WinWindsor Casino

2.9
Our Rating
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4.1
Users Rating
6 reviews

1000% Bonus Up To C$2,000

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19+, The Welcome Offer grants you a FREE spin on the 'Bonus Wheel' with your first qu...alifying deposit. You may either play for FREE or pay a small amount to spin the Bonus Wheel. Please note that winning a prize on the 'Bonus Wheel' is not guaranteed as it is a game of chance. The multiplier from the wheel segment you land on will be applied to your deposit amount to determine your bonus funds. To cash out any winnings, you must wager the bonus funds won, plus any remaining wagering requirement, 65 times. Real money wagers do not contribute towards the wagering requirement; only bonus wagers count. Certain games, such as Blackjack, Roulette, and progressive jackpot slots, do not contribute to the wagering requirement. Please review the full Bonus Policy for complete terms and conditions. Full Bonus T&C

WinWindsor Casino Review

  • Launched in 2020
  • License UK Gambling Commission, Alderney Gambling Control Commission
  • Min Deposit C$10
  • Payment Methods MasterCard, Maestro, Paysafe Card, PayPal, Visa, Mobile Payment
  • Withdrawal Methods MasterCard, Maestro, Paysafe Card, PayPal, Visa, Mobile Payment
  • Min Withdrawal C$10
  • Games 1524
  • Game Types Baccarat, Bingo, Blackjack, Poker Games, Roulette, Slots

WinWindsor Casino Pros & Cons

  • Pros

  • Unusual welcome bonus
  • Licensed by UKGC and Alderney
  • Ongoing rewards through the Mega Reel loyalty system
  • Mobile site works smoothly across devices
  • Cons

  • Very high 65× wagering requirement on bonuses
  • no Canadian-specific banking
  • no live chat or phone support
  • All withdrawals have 72h hold and are relatively slow

Regulatory Backbone and Security

WinWindsor holds licenses from the UKGC and the Alderney Gambling Control Commission, two stringent regulators in the online gambling industry. These licences mean games are audited for fairness (using certified random-number generators) and the casino must follow strict compliance and player-protection rules.

In practice, this gives Canadians an extra layer of confidence that the site is legal and regulated. The casino’s website is encrypted with standard 128-bit SSL, and WinWindsor provides responsible-gambling tools – deposit/session limits, cooling-off periods and self-exclusion – accessible via its “Responsible Gaming” page. For example, players can set daily/weekly spending limits or self-exclude for months at a time.

Overall, WinWindsor’s regulatory credentials and security measures are solid.

Game Variety and Experience

winwindsor all games

WinWindsor offers a broad game library across all major categories. In total there are roughly 1,500+ games from dozens of providers. Notable software brands include Playtech, Pragmatic Play, NetEnt, Microgaming, Yggdrasil, Red Tiger, Play’n GO and many others. Canadian players will find everything from classic slots to live tables here:

  • Slots (Video Slots)
    Hundreds of slots are available. This includes classic 3-reel games, modern 5-reel video slots, Megaways titles, and licensed games. Popular titles and new releases are both on offer – for example Starburst, Legacy of Dead, Sweet Bonanza and other crowd-pleasers. RTPs are generally in the mid-90s to high-90s range (many top games list RTP ≥97%). Progressive jackpot slots are well-represented (see below).
  • winwindsor slots

  • Progressive Jackpots
    WinWindsor carries dozens of progressive jackpot games (around 40+ titles). These include familiar names like Mega Moolah-style games and others such as Stampede, Fluffy Favourites Jackpot, Ozwin’s Jackpots and Irish Luck. These slots display the current jackpot totals so you can chase big prizes.
  • Table Games
    The casino provides a selection of RNG table games. You’ll find multiple variants of Roulette (European, American, 20p Roulette, etc.), Blackjack (Classic Blackjack, Vegas Strip, Atlantic City, etc.), and Baccarat. The table game library is smaller than some casinos, but covers most bases. A couple of niche offerings like Sweet Bonanza Candyland and Casino Solitaire appear as well.
  • winwindsor table games

  • Live Casino
    Live games come only from Pragmatic Play’s live studio. Available tables include Live Auto Roulette, Live Blackjack, and Baccarat dealt in real time. The live lobby is fairly limited (no live poker or game shows), but the Pragmatic tables are high-quality. Note some dealers and game rules may be international.
  • Other Games
    There are a handful of bingo and scratch-card style games too (a legacy of the Jumpman portfolio). Also, a note for video poker fans – WinWindsor offers RNG video poker titles (e.g. Joker Poker), but no live table poker.

The casino lobby is well-organized. Games can be filtered by category (Slots, Live, Table, Bingo, etc.) and searched by name or provider. We found the site easy to navigate, and games loaded quickly in our tests. On desktop or mobile browser, switching games is seamless, and no desktop-only games appeared.

