Windsor.ai vs Outlook Calendar

Based on the data on this page, Outlook Calendar is the stronger choice for most HubSpot App Marketplace teams — 3.4★ vs Windsor.ai's 2.6★ is a meaningful gap that usually reflects real product or support quality differences across the user base.

On pricing, Windsor.ai offers a free tier (Free plan available) while Outlook Calendar starts at From $5/mo. The free option meaningfully reduces evaluation cost, particularly at low usage volumes where the entry-paid tier can outpace the value delivered.

Outlook Calendar has the larger user base (1,545 reviews vs 10), which usually maps to broader integration coverage, faster bug-fix cadence, and a deeper bench of community workflow patterns. Windsor.ai's smaller cohort can be an advantage for niche workflows where the bigger app has accumulated bloat.

Recommended by size: small/early-stage teams who need fast install and low risk should default to Outlook Calendar; mid-market and enterprise teams with specific feature requirements should evaluate both — Windsor.ai's 10-review base may include the workflow context that matches your specific use case better than Outlook Calendar's broader-but-shallower coverage.

This verdict is generated from the live marketplace data on this page — rating, review count, pricing tier, and category position all refresh from the canonical HubSpot App Marketplace listing every 24 hours. AppRanks does not accept payment to influence comparison outcomes; the methodology is documented on the About page and applies identically to every pair on the site.

Is Outlook Calendar or Windsor.ai cheaper?

Windsor.ai is the cheaper option — it offers a free plan (Free plan available). Outlook Calendar starts at From $5/mo. Both publish their pricing on the HubSpot App Marketplace; AppRanks mirrors what's listed on each refresh cycle.

Which has better reviews, Outlook Calendar or Windsor.ai?

Outlook Calendar has the higher average rating (3.4★ from 1,545 reviews) compared to Windsor.ai (2.6★ from 10 reviews). Both are tracked daily by AppRanks, so the figures here update each refresh cycle.

Should I choose Outlook Calendar or Windsor.ai?

Outlook Calendar holds the higher average rating (3.4★ vs 2.6★). That is the one dimension AppRanks can separate them on here — read both apps' detail pages for the feature breakdown and recent listing changes.

Which is faster to set up, Outlook Calendar or Windsor.ai?

Both apps are one-click installs from the HubSpot App Marketplace. Outlook Calendar has the deeper published review base (1,545 vs 10), which often — though not always — accompanies better-tested setup docs. AppRanks doesn't measure setup time directly: read the recent reviews on each app's detail page for user-reported install experience.

Which works better for small vs large HubSpot App Marketplace teams?

Outlook Calendar typically suits early-stage and growth-mode teams based on its published review base (1,545 reviews). Windsor.ai typically suits early-stage and growth-mode teams based on its published review base (10 reviews). A larger review base generally means the app has been exercised at scale — relevant if you are processing high volume or handling enterprise compliance requirements.

Can I migrate data between Outlook Calendar and Windsor.ai?

Migration support varies by app and category. Outlook Calendar and Windsor.ai both publish their export options on their marketplace listing pages (or in their support docs); some apps offer one-click import from competitors, others require CSV. The fastest check: search "import from Windsor.ai" in each app's help center. AppRanks does not track migration tooling directly — this is a category-specific capability worth verifying before commitment.