From live music under the stars to art, comedy, wine + family fun—here’s what to do this month. ☀️
🎻 Summer Season at
@caramoor (through Aug 2)
81 acres of open-air concerts + can’t-miss performances by Kelli O’Hara, Hélène Grimaud, Yuja Wang & more.
🎨 Exhibitions at
@artswestchester (through Aug 2)
Four powerful shows exploring identity, culture + community—including works by Rana Amirtahmasebi + Chimoa Nwana.
🍷 Sip and bite at
@southsalemwinery
Sip small-batch wines by John Vuolo + enjoy bites from chef Tracy Assue.
🖼️ Patrick Alston: Apertures at
@heathergaudiofineart (May 2–June 13)
A layered, color-driven show inspired by philosopher Alan Watts.
😂 Catch
@hardheadedcomedy at
@captlawrence and
@sunflower_of_westchester
Catch bold, inclusive shows from Luz Michelle + don’t miss her album taping Nothing to Luz.
🍷💐 Drag bingo mom or murder mystery mom? Find outat
@aquilasnestwineyards (May 10)
Mother’s Day your way—drag bingo OR murder mystery.
🎉 Fun events at
@pound.ridge.partnership
Food Truck Fridays, Color Run, bake-offs + live music all summer long.
🎢 Meet you at the Dragon Coaster at
@playlandparkofficialpage (May 16–Sept 13)
Classic rides, games + the iconic Dragon Coaster.
🚣 Hudson River Expeditions at
@paddlehre (May–Oct)
Kayak, camp + explore the Hudson like never before.
🎭
@schoolhousetheaterny presents Outside Mullingar (May 15–31)
A witty, heartfelt Irish romance.
✨ Save this guide + plan your weekends now.