Trying to decide between Heartland Retail and Square Point of Sale? Both are industry-leading solutions, but which one is the best fit for your business? In this detailed comparison, we evaluate their features, pricing, ease of use, and customer support to help you make an informed choice. Whether you need advanced automation, better scalability, or user-friendly interfaces, this guide breaks down everything you need to know to select the right software for your needs.
Explore other software products that may fit your needs before making a final choice.
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Compare ratings, pricing, descriptions, buyer fit, integrations, category features, product details, alternatives, and SoftwareWorld’s final conclusion with Heartland Retail on the left and Square Point of Sale on the right.
Heartland Retail
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Square Point of Sale
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See ratings, free-trial availability, starting price, and a short description for each product in two dedicated columns.
Software
Heartland Retail is a cloud-based point-of-sale (POS) and retail management software designed for modern retailers. Its user-friendly interface allows for easy tracking of sales and inventory, even across multiple locations....
Read more about Heartland Retail
Software
Square Point of Sale is a powerful, cloud-based POS system built for small and medium-sized businesses needing a fast and reliable way to manage payments and daily operations. It accepts...
Read more about Square Point of SaleCompare problem it solves, core use cases, target users, industry fit, key features, and USP for both products in two dedicated columns.
Buyer fit
Streamlining Retail Operations For Enhanced Customer Engagement And Sales Efficiency
Streamline Retail Operations With Intuitive And Cloud-based Inventory Management
Buyer fit
Streamlines Payment Processing For Businesses Of All Sizes
Streamline Sales With Square's Seamless Point-of-sale Solution
Compare the popular integrations highlighted on each profile and open the full integration list for either product when you want deeper detail.
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Open any shared category to compare the features selected under that category for both products.
Features shown here belong only to the Inventory Management Software category.
| Feature | Heartland Retail | Square Point of Sale |
|---|---|---|
| Reorder Management | Listed | Listed |
| Vendor Managed Inventory | Listed | Listed |
| Barcode/Ticket Scanning | Listed | Listed |
| Returns Management | Listed | Listed |
| Multi-Currency | Listed | Listed |
| Sales Reports | Listed | Listed |
| Purchase Order Management | Listed | Listed |
| Inventory Optimization | Listed | Listed |
| Inventory Management | Listed | Listed |
| Real Time Data | Listed | Listed |
| Multi-Channel Management | Listed | Listed |
| Cost Tracking | Listed | Listed |
| Invoice Management | Listed | Listed |
| Retail Inventory Management | Listed | Listed |
| Kitting | Listed | Listed |
| eCommerce Management | Listed | Listed |
| Customer Database | Listed | Listed |
| Product Identification | Listed | Listed |
| Shipping Management | Listed | Listed |
| Reporting/Analytics | Listed | Listed |
| Multi-Location | Listed | Listed |
| Inventory Control | Listed | Listed |
| Forecasting | Listed | Listed |
| Warehouse Management | Listed | Listed |
| Supplier Management | Listed | Listed |
| Point of Sale (POS) | Listed | Listed |
| Alerts/Notifications | Listed | Listed |
| Accounting Integration | Listed | Listed |
| Status Tracking | Listed | Listed |
| Order Management | Listed | Listed |
| Inventory Auditing | Listed | Listed |
| Inventory Replenishment | Listed | Listed |
| Artificial Intelligence | Not listed | Listed |
Features shown here belong only to the Retail Management Systems Software category.
| Feature | Heartland Retail | Square Point of Sale |
|---|---|---|
| Order Management | Listed | Listed |
| Accounting Integration | Listed | Listed |
| Barcode/Ticket Scanning | Listed | Listed |
| Discount Management | Listed | Listed |
| Multi-Currency | Listed | Listed |
| Merchandise Management | Listed | Listed |
| Commission Management | Listed | Listed |
| Promotions Management | Listed | Listed |
| Credit Card Processing | Listed | Listed |
| Receipt Management | Listed | Listed |
| Multi-Location | Listed | Listed |
| Point of Sale (POS) | Listed | Listed |
| Customer Database | Listed | Listed |
| Inventory Replenishment | Listed | Listed |
| Offline Access | Listed | Listed |
| CRM | Listed | Listed |
| Inventory Management | Listed | Listed |
| Forecasting | Listed | Listed |
| Purchase Order Management | Listed | Listed |
| For Retail | Listed | Listed |
| Shipping Management | Listed | Listed |
| Sales Orders | Listed | Listed |
| Mail Order | Listed | Listed |
| Returns Management | Listed | Listed |
| Stock Management | Listed | Listed |
| Inventory Optimization | Listed | Listed |
| eCommerce Management | Listed | Listed |
| Warehouse Management | Listed | Listed |
| Employee Management | Listed | Listed |
| Email Marketing | Listed | Listed |
| Loyalty Program | Listed | Listed |
| Gift Card Management | Listed | Listed |
| Electronic Payments | Listed | Listed |
| Artificial Intelligence | Not listed | Listed |
Features shown here belong only to the iPad POS Software category.
