# Compare Windward System Five vs POS Nation for Retail 2026 | Capterra

> Unsure of what to choose? Check Capterra to compare Windward System Five and POS Nation for Retail based on pricing, features, product details, and verified reviews.

Source: https://www.capterra.com/compare/43189-59952/Windward-System-Five-vs-POS-System

---

# Windward System Five vs POS Nation for Retail Features and Cost Comparison

Last updated March 13th, 2026

Provider data verified by our Software Research team, and reviews  
moderated by our Reviews Verification team.[Learn more](https://www.capterra.com/our-story/)

Your comparison:

Windward System FivePOS Nation for Retail2/4 selected

[Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.8 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

[POS Nation for Retail](https://www.capterra.com/p/59952/POS-System/)[4.6 (133)](https://www.capterra.com/p/59952/POS-System/reviews/)

[## Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.8 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

Starting Price

$155.00/month

Value-for-Money

3.6

Functionality

3.8

Ease of Use

3.7

Customer Service

3.7

Reviews Sentiment

MB

JG

Based on [189 reviews](#user-reviews)

Positive

135

Neutral

20

Negative

34

[## POS Nation for Retail](https://www.capterra.com/p/59952/POS-System/)[4.6 (133)](https://www.capterra.com/p/59952/POS-System/reviews/)

Starting Price

$149.00/month

Value-for-Money

4.5

Functionality

4.5

Ease of Use

4.5

Customer Service

4.7

Reviews Sentiment

KC

GB

SL

Based on [133 reviews](#user-reviews)

Positive

123

Neutral

5

Negative

5

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## Summary

* * *

Key features rated by users

Features selected based on 2,539 reviews from retail pos system software users.  
about the Fit Score methodology.

Fit Score methodology

Our Fit Score reflects how reviewers rate a product’s performance against a set of features reviewers rate as most important. A higher score indicates the product is rated better in delivering what reviewers most care about.

  

If the Fit Score is not shown for a specific product, that only means there are currently not enough relevant data points to develop a meaningful score. It does not indicate that the product should be excluded from further evaluation. Best for Methodology

70%Fit

Feature ratings

For Retail

3.4

Payment Processing

3.0

Inventory Management

3.9

Sales Reports

4.2

eCommerce Management

3.0

75%Fit

High performer

Feature ratings

For Retail

4.2

Payment Processing

3.7

Inventory Management

4.1

Sales Reports

4.3

eCommerce Management

3.7

User satisfaction

User satisfaction

3.8

User reviews[189](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

Ease of use

3.7

Functionality

3.8

Value for money

3.6

Customer support

3.7

User satisfaction

4.6

User reviews[133](https://www.capterra.com/p/59952/POS-System/reviews/)

Ease of use

4.5

Functionality

4.5

Value for money

4.5

Customer support

4.7

Price starts from

Price starts from

$155Per User, Per Month

-   Free version
-   Free trial

Price starts from

$149Flat Rate, Per Month

-   Free version
-   Free trial

Best for

Best for

Independent SMBs in retail, wholesale, and service businesses needing a customizable POS + inventory + accounting suite with reporting and e‑commerce integration.

Best for

POS Nation offers customizable, industry-specific POS systems designed to streamline operations, enhance customer experiences, and drive growth for small and medium-sized retail businesses.

## User reviews

Pros & cons

MB

Mason B.

Sales Associate

> "Searching for historic records of customer purchases, inventory tracking over time, and loyalty program points still..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6867392)

MB

Mason B.

Sales Associate

> "An outdated and clunky UI makes it much harder to utilize to its full capabilities, occasional long loading times, and..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6867392)

JG

Jeff G.

PARTS MANAGER

> "The system has many good functions and tracking abilities."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#SoftwareAdvice___6280649)

JG

Jeff G.

PARTS MANAGER

> "That function does not exist and system 5 support team as well as account manager act as if I am the first..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#SoftwareAdvice___6280649)

NC

Nava C.

Owner

> "WWS5 helps us keep track of items in inventory, current prices and mark-ups for inventory, general price increases..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3620314)

GH

Greg H.

Owner

> "It would appear that no one at Windward has EVER used the software for any length of time because bugs and usability..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6837346)

KM

Kathi M.

CEO

> "We couldn't do without them and their service is fantastic. "

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6333636)

SH

Shauna H.

