---
description: Quickly find and compare the leading Windward System Five vs Lightspeed alternatives. Comprehensive listing of competitors & similar tools for fast software selection and to contact several providers directly.
image: https://gdm-localsites-assets-gfprod.imgix.net/images/getapp/og_logo-94fd2a03a6c7a0e54fc0c9e21a1c0ce9.png
title: Compare Windward System Five vs Lightspeed | GetApp Canada 2026
---

Breadcrumb: [Home](/) > [Equipment Rental Software](/directory/1695/equipment-rental/software) > [Windward System Five \<span\>vs\</span\> Lightspeed](https://www.getapp.ca/compare/126359/2051079/windward-system-five/vs/lightspeed-1)

# Compare Windward System Five vs Lightspeed

Canonical: https://www.getapp.ca/compare/126359/2051079/windward-system-five/vs/lightspeed-1

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

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## At a Glance

| Metric | Windward System Five | Lightspeed |
| **Overall rating** | 3.8/5 | 3.9/5 |
| **Total Reviews** | 189 | 158 |
| **Starting Price** | US$155.00 | - |
| **Free Trial** | Yes | - |
| **Free Version** | No | - |
| **Deployment** | Cloud, SaaS, Web-based, Windows (Desktop), Windows (On-Premise), Linux (On-Premise) | Cloud, SaaS, Web-based, Windows (Desktop), Windows (On-Premise) |
| **Support** | Email/Help Desk, FAQs/Forum, Knowledge Base Software, Phone Support, 24/7 (Live rep) | Email/Help Desk, Knowledge Base Software, Phone Support, Chat |
| **Training Software** | In Person, Live Online, Webinars, Documentation, Videos | In Person, Live Online, Webinars, Documentation, Videos |

## Key features

### Windward System Five

- Activity Dashboard
- Asset Tracking Software
- Billing & Invoicing
- Contract/License Management
- Customer Database
- Customizable Reports
- Inventory Management Software
- Inventory Replenishment
- Point of Sale (POS)
- Pricing Management
- Product Catalog
- Real-Time Data
- Real-Time Updates
- Reporting & Statistics
- Reservations Management
- Retail Inventory Management Software
- Scheduling Software
- Stock Management
- Third-Party Integrations
- Work Order Management

### Lightspeed

- Activity Dashboard
- Billing & Invoicing
- Contract/License Management
- Customer Database
- Customizable Reports
- Inventory Management Software
- Point of Sale (POS)
- Real-Time Updates
- Reporting & Statistics
- Scheduling Software
- Third-Party Integrations
- Work Order Management

## Links

- [View Windward System Five Profile](https://www.getapp.ca/software/126359/windward-system-five)
- [View Lightspeed Profile](https://www.getapp.ca/software/2051079/lightspeed-1)
- [View Original Comparison](https://www.getapp.ca/compare/126359/2051079/windward-system-five/vs/lightspeed-1)

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