DollarSite vs Squarespace

Squarespace is known for polished, designer-made templates and a capable online store. DollarSite is a chat-built website with every app included at one price. The biggest practical difference for service businesses is scheduling, so this page spends time on that.

Prices checked 11-07-2026 from squarespace.com/pricing, in US dollars before tax. Prices change, so check Squarespace's page before you decide. We make DollarSite, so weigh our view accordingly.

DollarSite and Squarespace compared, prices checked 11-07-2026
Question	DollarSite	Squarespace
Price for a live website	$7 per month for your first live website, $5 per month for each additional one. Every app included.	Basic $25, Core $39, Plus $65 and Advanced $139 per month paid monthly; $19, $29, $49 and $99 per month when you pay for 12 months up front.
Billing term	Month to month. No longer term to sign up for, and no prepaying.	Monthly, or 12 months up front (Squarespace says this saves up to 36%).
Free option	Free to build and preview, with no card. You pay when you make it live to the Internet.	No free plan. A 14-day free trial, no credit card required.
Your own domain	A free yourname.dollarsite.page address. Connect a domain you own at no extra cost once your site is live.	Paid plans only. Paying for 12 months up front includes one year of free domain registration, which then renews at the standard rate.
Online booking	Included: the Appointments app, with confirmations, reminders and a reschedule link.	Not part of the website plans. Acuity Scheduling is a separate subscription: $20, $34 or $69 per month paid monthly ($16, $27 or $55 per month paid for 12 months up front).
Platform fee on sales	No commission and no platform fee. Only your payment processor's normal fees apply.	2% on store sales on Basic; 0% on Core, Plus and Advanced. Card processing from 2.5% to 2.9% + $0.30 depending on plan.
Design control	Chip designs the site from what you tell it. Change it by chatting or by clicking any text. Fewer design controls than a drag-and-drop editor.	Designer templates and a visual editor with plenty of layout control.
AI building	Built by chatting with Chip. No credits to buy; a generous fair-use AI allowance is included.	An AI site builder and AI templates, with AI credits per plan.
Start from phone photos	Snap & Send: send 5 to 15 phone photos and Chip builds a site around them for you to approve.	Not offered in this form, as far as Squarespace's pricing page says.

Squarespace column: prices checked 11-07-2026. Sources are listed at the bottom of this page.

Where Squarespace is stronger

Polished, designer-made templates and more control over layout and typography.
A deeper online store: subscriptions, shipping labels, automated taxes and more.
Acuity Scheduling is a mature booking tool with features DollarSite's Appointments app doesn't have.
A long track record, and a 14-day free trial.

Where DollarSite is different

Online booking is included, not a second subscription.
$7 per month for the first live website, month to month, with no 12-month payment needed to get that price.
No platform fee on sales on any plan.
Chip writes the site from a chat, or from your phone photos with Snap & Send, and you change it by chatting.

See it before you decide. Send Chip 5 to 15 photos from your phone and it builds a website around them for you to look at. Free to build and preview.

Send Chip your photos

FAQ

DollarSite or Squarespace?

How much does Squarespace cost with online booking?

On 11-07-2026, the cheapest Squarespace website plan was $25 per month paid monthly ($19 per month for 12 months paid up front). Scheduling is Acuity, a separate subscription starting at $20 per month paid monthly ($16 for 12 months up front). With DollarSite, the Appointments app is part of the $7 per month price.

Does DollarSite have templates like Squarespace?

No template library. Chip designs the site around your business, your photos and the look you ask for. If you want to pick from many designer templates and adjust every detail, Squarespace gives you more of that.

Which should I choose?

Choose Squarespace if design control or a full online store matters most. Choose DollarSite if you want bookings, forms and the other apps included at one low monthly price, and would rather chat than design.

Sources

Read on 11-07-2026. Where a fact couldn't be confirmed on Squarespace's own pages, the table says so.

More comparisons: DollarSite vs Wix, DollarSite vs GoDaddy, DollarSite vs Durable, or all the ways to get a website.

Try the chat. Decide afterwards.

Building and previewing is free. $7 per month when you make it live to the Internet, and $5 per month for each additional website.