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MEET SINGLES FROM
PLEASANTVILLE, NY
P.ai.r up perfectly with these Pleasantville, New York locals at our next event!

Live entertainment, fun games, and
AI-matched speed dates...
Register now to meet your perfect partner!
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Jessica · 54 F
Top interests
  • Hiking
  • Traveling
  • Arts and cr..
  • Museums
  • Foodie
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Ann A. · 31 F
Top interests
  • Board games
  • Bowling
  • Dancing
  • Karaoke
  • Nightlife
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John L. · 52 M
Top interests
  • Shopping
  • Swimming
  • Walking
  • Binge-watch..
  • Comedies
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Rudy · 42 M
Top interests
  • Dancing
  • Nightlife
  • Traveling
  • Working out
  • Chinese
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Cameron F. · 32 M
Top interests
  • Climbing
  • Kayaking
  • Skiing
  • Surfing
  • Yoga
Couple - find local love Couple - find local love

Find local love in Pleasantville

Pleasantville, NY is a small-town oasis that's perfect for romantic rendezvous! Stroll hand-in-hand through the charming downtown, where you'll find a plethora of cozy cafes, quirky shops, and delightful eateries. Sparks will fly as you explore this picturesque village together.

Take your love affair beyond Pleasantville's borders and discover nearby attractions for an idyllic date. Wine and dine in Tarrytown or embark on a scenic hike in the Rockefeller State Park Preserve. You'll be smitten in no time with the endless charm of Westchester County!
Couple Couple AI lets you meet singles from anywhere

Whether you're looking for a date across the street or across the pond, Couple's got you covered with our online events and AI matching capabilities. Couple AI completes your compatibility vector to find your most meaningful matches from Pleasantville—or anywhere else you choose.

Want to sharpen your small-talk skills before meeting real matches from Pleasantville? Practice with convincing AI companions at DateABot.ai. Whether you're a little rusty or just looking for a fun challenge, DateABot helps you build confidence in your conversation skills before diving into your next Couple event.

Join us for fun games, live entertainment, and laid-back speed dates at our in-person or virtual get-togethers. If you'd prefer to venture just outside Pleasantville, explore the nearby towns below.

Meet singles from towns near Pleasantville

Thornwood, Hawthorne, Briarcliff Manor, Chappaqua, Valhalla, Armonk, Ossining, Sleepy Hollow, Tarrytown, Elmsford, Mount Kisco, Upper Nyack, White Plains, Nyack, South Nyack, Purchase, Irvington, Hartsdale, Congers, Valley Cottage, Bedford Hills, Scarsdale, Ardsley, Piermont, Dobbs Ferry, Bedford, Yorktown Heights, Rye Brook, West Nyack, Blauvelt, Sparkill, Haverstraw, Orangeburg, New City, Katonah, Hastings-on-Hudson, Cortlandt Manor, Montrose, Tappan, Port Chester