mobile friendly anymore

I’ve been on square appointments with my business for 5 years or so and recently their updates in the calendar format on the phone are absolutely not phone friendly! Clearly they don’t test it on a phone anymore as the keyboard covers the personal time entry notes so you can’t see what your writing and it’s so clunky now and time consuming to put in when your on the go and running a business..the interface changes they have made over the last few months just keep changing and most of the them not for the better sadly we are looking at moving away from square because no care is given for us mobile service businesses on the go! This is what an app is for!

The app was good

You can tell the various teams don’t speak to each other as they build or work on features, because the whole user journey from a-z don’t make sense, but it makes sense within a small area. There are constant bugs now in this app as well, I wish I could write and give you every bug I find which is daily, and I’m a professional app dev myself, so I’m not some user who doesn’t understand what a bug is, I’m telling you it’s riddled with bugs

The worst most complicated app

Every simple task is a problem. Extremely difficult app. Absolutely gave me anxiety. Do not recommend

Square used to be better.

Square sucks now!! Takes forever for appointments to load in and for app to start up when it used to be much quicker. And now they’ve made it more difficult to quickly select a time to block for personal events.

Worse customer service

Loved the app until I started encountering glitches and reached out to their customer support…it’s been 15 days since I’ve been promised a return call or email. I’ve sent multiple follow up emails and still have not had a response. Honestly one of the worst customer service experiences I’ve ever encountered. Too bad for square as our national company was considering setting up an account with them.

Terrible last update

After the latest update, creating personal events has become incredibly frustrating. Something that used to take just a few seconds now requires going through far too many screens. If I simply want to block off some time so clients can’t book that slot, it takes much longer than it should. On top of that, it’s almost impossible to write a note. The keyboard covers the text field, so I can’t even see what I’m typing. That leads to typos, missing spaces, and other mistakes. I also can’t properly paste text or links into the note. Please just bring the old workflow back. The new version is much less efficient and makes using the app significantly more difficult.

Mobile version is TERRIBLE

if you make any schedule changes, it will not load for DAYS. Very inconvenient when it’s my days off work and I need to check something. glitches and crashes OFTEN. If you have multiple locations and try to switch from one to the other, good luck!! notes I take on client files often don’t save when doing it with the mobile app, desktop version seems to work SLIGHTLY better ALSO the new update for the desktop application is horrific. Makes it so much harder to locate and edit notes in appointments and the text is SOOOO small, with so much empty space on the screen. Worst update so far

Very disappointed with Square.

A customer paid me for a service, but the funds were transferred to a bank account that does not exist. Square still marked the payment as if I had received the money. Trying to do the right thing, I refunded my customer. As a result, my Square balance is now negative, and I supposedly owe money that I never actually received in the first place. I am now being held responsible for funds that were never deposited into my account. This experience has been extremely frustrating, and I hope Square resolves this issue as soon as possible.

Worst experience ever

I have had nothing but issues with this app since I purchased the service. Nonstop issues with not being able to take payment. I am constantly having to uninstall and reinstall the app just for it to work. The tipping option gets turned off every single time I do that. Even if I don’t have to uninstall and reinstall. And don’t even get me started on how horrible the customer services nobody knows anything about what they’re talking about and they are very rude and unwilling to help fix anything. My advice find another software that does this cause this one is not it.

Pathetic Malfunctioning GARBAGE

How much has this recent malfunction cost us? I can tell you ask for reviews before people know what a horrible app this is. I make sure to send a screenshot to all of the customers trying to book that Square is having server issues AGAIN. Hopefully they won’t make the same mistake as we did in trusting Square. If you like the words “Something has gone wrong”, you’ll love square. Pathetic leaders. This app is so unreliable and buggy. Appointments will show up on the website but not the app. So be prepared to disappoint your customers if you’re using this garbage. I’ll be back to list EVERYTHING that is wrong with this pathetic app. It’s going to be quite the list. Now I can’t even run payroll. Every time you “fix” something, it just makes it worse. I wish I could go back to the Square of old where things actually WORKED. Every month there’s ANOTHER outage. How much has your incompetence cost us now? Of course you won’t take responsibility. There isn’t a day that goes by I don’t curse the name Square MULTIPLE times.

weird about taking bank information off

I am no longer using square due to the extremely high increase of the monthly subscription. I tried to delete my bank information off before I deleted my account just in case and there was no way to get rid of it. And I called support and as soon as I mentioned I wanted my bank information removed he said I was cutting out and he would call me right back, he did not. I felt he was lying to me which is odd. I don’t like the idea of a company keeping my bank information but I just had to deactivate my account and hope for the best.

