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Squarespace Costs vs Managed WordPress: the Three-Year Total

Two roads diverging between trees, illustrating a comparison of Squarespace costs and managed WordPress

Squarespace is a good product. If you want a site that looks professional, works on mobile and needs no technical decisions from you, it will do that, and it will do it this afternoon. Anyone who tells you otherwise is selling something.

The question this page answers is narrower: what do Squarespace costs actually total over three years, and at what point does a managed WordPress arrangement become the cheaper option? Sometimes the answer is never. It depends almost entirely on one thing, and it isn’t the monthly fee.

What Squarespace charges

After the tier restructure in late 2025, the plans are Basic, Core, Plus and Advanced. On annual billing the headline rates run from around $16/month at Basic to $23 at Core, $39 at Plus and $99 at Advanced. Monthly billing costs noticeably more — Squarespace discounts annual plans substantially — and annual subscriptions include a custom domain for the first year. Current figures are always on the Squarespace pricing page.

For a straightforward business site, Core is where most people land. Call it roughly $276 a year, or $828 over three years, before anything else.

That is a genuinely reasonable number, and it is the number Squarespace competes on. The interesting part is what sits outside it. (Their prices are in dollars; ours are in euros — so treat the comparison below as directional rather than a straight conversion.)

The costs that are not in the monthly fee

Transaction fees on what you sell. The lower tiers carry a transaction fee on digital products on top of normal card processing. It drops sharply at Plus and again at Advanced — which is exactly why stores get pushed up the tiers. If you sell anything meaningful, your real plan is not the one you started on.

Third-party integrations. Premium connectors — email marketing, scheduling, automation tools — sit above the entry tier. If your business depends on any of them, your floor is Core, not Basic.

The work you do yourself. This is the largest and least visible cost, and no comparison table includes it. Squarespace removes the need for a developer by moving the work to you. If you or a member of staff spends two hours a month on the site, that time has a real cost, and over three years it is very likely to exceed the subscription.

Leaving. Squarespace content does not port cleanly to anything else. There is no clean export that reconstructs your site elsewhere. If you migrate later, you are substantially rebuilding — and that cost lands in year three or four, precisely when you have the least appetite for it.

What managed WordPress costs

Our own Website as a Service plans start at €199 a month, which is plainly more than Squarespace’s subscription — and it should be, because it is not the same purchase. That figure includes hosting, maintenance, security and a real allowance of development time from people who build sites for a living. The two hours a month you would have spent yourself is inside the price.

If you already have a WordPress site and only need it looked after, that is a different and cheaper question — our WordPress Maintenance Plans start at €100 a month.

Three years, side by side

Putting it together, with the caveat that these are different purchases rather than two prices for the same thing:

  • Subscription: Squarespace roughly $828 over three years; managed WordPress from €199/month.
  • Hosting, maintenance, security: included on both — by the platform on one, by people on the other.
  • Development time: none on Squarespace, you do it. An included allowance on managed WordPress.
  • Your own hours: roughly two a month, uncosted, versus largely removed.
  • Cost to leave later: a substantial rebuild, versus you own the site and can move it.

Read that honestly and Squarespace costs less on every line that has a number in it. That is not a trick of presentation; it is true, and it stays true for a large number of businesses indefinitely.

The two lines without numbers are where the decision actually lives. Your own hours are a real expense that never appears on an invoice, and the cost to leave is a real risk that only becomes visible at the exact moment it is most inconvenient. Neither shows up when you compare Squarespace costs against a monthly agency figure — which is precisely why that comparison misleads so many people in both directions.

The line where it flips

Forget the monthly figures. The decision comes down to one question: how much does your website need to do that is specific to your business?

If the answer is “nothing much” — you need pages, images, a contact form, maybe a simple shop — Squarespace wins, and it isn’t close. Three years at Core is under a thousand dollars. No agency arrangement competes with that, and you should not let anyone talk you out of it.

The moment the answer becomes “quite a lot,” the maths inverts. A membership area. A directory members can search. Events that publish themselves from a form. An integration with the system you already run your business on. On Squarespace these are either impossible, or possible via a third-party embed you now depend on and cannot fix. On WordPress they are a build.

And there is a second trigger, less obvious than the first: when the two hours a month stop being available. Plenty of organizations start on Squarespace correctly and outgrow it not because the platform failed, but because the person who maintained it left, got promoted, or ran out of Tuesdays. The platform was never the constraint. The attention was.

One thing worth deciding early

Whichever way you go, be clear about who owns what. On managed WordPress you own the site outright — the files, the database, the domain — and can take it to any other provider on a bad Tuesday. On a hosted platform you own your content and your domain, but not the thing that renders them.

That difference costs nothing on day one and is the entire conversation on the day you want to leave. It is worth deciding deliberately at the start, rather than discovering it three years in when the decision has already been made for you.

If you are genuinely unsure which side of that line you sit on, our free website audit will tell you what your current site is actually doing, in plain English, with no obligation.

If nobody's looking after your site, hand it off.

Our Website as a Service model handles upkeep, security, and improvements for a predictable monthly fee — so you never have to think about it.

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Svetoslav Kodzhamanov
Svetoslav Kodzhamanov

Svetoslav Kodzhamanov is the founder of Hexweb, a WordPress web design and development studio he started in 2018 as a solo venture and has since grown into a small team of designers and developers. He has personally led close to 500 WordPress projects for businesses and agencies across North America and Europe, focused on fast, conversion-driven websites built to last. He works with clients worldwide and speaks English, German, Bulgarian and Russian.

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