Mega Mixer alert: Tons of matches, $3K in prizes! Thu. 11/19 @ 7:30PM ET! Mega Mixer Thu. 11/19 @ 7:30PM ET — $3K in prizes!

Meet Westport, CT singles at a live online event

Join our hosts for games, prizes, and speed dates while MatchMaker learns what you’re looking for.

Asderly, a Couple member near Westport
Asderly, 28
Man · Westport, CT
Top interests
Board games Cycling Hiking

Our next four online events

Join from anywhere near Westport. Every mixer has friendly hosts, group games, and video speed dates … all while MatchMaker, our AI Cupid, works behind the scenes to find you your most compatible matches.

See the full schedule

Find local love in Westport

Dating in Westport, CT is all about soaking in that coastal charm! With picturesque beaches, quaint downtown, and vibrant art scene, you and your sweetheart will be spoilt for choice when it comes to romantic rendezvous spots.

Looking for a cozy date? Start with a stroll through the idyllic Sherwood Island State Park, then grab a scoop (or two) at Saugatuck Sweets. If you're feeling adventurous, hop over to nearby Norwalk for an enchanting evening at the beautiful Maritime Aquarium. Love is in the (salty) air!

First date ideas in Westport

Already clicked with someone? Take it offline with one of these Westport spots.

Westport Country Playhouse
Westport Country Playhouse
25 Powers Ct, Westport, CT 06880-3621
The Rolnick Observatory
The Rolnick Observatory
182 Bayberry Ln, Westport, CT 06880-2802
Le Rouge-Handmade Chocolates by Aarti
Le Rouge-Handmade Chocolates by Aarti
190 Main St, Westport, CT 06880-3234

MatchMaker helps you meet singles from Westport 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 Westport 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 Westport, explore the nearby towns below.

Meet singles from
towns near Westport