Slow Loading and Sync Problems Across Locations

We’ve had a really frustrating experience using Square Appointments, especially managing multiple locations. In theory, the platform should make it easy to switch between sites, but in practice it’s been anything but smooth. Whenever we switch between our two locations, the app often gets stuck loading for a long time. Even worse, it doesn’t reliably update after switching. This creates confusion and makes it difficult to trust the schedule, which is a serious issue when you’re trying to run a business efficiently. The lag and lack of real-time syncing between locations have caused repeated disruptions for our team. We’ve had to double-check bookings manually or even restart the app just to see accurate information. It slows everything down and adds unnecessary stress to our day-to-day operations. Overall, while Square Appointments has some useful features, the performance issues—particularly with multi-location management—have been a major downside for us. We really hope to see improvements in stability and syncing because right now, it’s not meeting our needs.

Hate this

This app is the bane of my existence!! It’s always freezing up when it’s time to get the payment from my clients. I want to cry. It’s not working and I need to go home.

Tax

Square works well for payments, but the tax system for service businesses is very frustrating. My business offers massage services (which should not be taxed) and also sells retail products (which should have sales tax). I correctly set massage services as non-taxable and created tax only for retail items. However, the system still automatically applies tax to massage services during checkout. It seems like Square does not properly separate services from retail product sales. Because of this, I have to manually remove the tax from every massage transaction, which is very inconvenient. This should be fixed so that service businesses can easily apply tax to retail products without taxes being added to services.

Almost never works properly

I’ve used this app since January 2025. I have to delete and redownload every other time, if not each time, I use the app. I open it and it doesn’t allow me to touch anything. I close, reopen, close, reopen, turn my phone off and on, open, close, reopen…. No, I have to delete and redownload and then log back in and redo permissions and all. Sometimes I’m at a clients house where I don’t have amazing service and I have to ask to use their WiFi which in my opinion is kind of unprofessional. I always think that the next update will change this and as I’m writing this March 3, 2026 - I can confidently say no it hasn’t. The only reason I’m giving 2 stars is because when it works, it works fine. Yes my phone is updated and yes I have newer models and no I don’t have issues like this with any other app I use. Please do better.

Bugs! Fix asap!!

I need to access this damn app for my job. It updates to 3% then crashes. I’ve tried restarting my phone. Logging out. Updating the app. Uninstalling and reinstalling. Wtf. This isn’t acceptable when people’s incomes depend on keeping appointments. FIX BUGS! Please!!

HATE THE NEW UPDATE

Hate the update. I feel like it’s so many more step to get to not and info now.

Recent update has ruined our flow

The recent update had changed how appointment notes are stored and viewed and it has entirely disrupted our studio’s flow. Would appreciate more bug fixes for the price of usage. Additionally, we are unable to turn off the AI assistant’s responses or customize them without losing the ability for clients to confirm their appointments. The app needs to be more openly customizable for folks.

Works for basics scheduling , limited mobile experience. Definitely room for improvement

Compared to using other scheduling platforms as a premium user, Square Appointments feels quite limited, especially on mobile. You can’t easily book time off or schedule breaks, and unless you log into the full web browser, it’s hard to clearly see time that’s been blocked off. The basic scheduling and payment integration work fine, but the lack of flexibility and a weak mobile experience make it less practical for day to day management. There’s definite room for improvement.

not loving it

kinda hate it rn tbh. setting up was easy but figuring out how to go live and let clients start booking is not working. i keep getting redirected to download more apps or create new user IDs without any explanation or usable tools. feeling like the old-fashioned black book is gonna be a better option.

