Headway Pricing 2026: Free vs Pro (and What You Actually Get)

Headway's pricing page is refreshingly simple. Two plans: Free and Pro at $29/month. No per-seat pricing, no MAU limits, no tracked user caps. In a market where competitors charge $79-399/month with complex usage-based models, Headway's straightforward approach stands out.

The question isn't whether $29/month is a lot. It's whether what you get for $29/month is competitive with what other tools offer at the same price or less.

The Free Plan

Headway's free plan includes:

• Unlimited changelogs
• Public changelog page
• Page customization (colors, logo)
• Widget customization
• Custom categories
• Eyecatcher (widget badge animation)

The honest take: The free plan is a real product, not a demo. You get a functional changelog page with an in-app widget, custom branding, and categories. For a solo founder or side project that just needs a changelog page and a widget, the free plan covers it.

What's missing from Free: Custom domain, whitelabel (remove Headway branding), all integrations, team management, private changelogs, and scheduled publishing.

The Pro Plan ($29/month)

Everything in Free, plus:

• Whitelabel (remove Headway branding)
• Custom domain
• All integrations (Slack, Twitter)
• Team management
• Search engine privacy option
• Private changelog
• Scheduled publishing

The honest take: Pro unlocks the features that make Headway usable for a real business: custom domain, team access, and removing Headway's branding. These are table stakes for most SaaS companies.

The integration list is notably short. "All integrations" means Slack and Twitter. No Jira, no Linear, no Intercom, no Zapier, no webhooks. If your workflow depends on connecting your changelog to other tools, Headway's integration story is limited.

What's NOT included at any price

Regardless of which plan you choose, Headway does not offer:

• Email notifications. You publish an update and users have to visit the changelog or see the widget. There's no way to email subscribers about new entries. This is Headway's most significant gap.
• User segmentation. Every update goes to every user. You can't target API changes to developers, mobile updates to mobile users, or enterprise features to enterprise accounts.
• AI generation. Every changelog entry is written manually. There's no connection to your issue tracker, no AI drafting, no automation.
• In-app announcements. Beyond the widget badge, there are no announcement banners, modals, or tooltips inside your product.
• Analytics. No data on which entries users read, which get the most engagement, or how changelog visits convert to feature adoption.
• Feedback collection. No way for users to react to updates, comment, or submit related feature requests.
• Roadmap. No public roadmap page.

How Headway compares at the $29 price point

The interesting comparison isn't Headway vs. tools that cost $79-399/month. It's Headway vs. what else you can get for $29/month or less.

Headway Pro ($29/mo) vs. Worknotes ($29/mo)

Same price, different products.

	Headway Pro	Worknotes
Price	$29/mo	$29/mo
Changelog page	✓	✓
Custom domain	✓	✓
In-app widget	✓ (badge)	✓ (banners + modals)
Email campaigns	✗	✓ (3,000/mo)
AI from tickets	✗	✓ (Linear)
Contact management	✗	✓
Team members	✓ (Pro only)	✓ (unlimited)
Scheduled publishing	✓	✓
Slack integration	✓	✗
Custom categories	✓	✓

Headway gives you a changelog page and a widget. Worknotes gives you a changelog page, a widget, email campaigns, and AI generation from Linear. For teams that need multi-channel distribution, the same $29 goes further with Worknotes.

Headway wins if you need Slack integration or private changelogs. Worknotes wins if you need email campaigns, AI writing, or in-app announcements beyond a badge.

Headway Pro ($29/mo) vs. Featurebase Free ($0/mo)

Featurebase's free plan includes feedback boards, a roadmap, a changelog, and basic customization. Several features that Headway charges $29/month for (team management, custom categories, scheduled publishing) are free on Featurebase.

The trade-off: Featurebase's free plan is limited to 1 seat and doesn't include AI features or custom domains. But if you're a solo founder choosing between paying $29/month for Headway Pro or getting a free tool with more features, Featurebase's free plan is worth considering.

Headway Pro ($29/mo) vs. Beamer Starter ($49/mo)

Beamer costs $20/month more but includes NPS surveys, push notifications, a feedback portal, user segmentation, and more integrations. If you need any of those features, the extra $20 is easy to justify. If you only need a changelog and widget, Headway is cheaper.

Annual billing

Headway doesn't prominently advertise annual discounts on their pricing page. The listed price is $29/month. Some competitors offer 15-20% savings on annual billing, which can shift the value comparison:

• Beamer annual: ~$39/month (vs. $49 monthly)
• AnnounceKit annual: ~$67/month (vs. $79 monthly)
• Worknotes: $29/month (flat, no annual discount needed at this price point)

Is Headway worth $29/month?

Yes, if you want the simplest possible changelog tool with zero complexity. You need a branded page, a widget, scheduled publishing, and team access. Nothing more. You value simplicity over features.

Probably not, if you need email notifications (Headway doesn't have them at any price), you want AI generation from your issue tracker, you need user segmentation, or you want deeper integrations. At $29/month, alternatives offer more.

Consider the free plan first. If you don't need custom domain, team management, or whitelabel, Headway's free plan is a functional changelog tool. Test it before committing to Pro.

The bottom line

Headway's $29/month price is fair for what it is: a clean, simple changelog tool with a widget. The problem is that the market has moved beyond "clean and simple." Email campaigns, AI generation, user segmentation, and in-app announcements are becoming standard at the same price point.

If simplicity is your priority, Headway delivers. If value per dollar matters, compare what $29 gets you elsewhere.

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Worknotes offers AI generation from Linear, email campaigns, and in-app widgets for the same $29/month. Start your free trial →