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Through choice or circumstance, many of us find ourselves single at 50. And despite what society might have us believe, many people enjoy being single and are perfectly happy on their own. However, in the same breath, others are searching for their perfect person.
Here, we’ll explore five questions you can ask yourself if you’re looking for love.
And, if you’re looking to take your search online, why not sign up for Rest Less Dating? Here, you can connect with singles over 50 in a safe and secure environment.
More people than ever before are choosing to remain single at 50
According to research, more than 28 million people in England and Wales are single, a large proportion of whom are aged between 50 and 64.
Historically, remaining single was largely seen as negative. And while some people still hold this view, many have come to recognise the benefits associated with staying single.
For example, being single at 50 provides the opportunity to focus on yourself, invest time in what makes you happy, and try new things. After all, even if you do end up looking for a partner, it’s important to love yourself first.
That said, if the decision to remain single doesn’t resonate with you and you’re searching for love, we’ll cover some ideas below that’ll hopefully help your search.
5 questions to ask yourself if you’re single at 50 and looking for love
If you’re on the lookout for love but haven’t yet found your person, considering the questions below may help you in your search.
1. Am I setting unrealistic expectations?
There are certain things that we should all expect from a happy, healthy relationship. This includes enjoying quality time together and being treated with kindness, love, and respect.
However, if you’re setting extremely high expectations for a potential partner, it could hinder your search for love. For example, never wanting to compromise, asking your partner to change their values, and expecting them to understand your feelings without communicating them.
Ultimately, no one is perfect, and relationships take work – but anything worth having usually requires effort. If you suspect you may be setting unrealistic expectations and would like to take a different approach, you might find it helpful to read Psych Central’s article.
You might also be interested in reading our article: 9 things to remember while searching for a happy and fulfilling relationship.
2. Do I have unresolved emotions?
If you’ve been hurt in the past, it can be tricky to overcome these feelings and learn to trust again.
So, taking steps to heal any unresolved emotions can make all the difference in your search for love. Otherwise, you may unknowingly project these feelings onto future relationships.
Activities such as journaling and mindfulness can help with recognising and processing unresolved emotions.
3. Is the fear of rejection holding me back?
Whether it’s asking someone out on a date or being honest about how you feel, fear of rejection holds many of us back when finding love.
If this fear is linked to low confidence and self-esteem, taking steps to build these up can help.
You might also want to read these tips on how to stop the fear of rejection from holding you back from Hey Sigmund.
4. Am I looking for love in the right places?
There’s no right or wrong place to look for love. We’re all different, and what works well for one person may not for someone else. However, there are things we can do to increase our chances of meeting new people, from trying online dating to joining networks, clubs, and events.
So if you haven’t yet found your match, why not consider looking for love somewhere new?
For ideas on where to start, you might like to read our article: 9 different ways to meet new people. Our beginner’s guide to online dating over 50 also has some useful information for those looking to take their search for love online.
5. Am I ready for love?
As we know, society sometimes makes us believe we need to be in a relationship to be happy.
But the decision to be in a relationship or not should be entirely yours – not the result of what others might think. You might be moving on from a previous relationship or would simply like some time to work on yourself. So before you question why you haven’t found ‘the one’ yet, it’s worth asking yourself if your heart’s really in it.
For help with this, you might find our article, 8 questions to help you decide whether you’re ready to date again, useful.

Join Rest Less Dating
It’s free to create your profile and browse matches. If you like what you see, get a premium subscription and start contacting like-minded singles near you.
Final thoughts...
Research shows more and more people are deciding to stay single at 50. And whether you’re looking for love or not, it’s important to do what makes you happy.
For more tips and advice, head over to our dating section. Here, you’ll find articles like 12 subtle green flags to look for when dating someone new and 7 ways to start a conversation on a dating app.
Or, to meet singles over 50, you might like to sign up for Rest Less Dating.
What are your experiences of being single at 50? Which of the questions on our list did you find the most helpful? We’d be interested to hear from you in the comments below.
Cynthia Spillman was CEO of The International Dating Academy, a one-stop dating shop for people who wished to improve their dating skills. Her area of expertise is in mindful relationships for the mature person. Her second book, 'From Dinner Date to Soulmate', is a witty and empowering route map for older women searching for love.
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