The Squarespace Plugin Issue Guide

For Squarespace users dealing with broken booking forms, email not sending, or checkout plugins failing after updates. This guide explains why these issues happen and how to fix them - without needing to be "techy."

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Who this is for

Squarespace site owners whose plugins stopped working, bookings won't load, or checkout and email fail after updates.

Typical problems:

Broken booking/calendar plugins

Acuity Scheduling or third-party booking add-ons can fail after Squarespace or API updates. We'll show you how to re-connect calendars and test booking flows.

Checkout failures

Stripe, PayPal, or tax/shipping extensions may clash after updates. We'll explain how to test in safe mode and isolate conflicts.

Email delivery issues

Often linked to DNS misconfiguration (missing SPF, DKIM, DMARC). We'll show how to validate DNS records and enable SMTP if needed.

API disconnections

Integrations like Mailchimp, Google Calendar, or Zapier can "lose" authorization. We'll guide you to re-authorise apps securely.

Plugin conflicts

Having multiple plugins doing the same job (like pop-ups or analytics scripts) often causes failures. We'll show how to simplify your setup.

1) Common Squarespace Plugin Issues

Booking forms not loading

Check that your calendar integration (Google, Outlook, iCal) is still connected, and clear browser/Squarespace cache.

Emails not sending

Verify DNS records (MX, SPF, DKIM, DMARC) and configure SMTP through your email provider if Squarespace defaults aren't working.

Checkout failures

Disable extra tax/shipping/payment plugins temporarily. Many issues come from outdated Stripe/PayPal integrations.

Integration disconnects

Mailchimp, Zapier, or Google integrations may require re-authorisation. Reconnect via plugin settings.

Page load or slowdown issues

Too many conflicting scripts or pop-ups can slow your site. Audit plugin usage and remove duplicates.

2) Step-by-step fixes

Update or reinstall plugins

Sometimes simply reinstalling or updating a plugin restores functionality. Always save your settings before reinstalling.

Check DNS and email records

Use tools like MXToolbox to confirm SPF, DKIM, and DMARC are valid and propagate correctly.

Test in safe mode

Squarespace safe mode (or disabling plugins manually) helps isolate which add-on causes the issue.

Re-authorise integrations

For third-party services, revoke and re-add API connections to refresh permissions securely.

Contact support

If it's a third-party plugin, Squarespace can't always help. Contact the vendor through their support channel.

Still stuck?

If your Squarespace plugins are still broken after trying these fixes, get in touch and we'll help resolve them quickly.

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