Mila RoyMila RoyContent Strategist

Bonuses and Special Offers

winwindsor casino review

WinWindsor’s welcome offer is unusual: on your first deposit (min $10), you get one free spin on a “Bonus Wheel” to win a deposit match. The wheel can land on prizes ranging from small match percentages up to a 1000% match bonus. The maximum bonus is $2,000 (e.g. a 1000% multiplier on a $200 deposit). Any bonus funds (from the wheel or free spins) are subject to a 65× wagering requirement.

For example, winning $10 bonus would require $650 of playthrough before withdrawal.

After the welcome, WinWindsor runs frequent promotions (all listed on their Promotions page). These include regular reload/reload wheels, daily or weekly free-spin giveaways, “Happy Hour” bonus events, tournaments and even birthday bonuses.

There is also a level-based rewards program (“tasks” that earn you spins on the Mega Reel – see below). However, it’s important to note that all bonus funds carry the same 65× playthrough. This wagering is quite high compared to many casinos, so bonus value may be limited unless you wager a lot.

Keep in mind the high wagering when claiming bonuses. The generous potential (up to 1000%) comes with a big 65× hurdle. Unless you play very regularly, you may not clear the requirement. Still, even getting smaller bonus wins from the wheel can boost your play.

Loyalty & Rewards Program

WinWindsor features a fun “Mega Reel” loyalty game rather than a standard tier system. By playing any casino games, you earn points that unlock spins on a Mega Reel each week. The more you wager, the more spins you gain on this wheel. Prizes from the Mega Reel can include free spins, bonus cash, entries into bigger jackpots, and more spins. In effect, WinWindsor rewards active players with continuous perks – for example, daily or weekly free spins just for playing, plus special rewards for top players.

The loyalty system is automatic. There are no separate VIP tiers or codes – your account will earn these spins as you play. Higher “levels” yield more and better Mega Reel prizes. Compared to some casinos, the WinWindsor scheme is quite rewarding for consistent players. Over time, active users report accumulating extra bonuses, freebies, and even personal VIP points through this system.

  • Task-Based Rewards: Complete in-game challenges to earn more Mega Reel spins.
  • Prize Types: Free spins, bonus funds, entries to exclusive jackpots, and other perks.
  • Automatic Tiering: No opt-in needed; your play generates rewards.

The loyalty wheel is a hidden gem. Even small stakes players gradually unlock spins on the Mega Reel – more spins and higher payouts await as you climb levels. Check the Promotions page often to use up your free spins and keep earning new ones.

Deposit Options and Performance

WinWindsor offers a variety of secure payment methods for Canadian players. The minimum deposit is just $10. In our testing all methods credited instantly, with no hidden fees charged by the casino (typical card/e-wallet fees may still apply from your bank).

Deposit Method Fees Minimum Deposit Processing Time
Visa None $10 Instant
MasterCard None $10 Instant
Maestro None $10 Instant
Paysafecard None $10 Instant
PayPal None $10 Instant
Skrill None $10 Instant
Neteller None $10 Instant
Pay by Mobile Carrier fees may apply $10 Instant

Our team tried a mix of deposit methods: credit card and e-wallet deposits arrived instantly as promised. In practice, Canadians should have no trouble funding WinWindsor – the process is simple and the cashier menu is intuitive.

Mila RoyMila RoyContent Strategist

For the smoothest experience, complete any required account verification (KYC) before making deposits. That way, you avoid delays when first funding your account, since WinWindsor holds transactions pending any necessary checks.

Withdrawals and Processing

Withdrawals at WinWindsor are possible with most of the same methods as deposits. The minimum withdrawal is £10 , and there is no maximum limit stated. Every withdrawal goes through a mandatory 72-hour pending period before being processed . After that, processing times depend on the method used.

Withdrawal Method Fees Minimum Withdrawal Processing Time
Visa None $10 72h pending + 1–5 business days
MasterCard None $10 72h pending + 1–5 business days
Maestro None $10 72h pending + 1–5 business days
Paysafecard None $10 72h pending + 1–5 business days
PayPal None $10 72h pending + 1–2 business days

To ensure the fastest withdrawals, complete your account verification early. WinWindsor requires photo ID and proof of address (via their secure uploader) before approving payouts. If you request a withdrawal before KYC is done, the pending period may be extended while documents are reviewed.

Customer Support

Customer service at WinWindsor is email-based only. We found that there is no live chat or phone support available. Instead, help comes via a 24/7 support email ([email protected]) and a comprehensive FAQ/Help Center. The FAQ covers most common questions (account issues, banking, game rules, etc.).

Email replies in our experience took about 1–2 business days. The team was professional but not instant – if you need quick answers, you’ll have to rely on the FAQ guides.

