Meet Ossining, NY singles at a live online event
Enjoy comedy, games, and speed dates while MatchMaker learns what you’re looking for.
Our next four online events
Join from anywhere near Ossining. Every mixer has real hosts, group games, and video speed dates … all while MatchMaker, our AI Cupid, works behind the scenes to find you your most compatible matches.
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THU 29 7:30 PM ET
Mega MixerMore matches, more prizes, more fun! $3,000 in prizesHOSTED BY Alexis WhitakerRegister442 going
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THU 5 7:30 PM ET
Open EventSpeed dates, games, and showsHOSTED BY Thays GruppioniRegister39 going
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TUE 10 7:30 PM ET
Black Singles MixerBlack Singles 25-39HOSTED BY Alexis WhitakerRegister18 going
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THU 12 7:30 PM ET
Open EventSpeed dates, games, and showsHOSTED BY Alexis WhitakerRegister23 going
Find local love in Ossining
Head to nearby Tarrytown or Sleepy Hollow for even more date night fun! Cozy up at a waterfront restaurant, savor wines at a local vineyard, or catch a live performance at the historic Tarrytown Music Hall. In Ossining and beyond, romance is just a stone's throw away.
Sign up to join the next event in Ossining
First date ideas in Ossining
Already clicked with someone? Take it offline with one of these Ossining spots.
MatchMaker helps you meet singles from Ossining and beyond
Whether you’re looking for a date across the street or across the country, Couple has you covered. MatchMaker gets to know you and what you’re looking for, and finds your most meaningful matches from Ossining or wherever you’re looking. The more events you attend, the stronger your matches get.
Join us for fun games, prizes, and speed dates at our virtual or in-person get-togethers. If you’d prefer to venture just outside Ossining, explore the nearby towns below.