Tess Mackenzie Ryan Playground

If you’ve got little ones and you’re out in Montauk, this playground is genuinely one of the easier stops to make — parking right there, clean restrooms, no stress. The shaded seating is the real selling point on a hot summer day, because this is the East End and the sun doesn’t mess around. There’s a solid climbing structure for the older kids and swings with a baby seat for the toddlers, so it works well for mixed-age families. It sits right next to the baseball fields, which means you can easily make a full afternoon of it.