Accounts Payable Manager and Bookkeeping Assistant

> "The bugs that can happen where the system is not updating correctly."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6579201)

RF

Rossie F.

Owner

> "The Support is A1 and the features of everything from Inventory to Sales Invoices, everything is connected and very..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589555)

GH

Greg H.

Owner

> "Exporting our data is a nightmare."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6837346)

JS

Justin S.

President

> "The integrated CRM is very useful for keeping track of appointments and follow ups."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3477329)

GH

Greg H.

Owner

> "From one of System 5's oldest customers - stay out of this swamp!"

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6837346)

RF

Rossie F.

Owner

> "Reports are easy to run, reconciliations, sales and purchase invoicing, ageing, financials are easy to read and all..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589555)

AU

Anatoly U.

owner

> "spent alot of resources and time to get their web module to sell online and they discontinued it the next year just as..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___5006523)

GF

Grant F.

IT Manager

> "They worked with me in implementing and transferring our data with only a few hickups."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3611104)

GH

Greg H.

Owner

> "Please please please save yourself - DO NOT buy into this software."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6837346)

HA

Heather A.

owner

> "When we first started with windward it was fantastic. If we needed support, we called in Australia and it was fixed...."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589775)

CN

Christine N.

Controller

> "The control numbers should change what is in the je. When I addressed the issue, I was brushed off and just told to..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3603641)

JR

Jordan R.

Sales Associate

> "Plenty of automated systems, the required orders feature is nice."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3591398)

DM

Derek M.

V.P.

> "Service and online capability was not good. While we paid for 24/7 service, we had to setup tickets and would get a..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3591330)

JG

Jody G.

general manager

> "We have invested heavily in to the software on the years and would.lien to feel we can get value added serviced..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589707)

BN

Bob N.

Co-Owner

> "The support crew at Windward work well to address issues; however, our account manager failed to address items that..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3599240)

BN

Bob N.

Co-Owner

> "The fact that System 5 is in the cloud is one of the primary reasons we purchased the product."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3599240)

AF

Adirna F.

Accounting Manager

> "It can take them up to 2 weeks to get critical fixes completed or for you do discuss with a developer because tech..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3619722)

HS

Heidi S.

Accounts Payable

> "POS is easy to use and we also use it for some accounting and for work orders/purchase orders."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589695)

NL

Nannette L.

owner

> "Having to buy hours for pricing updates and having them expire before all our vendors print their new pricing."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3591532)

MD

Madison D.

PURCHASER

> "The reports have vast options which we utilize often."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3603502)

SB

Stephine B.

Office Manager/ Owner

> "Have not figured out how to use the special order part and see if we are ordering a lot of one part and therefore..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3618125)

EH

Edith H.

Owner/operator

> "It has saved me about $2000.00/year in accountant fees. "

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3625158)

BN

Bob N.

Co-Owner

> "Not enough explanation of defaults in System 5 caused redundancy in our chart of accounts."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3599240)

LL

Larry L.

Purchaser

> "The product also includes a rental component which is also fairly simple to operate."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3603750)

AF

Adirna F.

Accounting Manager

> "Running reports has become cumbersome as you have to run on their remote desktop and copy to your own."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3619722)

EH

Edith H.

Owner/operator

> "So easy to upload inventory that is new from an excel spreadsheet."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3625158)

LS

Lori S.

Buyer

> "Handling back orders arent great as well as a few glitches that are waiting to be fixed."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3591308)

ET

Eva T.

Controller

> "Over the years there was a lot of frustration with support but it has been getting better and quicker"

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3619918)

RF

Rossie F.

Owner

> "We didn't like that it didn't have a payroll feature when we started with it but now it does."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589555)

EH

Edith H.

Owner/operator

> "A new employee who had experience with other systems encouraged me to purchase."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3625158)

NC

Nava C.

Owner

> "When we first installed Windward, there were issues with understanding the larger picture during set-up. "

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3620314)

LL

Larry L.

Purchaser

> "Ease of use, Windows familiarity help to make a decent experience."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3603750)

CN

Christine N.

Controller

> "Having trouble intigrating Windward System Five, with shipping programs."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3603641)

JS

Justin S.

