Top 10 Dating Sites for Widows & Widowers to Find New Love

Here we have picked some of the best dating sites for Canadian divorcees, widows, widowers, and those who have recently left a long-term relationship. The below ten widow dating sites have been listed either because the quality of their members in the Great White North is extraordinary, they're dedicated to more mature dating, or they have a solid reputation for helping Canadians find a second chance at love in 2026.

1. Cougar Life

This is not strictly a widow dating site, but rather a dating site for cougars and cubs. Sometimes, as an older woman in cities like Toronto or Calgary, it can be nice to date a younger man. It can bring back some vitality to your life. Many Canadian women find it liberating, particularly if they are coming out of a long-term marriage or have been recently widowed.

Main Features

• All members create a profile with a local Canadian focus
• Profile photos are reviewed by moderators before being approved, keeping fake accounts at bay across the provinces
• You have the option to create a private photo album, which you only share with select members
• You can send flirts, greetings and messages to local matches

Member Experience

There are more men than women using this site, so if you're a woman in Canada, it's a great site for you. With over a million members in North America, it's easy enough to find active members in major hubs like Vancouver or Montreal.

The site and accompanying app are both well-designed and easy to use. It's nice that you can send greetings in addition to traditional messages and winks. Profiles are decent, and for Canadian users in 2026, the credit-based system allows you to pay as you go, with small packages starting around $15 CAD to $30 CAD.

2. Match

Match remains one of the best dating sites for Canadian widows and widowers as it's a primary destination for those over 50 looking for casual dating, companionship, or hookups in a secure environment.

Main Features

• Works like a social media networking site for mature Canadians
• You can message and chat with other members from Ottawa to Edmonton
• You can comment on other people's profiles to break the ice
• You can video chat with other members safely from your home
• You can live stream and watch other peoples' live streams
• There are videos of an adult nature available for those seeking more adventurous connections

Member Experience

If you're looking for an adult adventure with mature people, then Match is the perfect site. With lots of ways to interact with others and a massive Canadian user base, there's always something happening. In 2026, Standard memberships for Canadians typically start around $19.99 CAD per month for a 6-month plan.

As this is a site dedicated to adult content, most members are looking for something casual, not necessarily immediate marriage. If you are a widow or widower in Canada, dating sites often focus heavily on long-term commitment, so this platform offers a more adventurous and fun alternative before you're ready to dive back into serious romance.

3. OurTime

OurTime is a dedicated space for the 50+ crowd. While it serves all mature singles, it is highly popular among single parents and those who are widowed or divorced. In Canada, it’s a go-to for people who understand what it means to rebuild a life in their golden years.

Main Features

• Create a profile that you can customize (background, avatar, etc.)
• Detailed profile options make it easy to find specific matches in your local Canadian community
• You can create an audio greeting on your profile—great for letting your personality shine
• You can send flirts and pokes to catch someone's eye
• You can send other members greetings and digital gifts
• There's a secure messaging system to keep your private info safe

Member Experience

OurTime offers a great platform for mature Canadians wanting to meet others who share similar life stages. Both parties understanding the complexities of parenting or solo living in Canada can be helpful when forging a new relationship. In 2026, a 6-month premium subscription for Canadian users is roughly $21.00 CAD per month. The platform is easy to use, and you can easily search for members who are nearby, whether you're in the Maritimes or the Prairies.

4. eHarmony

If you're a widow in Canada, dating can feel daunting. If you're divorced or breaking up after a decades-long relationship, the modern dating scene might seem foreign. eHarmony helps by doing the matchmaking for you—using a personality test tailored to help Canadians find deep compatibility.

Main Features

• Detailed profiles based on a comprehensive Compatibility Quiz
• In addition to curated matches, you can search for members in your specific Canadian city
• You can message other members securely
• The site provides icebreaker questions to help start conversations
• You can browse anonymously if you're worried about privacy in smaller communities

Member Experience

eHarmony offers an extremely well-designed site and app for the Canadian market. When browsing, you can see exactly how compatible you are with someone in terms of values and lifestyle. For Canadian members in 2026, 6-month plans start at approximately $49.90 CAD per month. While it is a premium-priced site, the quality of members—mostly professionals and serious relationship seekers—makes it worth the investment for those looking for true love again. [Read: SugarDaddyMeet at a Glance]

5. Elite Singles

EliteSingles focuses on Canadians over 30 who are looking for serious relationships. In Canada, many members are college-educated professionals, from doctors in Toronto to tech experts in Waterloo.

