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.
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.
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
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.
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.
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.
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.
61 y/o
Board GamesI’m out with the dog every morning — about five miles in total — and it’s genuinely the best part of my day. Looking for someone who appreciates that a good routine is a good life.
71 y/o
Board GamesRetired secondary school careers adviser who still gives advice to anyone who asks. Just looking for someone who actually wants to talk, not just text.
65 y/o
Board GamesI do aqua aerobics three mornings a week and take the dog for a long walk every evening. Looking for someone easy-going who doesn’t need constant entertainment.
75 y/o
CookingFormer commercial seamstress now doing bespoke embroidery for a bit of extra cash. My lounge is currently buried in fabric, so I’m looking for someone who’s got their own thing going on.
75 y/o
MuseumsI’ve really got into wine over the last few years — I’m doing a course at the local college and head out to nearby vineyards when I can. Looking for someone who enjoys learning new things and taking the time to appreciate them.
64 y/o
MuseumsI work part-time at a garden centre in the spring and autumn and spend my winters doing jigsaws and watching cooking competitions. Looking for someone chilled and easy-going.
75 y/o
MoviesI cycle about 15 miles a few mornings a week. Looking for someone active who also knows how to enjoy a lazy Sunday afternoon.
75 y/o
CookingEx-dental hygienist turned obsessive meal prepper. My fridge is always stocked and there is always plenty to go around.
75 y/o
CookingI worked for the local council for 27 years and just retired last autumn. Still figuring out what retirement looks like, but I'm certainly not complaining about finally having time to read.
71 y/o
CookingSupply teacher by day, crossword fanatic by night. Do you have a favourite pen or are you a pencil person?
60 y/o
TravelingMy garden takes up most of my free time from April through to October and I’m more than okay with that. Looking for someone who enjoys being outdoors and doesn't feel the need to fill every silence.
75 y/o
MuseumsPart-time cashier at a DIY shop, don't ask why, I just like it. Looking for someone to catch a film on a Wednesday afternoon.
63 y/o
ArtRetired from nursing about five years ago and now I volunteer at a local clinic on Tuesdays. If you like slow mornings and a good cuppa, we'll probably get on just fine.
67 y/o
TravelingSpent 25 years in local journalism and now I write a small neighbourhood blog that maybe 200 people read. Looking for someone curious about the world and their own doorstep.
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