Cloudways vs Datadog
Compare Cloudways and Datadog on features, pricing, and buyer fit using the same researched criteria.

Cloudways
Managed cloud hosting — Flexible from $11/mo DigitalOcean Standard; Autonomous WordPress autoscaling separate line.
Best for
- • Teams that want managed hosting on a chosen cloud VM without buying a panel licence
- • Agencies running WordPress plus other apps on one Cloudways account
- • Buyers who will actually use hourly Flexible billing and the $11 DigitalOcean Standard floor
Starting from $11.00/user/mo
No free plan
VS
Our verdict
No universal winner. Choose based on which criteria matter most for your team.
Cloudways is better for
- ✓ Starting pricing
Datadog is better for
- ✓ Free plan
- ✓ Integrations
- ✓ Security & admin
Choose Cloudways if: Teams that want managed hosting on a chosen cloud VM without buying a panel licence
Choose Datadog if: SRE/platform teams needing unified infra + APM + logs

Datadog
Observability suite — infrastructure, APM, logs, and security signals with consumption/host pricing; Infrastructure Pro from $15/host/mo annual.
Best for
- • SRE/platform teams needing unified infra + APM + logs
- • Cloud-native orgs with AWS/Azure/GCP estates
- • Teams that can model multi-module observability TCO upfront
Starting from $15.00/user/mo
Free plan available
Feature comparison
Grouped feature support from verified product research for Cloudways and Datadog.
Capabilities
| Feature | Cloudways | Datadog | Winner |
|---|---|---|---|
| Incident management | Limited | Moderate | Datadog |
| Change & problem management | Limited | Limited | Tie |
| Service catalog | Limited | Limited | Tie |
| Infrastructure monitoring | Moderate | Strong | Datadog |
| APM & distributed tracing | Limited | Strong | Datadog |
| Log management | Moderate | Strong | Datadog |
| Source control & repos | Limited | Limited | Tie |
| CI/CD & automation | Moderate | Moderate | Tie |
| Hosting control panel | Moderate | Limited | Cloudways |
| Managed hosting platform | Strong | Not evidenced | — |
| Proxy / web data network | Limited | Limited | Tie |
| ITSM AI assistance | Limited | Moderate | Datadog |
| Developer AI assistance | Moderate | Moderate | Tie |
| On-call & paging | Limited | Not evidenced | — |
| Enterprise security & SSO | Moderate | Strong | Datadog |
| Analytics & reporting | Moderate | Strong | Datadog |
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