President

> "I am very happy I made this investment"

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3477329)

SB

Stevenson B.

director

> "The payroll reports (designing) are difficult to understand"

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3591369)

LJ

Laura J.

Corporate Secretary/Business Manager

> "Seemed easy to set up."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#SoftwareAdvice___3448158)

AF

Adirna F.

Accounting Manager

> "We have had issues with inventory which is a critical part of our business. "

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3619722)

SB

Stephine B.

Office Manager/ Owner

> "Easy to use and teach employees."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3618125)

RF

Rossie F.

Owner

> "Inventory was a huge issue for us before we started using System Five. "

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589555)

FH

Frank H.

President

> "I like the reporting ability and the integration across all departments, jobs and overall robust accounting ability"

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2679839)

MD

Madison D.

PURCHASER

> "There is not one week we do not have issues in our system, user or system error."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3603502)

TY

TODD Y.

manager/it

> "Integration between order taking and purchasing has helped speed up the ordering process & stop mistakes being made. "

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2684601)

HS

Hyacinte S.

Bookkeeper

> "A lot of times when there are issues it is not easy to find the help in your help section."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3591685)

BK

Bilal K.

General Manager

> "Windward Software's system allows us to stay on track and be able to organize vital information."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2727138)

JS

Justin S.

President

> "Booking orders use to take me days to put together."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3477329)

KK

Kezia K.

Sales/Reception

> "In comparison to previous software used, the finalization of the inventory process within Windward is rather..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2498467)

DS

Derek S.

Manager

> "Lack of multiple kits."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589561)

EW

Ed W.

Partner

> "We needed a lot of hand holding when we first started--I had no previous experience with POS software--and Windward..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2649278)

BA

Bob A.

CFO

> "Upgrades are hard to keep updated again ,the users fault."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3591594)

FH

Frank H.

President

> "Overall, this has been a great money saving tool. But the shortcomings in the software probably has more to do with..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2679839)

MD

Madison D.

PURCHASER

> "We always seem to be chasing down issues and fixing bugs."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3603502)

BK

Bilal K.

General Manager

> "Nationwide Furniture Mattress Outlet looks forward to continuing and growing our partnership with Windward Software."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2727138)

GF

Grant F.

IT Manager

> "Not as customizable as I would like."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3611104)

JM

Julie M.

Controller

> "We were able to import with very little mistakes."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2684410)

TY

TODD Y.

manager/it

> "That was done, but they didnt change non-stock special orders where you have to manually type in the characters. ..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2684601)

EW

Ed W.

Partner

> "Another thing I like about Windward is the quality of Windward's support. "

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2649278)

ZW

Zoe W.

Owner

> "Windaward technicians use a licence you have paid for to investigate their system's issues further undermining your..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#SoftwareAdvice___2510835)

LH

Larry H.

CFO and Owner

> "The cloud-based system is easy to access and use on a daily basis."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2651670)

EW

Ed W.

Partner

> "That feature no longer works for us in the cloud, and I'm told that the reason why is that the cloud version of..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2649278)

JM

Julie M.

Controller

> "Setting up a new customer is very easy."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2684410)

VV

Victoria V.

Accounts Receiable

> "Some of the reporting features make getting an accurate snapshot of what is occurring in the company a little difficult"

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2649123)

[View Reviews](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

KC

Kathleen C.

owner

> "The credit card processing is excellent"

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___6284346)

SL

Sarah L.

Manager

> "I'd like to be able to change some of the formats to suit my needs, but am not able to"

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___6225158)

GB

GARY B.

SALES

> "OVERALL IT WORKS FOR ME AND MY BUSINESS,"

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___6242799)

MA

Max A.

Owner

> "Customer service is really bad, lots of false promises and account rep who didn't know how to use..."

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___5038542)

SL

Sarah L.

Manager

> "We've had it for years & it's easy to use. Whenever I call for tech support, I get great service."

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___6225158)

MA

Max A.

Owner

> "Sales reports are not refined enough."

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___5038542)

CP

Chris P.

Owner

> "The software met the vast majority of our business needs in operating a beer distributor and..."

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___3122581)

BS

Benjamin S.

Owner

> "They dont communicate requirements for the system such as PCI compliance then will charge you..."

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___4577000)

JS

Jennifer S.

Owner

> "We appreciate all the time he has spent helping us get our POS terminal set up and running"

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___3967939)

RP

Rajesh P.

