Will our monthly costs go up?

Often, and it is the number most people miss. Squarespace bundles scheduling, email, commerce and member areas into one subscription. Replacing each with a specialist tool usually produces better software and a larger total bill. Price the replacements during the audit so the comparison is honest.

Is leaving Squarespace always the right call?

No, and we will say so. If the bundled features are the reason the business runs and there is no technical support in-house, a more capable website plus four new vendors is not obviously an improvement. Migrating makes sense when the site itself is the constraint. If it is just dated, that is a design problem and it is cheaper to solve where you are.

How much of the redirect work is automatic?

More than on most platforms. Squarespace URL patterns are regular enough that pattern rules cover a large share of them, which is unusual. The exceptions are pages renamed over the years and anything with a custom slug, and those still need to be found by crawling rather than assumed.

What happens to our galleries?

The images come across as files and the arrangement does not. That is fine for a few and it is a week of work for forty, so we count them during the audit and decide which deserve faithful reconstruction, which become simpler layouts and which are quietly retired.

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Squarespace to Webflow migration

The export gives you posts and pages. Almost everything else on a Squarespace site is a product, not content.

Best for businesses who outgrew the template rather than the platform, and who need to price the bundled features they are about to lose.

Squarespace migrations have a specific shape: the content move is easier than most platforms and the feature replacement is harder. The export produces blog posts and basic pages in a format built for a different system, and that genuinely is most of what people think of as their content. What it does not include is anything living in a specialised block or a built-in product area, which on a typical Squarespace site is a surprising share of the pages.

The bundled features are the actual project

Appointment scheduling, commerce, email campaigns, member areas and donation handling are products included in the subscription rather than parts of the website, and none of them crosses over. Each becomes a separate decision with its own vendor, its own integration and its own monthly cost, which is why the recurring bill after migrating is frequently higher than the single Squarespace one it replaced. Price that list before committing rather than discovering it after the old site is switched off.

The redirects are easier here than elsewhere

Squarespace URL patterns are distinctive and regular. Blog posts, collection items and gallery pages follow consistent prefixes, which means a large share of the map can be written as pattern rules rather than individual entries. What still needs care is the exceptions: pages moved or renamed over the years, anything with a custom slug, and pages reachable at more than one address. Build from a full crawl plus the analytics list of pages that actually get traffic.

Galleries are the quiet time sink

A Squarespace gallery is a block with layout, ordering, captions and behaviour attached. What you get out is a folder of images. Rebuilding a handful is nothing and rebuilding forty across a portfolio site is a week nobody scoped. Count them during the audit and decide deliberately which are worth reconstructing faithfully, which become simpler layouts, and which quietly retire.

The bundled-feature list priced before the project starts, not after
Pattern-based redirect rules where the URL shape allows, entries where it does not
Gallery count taken during the audit and treated as its own line
Content model built around what you publish now
The Squarespace site left live until the replacement is verified

What a build here actually includes

Every build is scoped to the practice, but on this kind of site these are the parts that are not optional.

An audit that prices the bundled features you are about to lose
Content export mapped into a CMS modelled on current publishing
Redirect map using pattern rules where the URL shape allows
Galleries counted, triaged and rebuilt deliberately
Metadata carried across per page rather than regenerated

What we keep seeing go wrong

None of these are hypothetical. They are the things that turn up again and again on sites in this vertical, and most of them are cheap to avoid and expensive to undo.

Budgeting for the website and forgetting scheduling, email and commerce
Assuming the export contains everything the site currently does
Rebuilding every gallery faithfully because nobody counted them first
Recreating the template pixel for pixel, importing constraints that no longer apply
Changing design, platform and URLs in one release, so a traffic drop has no cause

Questions we get asked first

Will our monthly costs go up?: Often, and it is the number most people miss. Squarespace bundles scheduling, email, commerce and member areas into one subscription. Replacing each with a specialist tool usually produces better software and a larger total bill. Price the replacements during the audit so the comparison is honest.
Is leaving Squarespace always the right call?: No, and we will say so. If the bundled features are the reason the business runs and there is no technical support in-house, a more capable website plus four new vendors is not obviously an improvement. Migrating makes sense when the site itself is the constraint. If it is just dated, that is a design problem and it is cheaper to solve where you are.
How much of the redirect work is automatic?: More than on most platforms. Squarespace URL patterns are regular enough that pattern rules cover a large share of them, which is unusual. The exceptions are pages renamed over the years and anything with a custom slug, and those still need to be found by crawling rather than assumed.
What happens to our galleries?: The images come across as files and the arrangement does not. That is fine for a few and it is a week of work for forty, so we count them during the audit and decide which deserve faithful reconstruction, which become simpler layouts and which are quietly retired.