---
description: Compare QuickBooks Desktop vs Windward System Five regarding their features, reviews, pricing, specifications, screenshots & more.
image: https://gdm-localsites-assets-gfprod.imgix.net/images/software_advice/og_logo-55146305bbe7b450bea05c18e9be9c9a.png
title: QuickBooks Desktop vs Windward System Five Comparison
---

Breadcrumb: [Home](/) > [Accounting Software for Small Business](/directory/506/small-business/software) > [QuickBooks Desktop \<span\>vs\</span\> Windward System Five](https://www.softwareadvice.ie/compare/17316/161668/quickbooks-pro/vs/windward-system-five)

# Compare QuickBooks Desktop vs Windward System Five

Canonical: https://www.softwareadvice.ie/compare/17316/161668/quickbooks-pro/vs/windward-system-five

> Detailed comparison between QuickBooks Desktop and Windward System Five. Check ratings, reviews, pricing, and features to make the best decision for your business.

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## At a Glance

| Metric | QuickBooks Desktop | Windward System Five |
| **Overall rating** | 4.4/5 | 3.8/5 |
| **Total Reviews** | 2559 | 189 |
| **Starting Price** | US$1,922.00 | US$155.00 |
| **Free Trial** | Yes | Yes |
| **Free Version** | No | No |
| **Deployment** | Cloud, SaaS, Web-based, Mac (Desktop), Windows (Desktop), Windows (On-Premise), Linux (On-Premise), iPhone (Mobile), iPad (Mobile) | Cloud, SaaS, Web-based, Windows (Desktop), Windows (On-Premise), Linux (On-Premise) |
| **Support** | - | Email/Help Desk, FAQs/Forum, Knowledge Base, Phone Support, 24/7 (Live rep) |
| **Training** | - | In Person, Live Online, Webinars, Documentation, Videos |

## Key features

### QuickBooks Desktop

- Accounting
- Billing & Invoicing
- CRM
- Cash Flow Management
- Credit Card Processing
- Encryption
- Inventory Management
- Inventory Tracking
- Multi-Currency
- Order Management
- Payment Processing
- Sales Reports
- Third-Party Integrations

### Windward System Five

- Asset Tracking
- Billing & Invoicing
- CRM
- Credit Card Processing
- Inventory Management
- Inventory Replenishment
- Inventory Tracking
- Multi-Currency
- Order Management
- Payment Processing
- Pricing Management
- Real-Time Data
- Reservations Management
- Sales Reports
- Scheduling
- Stock Management
- Third-Party Integrations

## Links

- [View QuickBooks Desktop Profile](https://www.softwareadvice.ie/software/17316/quickbooks-pro)
- [View Windward System Five Profile](https://www.softwareadvice.ie/software/161668/windward-system-five)
- [View Original Comparison](https://www.softwareadvice.ie/compare/17316/161668/quickbooks-pro/vs/windward-system-five)

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