WinWindsor Casino Bonuses
Discover 5 WinWindsor Casino bonus codes available in October 2025

5 Deals available in Canada

WinWindsor Casino Available for Canadian Players

Bonus type: Sign Up, Welcome Bonus, Registration, Casino Match Bonus, First Deposit Bonus

Min Deposit: C$5

Wagering: 65x

WinWindsor Casino Available for Canadian Players

Bonus type: Free Spins, Casino Match Bonus

Min Deposit: C$20

Wagering: 65x

WinWindsor Casino Available for Canadian Players

Bonus type: Daily Bonus

WinWindsor Casino Available for Canadian Players

Bonus type: Free Spins, Daily Bonus

Wagering: 65x

Suggested
WinWindsor Casino Available for Canadian Players

Bonus type: Welcome Bonus, Casino Match Bonus, First Deposit Bonus

Min Deposit: 0.0001 BTC ($11)

Wagering: 40x

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WinWindsor Casino Available for Canadian Players
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Bonus type: Welcome Bonus, First Deposit Bonus, Deposit Bonus

Min Deposit: C$30

Wagering: 40x

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WinWindsor Casino Available for Canadian Players
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225% Up To C$1500 Bonus

Bonus type: Welcome Bonus, Casino Match Bonus, First Deposit Bonus, Deposit Bonus

Min Deposit: C$30

Wagering: 35x

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WinWindsor Casino Available for Canadian Players

Bonus type: Welcome Bonus, Casino Match Bonus, First Deposit Bonus, Daily Bonus

Min Deposit: C$25

Wagering: 40x

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WinWindsor Casino Available for Canadian Players

Bonus type: Free Spins

Min Deposit: C$100

Final Verdict

WinWindsor Casino is safe and licensed, but once you look past the surface, the weaknesses show. The game library is limited to about 1,500 titles, which is modest by today’s standards, and the live casino is especially thin, offering only a few Pragmatic Play tables instead of a broader mix. For players who care about depth or variety, this falls short.

Banking is another major downside. Withdrawals are locked in a 72-hour pending period before any processing begins, and without Canadian-friendly options like Interac, cashing out feels slow and inconvenient. Even with e-wallets, you’ll still be waiting several days to see your money.

Finally, the headline 1000% welcome bonus is more of a gimmick than a benefit. With a 65× wagering requirement, it’s unrealistic for most players to clear. Taken together, WinWindsor offers a secure environment but struggles in the areas that matter most: games and payouts. Canadians looking for faster banking and a deeper library will likely find better online casinos.

Overall Rating

How we rank 2.9
License and Security 4.8
Bonuses & Special Offers 2.0
Loyalty Program 3.5
Deposit & Withdrawal Options 1.5
Mobile Optimization 4.0
Gaming Experience 2.5
Customer Care 2.0
Mila Roy
Mila Roy Content Strategist

User reviews of WinWindsor Casino

User Rating Rated by 6 users
4.1
Good Neutral Bad
Have you had any prior experience with this casino?
3.3

January 17, 2025

BoldEcho

Andorra Andorra

WinWindsor Casino has a flashy design, but the navigation feels clunky, making it frustrating to find games quickly. The bonuses seem generous, but the high wagering requirements are a letdown. On the bright side, their payout speed is impressive, and the game variety keeps things exciting
Like
Fast payouts Great game variety
Dislike
Clunky navigation High wagering requirements
3.3

January 17, 2025

BoldEcho

Canada Canada

WinWindsor Casino has a flashy design, but the navigation feels clunky, making it frustrating to find games quickly. The bonuses seem generous, but the high wagering requirements are a letdown. On the bright side, their payout speed is impressive, and the game variety keeps things exciting
Like
Fast payouts Great game variety
Dislike
Clunky navigation High wagering requirements
4.4

December 27, 2024

SophieC06

Andorra Andorra

winwindsor casino is a blast even though i lost money the games are so fun and the live dealers are awesome it felt like real casino vibes had a great time spinning and playing
4.4

December 27, 2024

SophieC06

Canada Canada

winwindsor casino is a blast even though i lost money the games are so fun and the live dealers are awesome it felt like real casino vibes had a great time spinning and playing
4.7

December 6, 2024

ChaseB98

Andorra Andorra

WinWindsor Casino’s game selection is next-level, with killer live games that make you feel like you’re on the casino floor. The variety’s insane, from classics to new hits, and the live dealers bring serious vibes. It’s easily become my go-to spot for gaming action
Like
Huge game variety Immersive live dealer experience
Dislike
Limited bonus offers
4.7

December 6, 2024

ChaseB98

Canada Canada

WinWindsor Casino’s game selection is next-level, with killer live games that make you feel like you’re on the casino floor. The variety’s insane, from classics to new hits, and the live dealers bring serious vibes. It’s easily become my go-to spot for gaming action
Like
Huge game variety Immersive live dealer experience
Dislike
Limited bonus offers

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