Owner

> "Since my current POS (Spirit 2000) doesn't have a good way to export data there was a few hiccups..."

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___3583293)

RZ

Rob Z.

Owner

> "Integrating to this system from our old POS was smooth."

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___3650564)

BS

Benjamin S.

Owner

> "Fail to respond to issues in a timely matter and seems on a Friday I can't get ahold of anyone to..."

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___4577000)

SK

Sean K.

Managing Member

> "It’s simplicity and the fact divey can resolve any issues."

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___3456722)

JS

Jennifer S.

Owner

> "The POS is not user friendly, cannot easily make changes"

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___3967939)

RZ

Rob Z.

Owner

> "The tech support is top notch; knowledgeable, available, and friendly."

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___3650564)

SH

Scott H.

partner/owner

> "Our credit card processing is through Payment Depot/First Nashville and the need to go to a..."

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___2499222)

JS

Jennifer S.

Owner

> "SENSITIVE CONTENT\] has been amazingly patient and knowledgeable when helping us with our POS."

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___3967939)

MS

Mandeep S.

CFO

> "Scanner reviews on Amazon clearly show that no one invested any time conducting a thorough..."

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___2892865)

DT

Diana T.

Owner

> "Back office is incredible - so nice to have access to everything that we do from purchasing,..."

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___2565493)

MS

Mandeep S.

CFO

> "Their scanners are worthless."

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___2892865)

RJ

Razi J.

Owner

> "Thank you very much \[SENSITIVE CONTENT\], i am happy with your tech support."

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___3686815)

MS

Mandeep S.

CFO

> "The system was sold on a lie."

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___2892865)

JP

Joe P.

Owner

> "My success leader heather has been absolutely amazing "

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___3480295)

MS

Mandeep S.

CFO

> "I emailed my concerns to \[SENSITIVE CONTENT HIDDEN\], but yet to receive any response."

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___2892865)

AP

Amit P.

Owner

> "Customer support is also very nice."

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___3677521)

HP

Hima P.

Sales Rep

> "There are a few bugs that have restricted me from completing my inventory on time."

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___2517210)

JW

Jason W.

Owner

> "Great features. "

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___4001311)

PA

Pam A.

owner

> "not enough experience yet as i am just begining in setup "

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___3120560)

CV

Candace V.

Owner

> "The customer service answers my call at anytime available to help./"

[See full review](https://www.capterra.com/p/59952/POS-System/#SoftwareAdvice___3143372)

KK

Karen K.

PRESIDENT

> "There is a lot of features, that I am not familiar with and take time to learn, but as a small..."

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___2564655)

CE

Carol E.

Bookstore Administrator

> "Have been using the CAP POS system in our employees' store for 20 years +. Easy system for..."

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___2564939)

JLD

Joseph L D.

President

> "Our distributor didn’t provide instruction prior to install."

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___2571401)

RM

Rachel M.

Owner

> "They are very fast with a response whenever you have a question."

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___2966258)

SS

Sherri S.

Manager

> "There were a lot of features that were of no use to me."

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___2429957)

KP

Kendall P.

Guest Services Director

> "I most enjoy the ability to set up hot keys for the items that we sell the most."

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___2586599)

CE

Carol E.

Bookstore Administrator

> "Otherwise, we wouldn't be such long-time customers. "

[See full review](https://www.capterra.com/p/59952/POS-System/#Capterra___2564939)

[View Reviews](https://www.capterra.com/p/59952/POS-System/reviews/)

## User interface

[Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)

3.80 (189)

[POS Nation for Retail](https://www.capterra.com/p/59952/POS-System/)

4.56 (133)

## Connect with a Capterra advisor for a free 15-minute consultation

Get a personalized software list aligned to your business needs with guidance from our expert advisors. Our team has helped 1 million+ businesses like yours find options that fit their needs.

