Help your child develop the social skills they need to be successful in life.

Winston is the #1 app for arranging playdates

Raise your own Rock Star

We’ve made it easy to arrange, track, & get chaperones for playdates

Not learning critical social skills puts your child at a serious disadvantage in life.

Developing social skills in children prepares them for a lifetime of healthier interactions in all aspects of life. Social skills are an integral part of functioning in society. Playdates are one of the best ways to develop these skills in your children.

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Juggling too many things? Feeling a bit overwhelmed?

Winston makes arranging, tracking, and getting help with Playdates a snap!


I Just Use Text.

Winston saves you time by eliminating the need to send dozens of texts for a single playdate.


Hate Small Talk?

You’ll no longer get caught in a 15-minute conversation trying to setup a playdate.


Too Busy to Attend?

With Winston, you can arrange a playdate and have someone else from your family attend for you.


My Spouse Handles This

With Winston, even if you don’t manage the playdates, you can stay in the loop. It’s a great way to stay informed.


Not Enough Playdates?

Regular playdates will give your child a strong foundation of social skills that will help them excel at school.


My Child is Popular!

Awesome! Our “butterfly” status members enjoy dozens of perks and freebies for developing future leaders!

Download Winston Today (for free)

And relax knowing you’re equipping your child with the tools to be successful

It’s Just This Easy

  • Download the app
  • Sign-up
  • Schedule a Playdate
  • Watch your kids blossom
Download App
Download App

Share The Responsibility

You, your spouse, your nanny, and even your in-laws can all participate with playdates.

Pool Your Contacts

Everyone in your family has access to a central list of playdate contacts.

Stay Informed

See everything that your housemates are saying and doing so you never feel out of the loop.

Easy To Schedule

Arrange playdates in a few simple steps regardless of how many attendees you have.

Group Messaging

Every playdate creates a group message thread that includes all the right people.

What Others Have to Say

Don’t just take our word for it. See what our customers are saying.

It's super easy to setup a playdate with Winston and everything stays organized so I don't feel like I'm forgetting something. Thank you!

Beatrice D. Daughters 5 & 8 yrs. old

We LOVE Winston. Even though I'm not setting up the playdates I know they're happening and it's something I can ask my son about.

Sandeep M. Son 7 yrs. old

Before I started using Winston the nanny would arrange all the play dates. What I really like is that I have more control now.

Crystal W. Twins 5 yrs. old

We’ve been in your shoes

My name is Matthew Perry, co-founder and CEO of Winston. I too felt overworked and lacked the time to keep our child active with Playdates. We knew our child was lacking in language pragmatics and that play is one of the best ways to develop those skills. Making playdates a priority for our son took up a lot of our time but the results have been amazing. With Winston, we hope we can make it a little easier for you.

Everyone Needs a Helping Hand, Let Winston be Yours

If your still not sure, here’s a few more promises we’ll make you.

Your Privacy

We encrypt, protect, and keep your information secure. And, we will never sell your information to 3rd parties.


If you have a problem, question, concern, or just need some guidance, we are available 24/7 and will respond within 1 hour.

Free Assistance

Need techniques or games to help reinforce certain desired behaviors? Contact us and we’ll get you the answers you need.