| Feature | Heartland Retail | Square Point of Sale |
|---|---|---|
| Point of Sale (POS) | Listed | Listed |
| Loyalty Program | Listed | Listed |
| Pricing Management | Listed | Listed |
| Barcode/Ticket Scanning | Listed | Listed |
| Sales Reports | Listed | Listed |
| Inventory Tracking | Listed | Listed |
| Employee Management | Listed | Listed |
| Discount Management | Listed | Listed |
| Order Management | Listed | Listed |
| Customer Accounts | Listed | Listed |
| Credit Card Processing | Listed | Listed |
| Real-Time Data | Listed | Listed |
| Table Management | Listed | Listed |
| Artificial Intelligence | Not listed | Listed |
Features shown here belong only to the Liquor Store POS Software category.
| Feature | Heartland Retail | Square Point of Sale |
|---|---|---|
| Payment Processing | Listed | Listed |
| Sales Reports | Listed | Listed |
| Barcode/Ticket Scanning | Listed | Listed |
| Discount Management | Listed | Listed |
| Employee Management | Listed | Listed |
| Inventory Management | Listed | Listed |
| Returns Management | Listed | Listed |
| Gift Card Management | Listed | Listed |
| Loyalty Program | Listed | Listed |
| Age Verification | Listed | Listed |
| Ordering Automation | Listed | Listed |
| Artificial Intelligence | Not listed | Listed |
Features shown here belong only to the Point of Sale Software category.
| Feature | Heartland Retail | Square Point of Sale |
|---|---|---|
| Restaurant POS | Listed | Listed |
| eCommerce Management | Listed | Listed |
| Commission Management | Listed | Listed |
| Electronic Payments | Listed | Listed |
| Employee Management | Listed | Listed |
| Multi-Location | Listed | Listed |
| Inventory Management | Listed | Listed |
| Retail POS | Listed | Listed |
| Returns Management | Listed | Listed |
| Inventory Tracking | Listed | Listed |
| Barcode/Ticket Scanning | Listed | Listed |
| Loyalty Program | Listed | Listed |
| Electronic Signature | Listed | Listed |
| Accounting Integration | Listed | Listed |
| Gift Card Management | Listed | Listed |
| Discount Management | Listed | Listed |
| Order Management | Listed | Listed |
| Customer Accounts | Listed | Listed |
| Artificial Intelligence | Not listed | Not listed |
Features shown here belong only to the Retail POS System Software category.
| Feature | Heartland Retail | Square Point of Sale |
|---|---|---|
| Gift Card Management | Listed | Listed |
| Commission Management | Listed | Listed |
| Barcode/Ticket Scanning | Listed | Listed |
| Discount Management | Listed | Listed |
| eCommerce Management | Listed | Listed |
| Touch Screen | Listed | Listed |
| Inventory Management | Listed | Listed |
| Sales Reports | Listed | Listed |
| Loyalty Program | Listed | Listed |
| Pricing Management | Listed | Listed |
| Returns Tracking | Listed | Listed |
| Artificial Intelligence | Not listed | Listed |
Compare deployment, device support, pricing model, support channels, and target company size for both products.
Explore alternatives to Heartland Retail and Square Point of Sale before making a final choice.
Explore other software products that buyers may consider instead of Heartland Retail.
Explore other software products that buyers may consider instead of Square Point of Sale.
This comparison brings public profile information, category-specific feature selections, review visibility, and clearly labeled sponsored placements together in a structured format so you can evaluate both products with confidence.
Each section keeps Heartland Retail and Square Point of Sale in clearly separated columns so you can compare equivalent information without losing context.
Shared categories open into their own feature comparisons, helping you review use-case-specific capabilities rather than only broad product claims.
Sponsored products stay outside the detailed comparison, and paid placements are clearly labeled so the core comparison remains focused on Heartland Retail and Square Point of Sale.
Profile pages, category pages, integrations, and alternatives are linked throughout the page so you can continue your research from the same comparison.
