You deserve a partner who truly gets where you are in life. If you are over 50 and ready for an authentic relationship, dating in Winston-Salem can lead to a great connection. Stepping back into the romantic world might feel daunting at first, but you are not alone. Whether you want a companion to explore the cobblestone sidewalks of Old Salem or enjoy a quiet afternoon at Reynolda Gardens, OurTime is a dating site dedicated to singles over 50. We will walk you through finding someone who holds your values and wants the same future you do.
68 y/o
LiteratureI bake bread every Friday and drop a loaf off at my neighbor's house. Looking for someone who appreciates homemade things and isn't afraid of carbs.
69 y/o
TravelingI spend my weekdays helping with childcare for my daughter and my evenings watching old westerns. If John Wayne means anything to you we might have something to talk about.
63 y/o
MoviesI take a painting class at the community center and help out at bingo on Thursday nights. Looking for someone who doesn't take themselves too seriously.
64 y/o
LiteratureRetired speech therapist who takes tap dancing lessons on Wednesday afternoons, yes really. Looking for someone who's still up for trying new things.
65 y/o
LiteratureI do the crossword every morning with my coffee. Looking for someone who has their own little rituals they love and won't try to change mine.
70 y/o
ArtRetired college professor (philosophy department) and yes I know how that sounds. I'm actually pretty easy to be around and just looking for someone who likes a real conversation.
68 y/o
MuseumsI'm at a point where I can truly appreciate the moment. Looking for someone I can have real conversations with and enjoy life alongside.
64 y/o
ArtI'm a hairdresser working from my home salon a couple of days a week, spending the rest of my time in the garden with a good book. Looking for something chilled and real.
69 y/o
Board GamesPart-time florist at a local shop. I usually spend my lunch breaks in the park next door. Just looking for someone who appreciates the simple things.
65 y/o
MoviesI’ve been into birdwatching for about ten years – I’ve got a life list and I take it quite seriously. Looking for someone with their own passion, even if it’s nothing like mine.
75 y/o
PhotographyI go to line dancing on Monday nights and chair yoga on Thursdays. Not one for sitting still, looking for someone in the same boat.
75 y/o
ArtI sew quilts for the village fete every year and have a small herb garden on my patio. Looking for someone who doesn't mind the occasional home-cooked dinner made from scratch.
70 y/o
MuseumsI ramble through local trails most weekends—nothing too peak-bagging, just fresh air and decent views. Looking for someone who’s happy outdoors and can manage a proper chat on the way up.
73 y/o
Wine TastingJust a retired plumber who’s realised that a morning stroll is better than a cuppa for getting the day started. Looking for someone to walk with, grab some breakfast after, and see how we get on.
66 y/o
ArtI run the sound desk at my church on Sunday mornings and I'm in a gardening club that meets monthly. If you like quiet Sundays that still feel full, we might match.
75 y/o
LiteratureI work on reception at a hotel two nights a week and spend my days tending to my tomato plants. A quiet life is a good life in my opinion.
75 y/o
Wine TastingI flew commercial for 30 years and now potter around in a small Cessna at the weekends when the weather's right. Looking for someone who’s up for a bit of spontaneity and a flexible schedule.
64 y/o
MoviesFormer sparky, now I mostly rewire lamps I find at car boot sales and flip them for extra cash. Would love to find someone who appreciates a good before-and-after.
69 y/o
MoviesSpent 20 years working night shifts at a bakery and somehow I'm still an early bird. Looking for someone to share the early hours with.
75 y/o
PhotographyRetired nurse who still picks up a shift at the care home when they’re short-staffed. I’m not done being useful yet. Looking for someone who feels the same way.
75 y/o
PhotographySpent 35 years as an architect, which means I still can’t enter a room without clocking the ceiling height. Looking for someone who finds that quirk endearing rather than exhausting.
Where to start your dating journey in Winston-Salem
If you have not used a dating site recently, getting started is quite straightforward. Building a profile with a recent photo is the first step toward finding a companion who matches your pace of life in Forsyth County. Whether your goal is to meet a single woman or a mature single man, you have the tools to start getting to know each other in just a few steps.
The mobile app lets you set distance filters and search based on the hobbies you enjoy, like walking the Salem Creek Greenway. You can expand your search across the Piedmont Triad if you want to see more 50+ singles nearby. Taking that initial step is how many local residents now begin a real love story.
What if this new chapter began right here? Join thousands of singles over 50 who, like you, are looking for a meaningful relationship.
Sign up for freeA platform designed for those who know exactly what they want
An active community of women and men over 50, all across the US
Suggestions based on your values, lifestyle, and genuine interests
We don’t play games here. Every profile is authentic, every interaction sincere
Meet people who live in your area, for real connections
What is dating like locally in Winston-Salem?
Dating in the Twin City has a relaxed feel, especially when you are seeking a serious relationship during the second half of life. Winston-Salem offers historic charm, but meeting someone by chance while picking up Moravian sugar cake at a local bakery is not always easy. You might visit the exact same shops in the West End for years without ever crossing paths with a great match.
Moving things forward requires a bit of intention. Sending a message on OurTime helps bridge that gap, opening up chats that daily routines usually miss. It is a wonderful way to find someone who appreciates the local art scene and the beautiful landscapes across NC.
We select people for you who share your values and expectations.
Chat at your own pace
Take the time to get to know each other and build a lasting connection.
and join the thousands of people who have found love after 50
Can you find a great connection locally at this point in life?
It is entirely normal to wonder how to meet people after a long break from the dating scene. Stepping back in can feel uncertain, but new love stories happen every day for 50+ singles. We would bet there is a single man or woman in Forsyth County who feels the exact same hesitation you do and is hoping to find a great connection.
Starting a chat online gives you peace of mind and allows you to build trust before meeting in real life. When you are ready for a first date, keep the pressure low. You could get coffee near Bailey Park, take a gentle walk through Historic Bethabara Park, or visit the Cobblestone Farmers Market together.
Reassuring tips for your first date
Feeling a bit self-conscious on a first date is completely natural for singles over 50 in Winston-Salem. Keeping the plan simple will help both of you stay relaxed and authentic.
- Choose a quiet spot like Camino Bakery downtown where you can actually hear each other and chat without rushing.
- Opt for a daytime activity, such as exploring the art galleries on Trade Street, which keeps the atmosphere light and friendly.
- Acknowledge any first-date jitters early on. Your date is likely feeling them too, and laughing about it builds a great connection effortlessly.
Date ideas and local tips in Winston-Salem
Why choose this platform in Winston-Salem?
OurTime is created for people who want an authentic relationship. Detailed profiles let you show your real interests and the relaxed Winston-Salem lifestyle you enjoy, whether that means attending a baseball game at Truist Stadium or walking your dog at Washington Park. You can use simple filters to find what truly matters to you.
The mobile app includes reporting and moderation tools monitored by dedicated teams to ensure your peace of mind. Rather than focusing on endless swiping, we focus on helping you find a serious relationship with someone who understands your life experiences. Many local members use OurTime to meet 50+ singles with confidence.
Take the first step today
Our mission is to help you find a special person to share the good moments with. Strict guidelines and active moderation are continuously reviewed by our support teams to keep OurTime members focused on honest, respectful interactions. It is never too late to meet someone new and start a fresh chapter in Winston-Salem, perhaps celebrating a great connection with dinner in the Downtown Arts District. The next move is yours.
Key points
Find that special someone
Meet real and genuine people with you can share your passions at Ourtime
Meet serious 50+ singles