Help uploading multiple photos when creating an item

Daniearth — Sun, 21 Sep 2025 07:00:56 GMT

Previously I used Weebly to add items to my website as I found the square app only allowed me to add one photo when I created an item.

Weebly allowed me to upload multiple photos when I created a listing.

I cannot work out how to create and item and add more than one photo. I cannot work out how to add more photos to an already created item.

I usually use my photo for uploading items for ease of taking photos…

I'm confused and the help articles aren’t helping.
There’s many similar names square online square dashboard square this and that

I’m AuDHD and I’m struggling! I’m not sure if the instructions are confusing or it me that’s the issue.
Do I require a paid account to upload more than one photo now?.

This is knee capping my already tiny little business

thanks so much for the help.

Dani

Re: Help uploading multiple photos when creating an item

Sammie_C — Wed, 03 Sep 2025 22:34:24 GMT

Hi @Daniearth, I appreciate you reaching out!

Firstly, you do not need to have a paid account to upload numerous photos. Secondly, here are a couple different ways to upload images to your Square Online site.

The first of which is:

Sign in to your Square Dashboard and click Items & services (or Items & menus or Items & inventory) > Items > Item library.
Click on the selected item from the list or Create item.
Below the Description field, drag and drop images to that section, click upload to add an image file from your device or click browse image library to choose previously uploaded images.
If needed, you can add images to variations by clicking the item variation.
Click Save.

We also have the option of bulk uploading images. You can use this feature to automatically upload and associate images to your items. Although, images are only associated with items if they are deemed a "high confidence match." Multiple images cannot be associated with a single item or its variations.

Here are some steps on uploading bulk images:

Sign in to your Square Dashboard and click Items & services (or Items & menus or Items & inventory) > Items > Item library.
Click on the selected items from the list, then click Edit items.
Click (•••) > Bulk upload images.
Click upload to add an image file from your device or click browse image library to choose previously uploaded images.
Click Next.
Review the matched images for accuracy. (If an image is incorrectly matched, you can update it by clicking the image tile > Library > Sort by: Date uploaded. Once all changes have been made, click Upload images.)
Click Save.

I hope this helps! Please let me know if you end up having any other questions.

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Help uploading multiple photos when creating an item

Re: Help uploading multiple photos when creating an item