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
Cloudways vs Datadog pricing
Cloudways researched starting price from $11/mo. Datadog researched starting price from $15/mo; a free plan is researched. Affiliate economics excluded.
Cloudways
From $11.00/user/mo
Datadog
From $15.00/user/mo
Cloudways
Starting from $11.00/user/mo
Free trial available
- Flexible (DigitalOcean Standard)Popular$11.00/mo
- $11/mo published Flexible floor on DigitalOcean Standard — billed hourly. Free trial without a card per first-party page.
- Autonomous WordPressCustom
- Separate WordPress autoscaling line — not the Flexible $11 DigitalOcean Standard floor. Confirm live packaging on cloudways.com/pricing.php.
Datadog
Starting from $15.00/user/mo
Free trial available
- Free$0.00/user/mo
- Free tier with limited hosts/metrics — evaluation floor only.
- max hosts: 5
- Infrastructure ProPopularSee details
- $15/host/month billed annually — common infrastructure monitoring entry floor.
- Enterprise / CustomCustom
- Enterprise bundles, volume discounts, and multi-year commits — contact sales.
Estimate your team cost
Monthly estimate from verified per-seat list pricing. Confirm on the vendor site before purchasing.
Cloudways
$165.00/mo
Datadog
$225.00/mo
+$60.00/mo — Datadog costs more
Verified monthly unit prices · Aug 18, 2026
Prices in USD
Shown per user / month from verified list pricing.
Plans can change
Confirm live vendor rates before purchasing.
Add-ons may apply
Calling, SMS, or usage fees can add cost.
Independence
Affiliate status never changes pricing outcomes.
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