SoftwareGlimpse

Cloudways vs Datadog

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

Independently recommendedLast updated Aug 18, 20265 evidence sources6 screenshotsHow we compare

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Cloudways

7.6/10

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

Visit Cloudways

VS

Our verdict

No universal winner

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

See detailed comparison ↓

Datadog

8.6/10

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

Cloudways vs Datadog at a glance

Criterion-level leaders from verified research.

Full scorecard →

Scorecard preview

Criterion leaders based on verified research — open the Scorecard tab for evidence detail.

Starting pricingCloudways
Cloudways
Datadog
Free planDatadog
Cloudways
Datadog
User / licence minimumDepends
Cloudways
Datadog
IntegrationsDatadog
Cloudways
Datadog
Security & adminDatadog
Cloudways
Datadog

Which It Development is better for you?

Quick picks based on fit — not a universal ranking.

→ Cloudways
Best for starting pricing
Cloudways publishes a lower researched starting floor ($11/mo vs $15/mo for Datadog). Confirm currency, renewals, and add-ons — not a total TCO winner.
→ Datadog
Best for free plan
Cloudways does not research a free plan; Datadog researches a free plan.
→ Datadog
Best for integrations
Datadog leads on integrations (8/10 vs 9/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.
→ Datadog
Best for security & admin
Datadog leads on security admin (7/10 vs 9/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.

The biggest differences

Where the products diverge most clearly on verified criteria.

Starting pricing
Cloudways wins
Cloudways
Cloudways publishes a lower researched starting floor ($11/mo vs $15/mo for Datadog). Confirm currency, renewals, and add-ons — not a total TCO winner.
Datadog
Trails Cloudways on this criterion
Free plan
Datadog wins
Cloudways
Trails Datadog on this criterion
Datadog
Cloudways does not research a free plan; Datadog researches a free plan.
Integrations
Datadog wins
Cloudways
Trails Datadog on this criterion
Datadog
Datadog leads on integrations (8/10 vs 9/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.
Security & admin
Datadog wins
Cloudways
Trails Datadog on this criterion
Datadog
Datadog leads on security admin (7/10 vs 9/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.

Which should you choose?

Choose Cloudways if

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

Choose Datadog if

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

Related comparisons

Alternatives to consider

How we compare

A short look at the comparison process. Full methodology

1
Collect
Collect official product information, pricing, and product evidence.
2
Normalize
Map evidence to the same category evaluation criteria for both products.
3
Compare
Evaluate both products against identical criteria — ties and depends are allowed.
4
Explain
Show why each product wins, loses, or ties, with evidence behind the outcome.

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Independent criterion outcomes
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