Main Features

• A personality test allows the site to match you using a unique algorithm
• Profiles are very detailed, highlighting professional background and education
• You can send "smiles" to other members to show interest
• You can like and comment on other users' photos
• Paying members get unlimited messaging to local Canadian singles

Member Experience

EliteSingles has a strong Canadian presence, making it easy to find a match that fits your lifestyle. Their algorithm ensures you meet singles who gel with your unique personality. For Canadian professionals in 2026, premium memberships are generally priced around $39.95 CAD to $44.95 CAD per month. It’s the ideal site if you prefer a curated selection of singles rather than swiping through endless profiles.

6. Senior Match

Senior Match is a long-standing dating site for those in Canada who are divorced or widowed. It’s known for its simplicity, which is perfect for users who prefer straightforward online dating without too many bells and whistles.

Main Features

• Create a simple, text-based profile
• Send winks to express interest
• Send messages to start a dialogue
• Send digital e-cards for a personal touch
• Create a "buddies" list to keep track of your favorite local members

Member Experience

This is a simple site to use with a focus on genuine connection. What makes it worth mentioning for Canadians is the specific "widowed" and "divorced" search filters, making it easy to find someone who truly understands the process of moving on. In 2026, it remains an affordable option for Canadian seniors, with monthly plans often starting under $20 CAD for multi-month commitments.

7. Silver Singles

Silver Singles is the perfect choice for Canadians over 50 looking for a serious relationship. If you're dating in your 50s, 60s, or 70s and are widowed or divorced, this site specializes in helping you find companionship again.

Main Features

• Public and private photo albums with Canadian-based moderator approval
• Detailed profiles that are easy to fill out via multiple-choice questions
• Member blogs where you can share your thoughts and stories
• Active forums where you can join discussions with other Canadian seniors
• Option to search for activity partners and travel buddies (perfect for cross-Canada trips)

Member Experience

With a large user base across Canada, there's plenty of activity on Silver Singles. In 2026, premium plans for Canadian users start at around $34.95 CAD per month. Because you can look for activity partners as well as dates, the site functions like a social network, making it less pressure-filled for those who have been out of the dating game for a long time. [Read: Ashley Madison Affair & Poly Dating Site]

8. Just Widower Dating

Just Widower Dating is a niche site that stands out for its specific focus. For Canadians who find mainstream apps overwhelming, this site offers a community where everyone understands the unique grief and hope associated with being a widow or widower.

Main Features

• Create a profile with a video introduction to show your true self
• Basic info filters (kids, smoking, lifestyle) to narrow down local Canadian matches
• Send winks to other members for free
• Search by location, from St. John's to Victoria
• Paid membership unlocks unlimited messaging

Member Experience

While not as large as Match or eHarmony, it offers a safe, focused environment. In 2026, it remains a budget-friendly niche option for Canadians. A unique feature is the ability to create a video profile, which helps build trust within the community. Just be aware that your profile may be shared across their partner network to help you find more potential matches in your specific region. [Read: Sugar Book Review]

9. The Widow Dating Club

This is another site dedicated singularly to widow and widower dating in North America. It’s smaller, but it provides a very supportive atmosphere for Canadians rebuilding their lives after loss.

Main Features

• Simple profile creation with photo uploads
• Favorites list to keep track of people you like
• Free "winks" to test the waters
• Real-time chat rooms for socializing
• A "dating diary" feature to share your journey anonymously

Member Experience

The Widow Dating Club is great for finding people who "get it" without having to explain your past. In 2026, it offers a "pay-per-action" or low-cost monthly subscription model for Canadians, often starting at $15 CAD to $20 CAD. While it lacks a dedicated mobile app, the mobile-optimized website works well on any smartphone for those browsing while on the go.

10. Date My Age

DateMyAge is a great option for mature Canadian singles, including divorcees and widows. It functions much like a social network, making it easy to make friends in your city while looking for potential romantic partners.

Main Features

• Quick profile setup with manual verification for Canadian security
• Message boards and blogs where you can engage with the community
• Advanced chat features including video and photo sharing
• Ability to "friend" other members before deciding to date
• Filter by interest, from hockey to gardening

Member Experience

While the design is classic, the community is very active. It’s an excellent site for Canadians who want to ease into dating through social interaction first. In 2026, its credit-based system is popular, allowing you to control your spending in CAD based on how much you actually use the site. Even if you don't find a spouse right away, it's a fantastic way to expand your social circle in your local area.