Thank you so much for taking the time to reply. Whilst I love SquareSpace I'm feeling more and more it's not suiting my needs in how I'd like to grow the business which is disappointing and frustrating. Thanks again for your advice.
I'd love to give you better news, but Squarespace doesn't currently have this feature. Worse still, it isn't possible for developers like me to add an interactive calendar to the checkout because Squarespace have don't allow third party developers to edit the checkout page. A datepicker can be added to individual products, but the unavailable dates would need to be predetermined - they would not change in response to changes in demand.
I've been advocating for improvements to Squarespace Commerce for a number of years (you can read my post here), including options for local delivery and developer access to the checkout page, but sadly these issues have not been prioritised.
As you mentioned, unfortunately Shopify is streets ahead with features for local delivery, if it isn’t too complex.
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