### Features

Windward System Five

Top features

47/50

-   Accounting Integration
-   Activity Dashboard
-   AI Copilot
-   API
-   Barcode Recognition
-   Barcode/Ticket Scanning
-   Billing & Invoicing
-   Cash Management
-   Commission Management
-   Credit Card Processing
-   Customer Database
-   Customer History
-   Customizable Reports
-   Data Import/Export
-   Data Synchronization
-   Discount Management
-   eCommerce Management
-   Electronic Payments
-   Electronic Signature
-   Email Marketing
-   Employee Management
-   For Retail
-   Generative AI
-   Gift Card Management
-   Inventory Management
-   Inventory Replenishment
-   Inventory Tracking
-   Loyalty Program
-   Multi-Currency
-   Multi-Location
-   Order Management
-   Payment Processing
-   Point of Sale (POS)
-   Price/Margin Management
-   Pricing Management
-   Product Catalog
-   Promotions Management
-   Purchase Order Management
-   Real-Time Data
-   Real-Time Reporting
-   Real-Time Updates
-   Receipt Management
-   Reporting & Statistics
-   Retail Inventory Management
-   Retail Management
-   Returns Management
-   Returns Tracking
-   Sales Reports
-   Sales Tax Management
-   Sales Trend Analysis

[See all features](https://www.capterra.com/p/43189/Windward-System-Five/#features)

POS Nation for Retail

31/50

-   Accounting Integration
-   Activity Dashboard
-   AI Copilot
-   API
-   Barcode Recognition
-   Barcode/Ticket Scanning
-   Billing & Invoicing
-   Cash Management
-   Commission Management
-   Credit Card Processing
-   Customer Database
-   Customer History
-   Customizable Reports
-   Data Import/Export
-   Data Synchronization
-   Discount Management
-   eCommerce Management
-   Electronic Payments
-   Electronic Signature
-   Email Marketing
-   Employee Management
-   For Retail
-   Generative AI
-   Gift Card Management
-   Inventory Management
-   Inventory Replenishment
-   Inventory Tracking
-   Loyalty Program
-   Multi-Currency
-   Multi-Location
-   Order Management
-   Payment Processing
-   Point of Sale (POS)
-   Price/Margin Management
-   Pricing Management
-   Product Catalog
-   Promotions Management
-   Purchase Order Management
-   Real-Time Data
-   Real-Time Reporting
-   Real-Time Updates
-   Receipt Management
-   Reporting & Statistics
-   Retail Inventory Management
-   Retail Management
-   Returns Management
-   Returns Tracking
-   Sales Reports
-   Sales Tax Management
-   Sales Trend Analysis

[See all features](https://www.capterra.com/p/59952/POS-System/#features)

### Recognition

No recognitions have been awarded to Windward System Five

No recognitions have been awarded to POS Nation for Retail

### Deployment & support

Windward System Five

Deployment

-   Cloud, SaaS, Web-Based
-   Desktop Mac
-   Desktop Windows
-   Desktop Linux
-   On-Premise Windows
-   On-Premise Linux
-   Desktop Chromebook
-   Mobile Android
-   Mobile iPhone
-   Mobile iPad

Support

-   Email/Help Desk
-   FAQs/Forum
-   Knowledge Base
-   Phone Support
-   24/7 (Live rep)
-   Chat

Training

-   In Person
-   Live Online
-   Webinars
-   Documentation
-   Videos

POS Nation for Retail

Deployment

-   Cloud, SaaS, Web-Based
-   Desktop Mac
-   Desktop Windows
-   Desktop Linux
-   On-Premise Windows
-   On-Premise Linux
-   Desktop Chromebook
-   Mobile Android
-   Mobile iPhone
-   Mobile iPad

Support

-   Email/Help Desk
-   FAQs/Forum
-   Knowledge Base
-   Phone Support
-   24/7 (Live rep)
-   Chat

Training

-   In Person
-   Live Online
-   Webinars
-   Documentation
-   Videos

### Company Details

Windward System Five

-   By Windward Software
-   Located in Canada
-   Founded in 1984

POS Nation for Retail

-   By POS Nation
-   Located in United States
-   Founded in 2001

## Popular Comparisons

[Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.80 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

vs

[Epos Now](https://www.capterra.com/p/152638/Epos-Now/)[3.77 (711)](https://www.capterra.com/p/152638/Epos-Now/reviews/)

$155/month

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$349one time

3.8

Features

3.8

3.7

Ease of Use

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[View full comparison](https://www.capterra.com/compare/43189-152638/Windward-System-Five-vs-Epos-Now)

