I googled “singles events for people in their 40s and 50s” and most of what came up was … hiking. At least around Boston. 

Not everyone likes hiking (I don’t!), and many people can’t engage in that kind of activity, but if you are open to it, I do think walk-and-talks are a nice way to get to know others. Replace “hike” with “tour” and you might find an easier journey where people travel a path, as opposed to an incline.

Consider finding a group that’s for people in their 30s and 40s. Dating people in their 50s would be nice too, but it amazes me how many people say, “I’m a young 49.” I always want to respond, “Maybe 49 is young.” Still, those people might gravitate to a 30 and 40-something event, seeking others they see as peers. Don’t exclude yourself from your own demographic, even if its skews younger.

You can also organize your own singles opportunity, maybe with a friend. Have an event where people are asked to bring a single guest. Charge a small cover to pay for drinks, food, and a contribution to an organization you care about. People like to help with a cause, and sometimes they need a reason to go out and mingle. Plan something that feels meaningful, and they might rally to join.

Maybe they’ve been looking for help with this dating problem too.

– Meredith