Glitchy app

I am a paying customer and have square appointments for my business. They recently did an upgrade and caused several fees on my account. Support did not do anything to make it right. Additionally, the app will not allow me to update my schedule. When I add a new time, it reverts back to what it assumes it is that I need. For example, I have 1pm-3pm and 3pm-5pm. When I add another time frame, I try changing the time from 11am- 1pm. The system reverts to 3:05 pm. It wants to continue off from the last appointment but I am trying to add the first appointment. Multiple calls to support is frustrating as the rep’s understanding is limited and they usually just read off a script.

KEYBOARD BUG

It’s a good app to set appointments, but when I want to wait my services description the key board keeps hiding what I want to see, how can I see what I’m typing if the key board blocks it, and I can’t edit the end of the description I would have to go to the first sentence and then scroll my way down. FIX THIS KEYBOARD BUG (iPhone 15) Update Now it won’t let me type??

Bad bad

They keep log out you if you use free app, totally a ripoff company

Inaccurate payment tracking

Due to bugs that aren’t being fixed the app no longer marks appointments paid in calendar after invoice is paid. After calling and asking for help they basically said there is nothing they can do and to manually go through and refund appoints to keep accuracy in book keeping. Losing faith in this app.

Bluetooth reader

Super inconsistent with the Bluetooth connection, i have two store locations and I am constantly trying to figure out the issue as it is always different. I have contacted the tech support team more than a handful of times and the issue is resolved less than half the time. Asking my clients to either take out cash or do an e transfer for services is not only embarrassing and inconvenient for my customers but also so hard to keep track of for my own tax purposes. I even get a lot of push back about even having to pay for tax if im not taking a debit or credit transaction. The app itself is okay. I’ve been using square for about 5 years now and with the growth of my business i find it painful to continue using software that only works for my business half the time. I also pay for the upgraded version to be able to use for bookings on both locations and not once have i been offered any sort of compensation for the continued issue i have with square.

Multi view

I’m trying to book appts quickly & effectively, but I cannot see the schedule of my other esthetician, so I’m trying to book clients but my resources are not available. It’s necessary to see all resources using on a day a quick glance, so I’m not wasting time toggling back & forth. That leaves me having to remember who is in which room as I’m looking for an appt for my client. It’s wasting my time, and it needs to be better. When I’m not in the APP and I’m on my PC looking a square through my login, I can see everything perfectly. That needs to translate onto the app. Thanks for your consideration of my feedback.

Appointment Duration Dissapointing

This the biggest reason why i am not using square. I have appointments that go on longer than 24 hours being in the automotive industry. My appointments can go longer than a week and this platform is not up for it. Please fix this and i will bring my whole operations and payments over.

2.5 stars

Overall effective and I do appreciate that, but there are many problems that shouldn’t exist. Lack of insight or poor design or both. Ex: closing a specific day shouldn’t reset your hours of business. Resetting hours of business is annoying with the “scroll wheel” function. It’s cumbersome and time consuming. Let me type it in. Some of my clients are repeating client. I set my calendar in 6 week increments, but clients can schedule a repeating appointment in perpetuity. I like the simplicity of the calendar and scheduling feature, but it’s ridged and very beneath what people expect of apps in 2025. Ease and Functionality are what’s missing. Basic details.

Buggy

Love square for keeping my business organized but the appointments app, invoices app and square app for all my payment tracking are all buggy and don’t track any information between apps. I have one account, but all three apps treat me like a different customer and don’t save any of my customers or appointments or accepted estimates between apps. But I need all three since they all have different offerings that I need from each. Very very frustrating and makes sending estimates and invoices much more time consuming than it needs to be. I also started a paid membership and the apps all just didn’t recognize the change in membership so now they have my money but I’m stuck with the free version. Great idea that they had with these apps but they failed to execute

Poor service

I’ve been dealing with Square for a long time and have an ongoing issue that seems imposable to resolve. I’ve been passed on to the 10th person now and I am at about the 2 week mark. Most likely moving on to a different pos and booking software. Good luck.

Limited reporting

No options for appointment price reporting for the past only future!!?!