[POS Nation for Retail](https://www.capterra.com/p/59952/POS-System/)[4.56 (133)](https://www.capterra.com/p/59952/POS-System/reviews/)

vs

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$149/month

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4.5

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[View full comparison](https://www.capterra.com/compare/59952-152638/POS-System-vs-Epos-Now)

[Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.80 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

vs

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$155/month

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$29/month

3.8

Features

4.4

3.7

Ease of Use

4.5

[View full comparison](https://www.capterra.com/compare/43189-83891/Windward-System-Five-vs-Shopify)

[POS Nation for Retail](https://www.capterra.com/p/59952/POS-System/)[4.56 (133)](https://www.capterra.com/p/59952/POS-System/reviews/)

vs

[Shopify](https://www.capterra.com/p/83891/Shopify/)[4.54 (6,657)](https://www.capterra.com/p/83891/Shopify/reviews/)

$149/month

Price

$29/month

4.5

Features

4.4

4.5

Ease of Use

4.5

[View full comparison](https://www.capterra.com/compare/59952-83891/POS-System-vs-Shopify)

[Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.80 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

vs

[RetailEdge](https://www.capterra.com/p/76636/RetailEdge/)[4.76 (186)](https://www.capterra.com/p/76636/RetailEdge/reviews/)

$155/month

Price

$495one time

3.8

Features

4.6

3.7

Ease of Use

4.7

[View full comparison](https://www.capterra.com/compare/43189-76636/Windward-System-Five-vs-RetailEdge)

[POS Nation for Retail](https://www.capterra.com/p/59952/POS-System/)[4.56 (133)](https://www.capterra.com/p/59952/POS-System/reviews/)

vs

[RetailEdge](https://www.capterra.com/p/76636/RetailEdge/)[4.76 (186)](https://www.capterra.com/p/76636/RetailEdge/reviews/)

$149/month

Price

$495one time

4.5

Features

4.6

4.5

Ease of Use

4.7

[View full comparison](https://www.capterra.com/compare/59952-76636/POS-System-vs-RetailEdge)

[Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.80 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

vs

[PayPal](https://www.capterra.com/p/207944/PayPal/)[4.65 (26,280)](https://www.capterra.com/p/207944/PayPal/reviews/)

$155/month

Price

$0.29

3.8

Features

4.6

3.7

Ease of Use

4.6

[View full comparison](https://www.capterra.com/compare/43189-207944/Windward-System-Five-vs-PayPal)

[POS Nation for Retail](https://www.capterra.com/p/59952/POS-System/)[4.56 (133)](https://www.capterra.com/p/59952/POS-System/reviews/)

vs

[Lightspeed Retail](https://www.capterra.com/p/120491/Lightspeed-Retail/)[4.03 (975)](https://www.capterra.com/p/120491/Lightspeed-Retail/reviews/)

$149/month

Price

$109/month

4.5

Features

3.9

4.5

Ease of Use

4.1

[View full comparison](https://www.capterra.com/compare/59952-120491/POS-System-vs-Lightspeed-Retail)

[Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.80 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

vs

[Lightspeed Retail](https://www.capterra.com/p/120491/Lightspeed-Retail/)[4.03 (975)](https://www.capterra.com/p/120491/Lightspeed-Retail/reviews/)

$155/month

Price

$109/month

3.8

Features

3.9

3.7

Ease of Use

4.1

[View full comparison](https://www.capterra.com/compare/43189-120491/Windward-System-Five-vs-Lightspeed-Retail)

[POS Nation for Retail](https://www.capterra.com/p/59952/POS-System/)[4.56 (133)](https://www.capterra.com/p/59952/POS-System/reviews/)

vs

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$149/month

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$0.29

4.5

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4.6

4.5

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[Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.80 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

vs

[Meevo](https://www.capterra.com/p/172058/Meevo-2/)[4.37 (276)](https://www.capterra.com/p/172058/Meevo-2/reviews/)

$155/month

Price

Contact vendor for pricing

3.8

Features

4.3

3.7

Ease of Use

4.3

[View full comparison](https://www.capterra.com/compare/43189-172058/Windward-System-Five-vs-Meevo-2)

[POS Nation for Retail](https://www.capterra.com/p/59952/POS-System/)[4.56 (133)](https://www.capterra.com/p/59952/POS-System/reviews/)

vs

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$0.01

4.5

Features

4.5

4.5

Ease of Use

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