10 am – 3:30 pm Cruise the Country Side: Wine, Orchards & Craft Beer by Bike Food & Drink Outdoors East End Bike ToursMattituck
10 am – 4:30 pm Heritage Farm & Garden 2025 Fall Festival Ages: AllAttractions Community Family Heritage Farm & GardenMuttontown
10:30 am – noon Docent Tours in the Landcraft Garden Environment Outdoors Landcraft Garden FoundationMattituck
11 am – 4 pm Jolly Roger Scavenger Hunt Ages: 3 and upAttractions Family Free The Whaling Museum & Education CenterCold Spring Harbor
11 am – 6 pm Safe Trick or Treat at The Shoppes Ages: AllFamily Free Halloween The Shoppes at East WindWading River
4 – 6 pm Spooky-Palooza: A Weeklong Celebration of Creative Spooky Fun! Ages: 5 – 12Art Attractions Family The ChurchSag Harbor
5 – 11 pm Calissa Hosts its Annual Costumes & Cocktails Halloween Party on 10/31 Calissa HamptonsWater Mill
6 – 7 pm Club 8: Ridiculously Fun Social Skills Group for Teens Ages: 13 and upCommunity Family Club 8Plainview
6 – 9 pm Spooky Fest Ages: AllAttractions Craft & DIY Family Center for Science Teaching and Learning-Tanglewood PreserveRockville Center
6 – 10 pm HAUNTEDPROPS.COM Presents Ghosts, Witches Food & Drink Halloween HAUNTEDPROPS.COMManorville
7 – 10 pm Gateway’s Haunted Playhouse Ages: 13 and upArt Attractions Family The Gateway PACSCBellport
7 – 10 pm Beatles Show and Halloween Party Free Halloween Foleys 558 Smithtown Bypass, SmithtownSmithtown
8 – 10:30 pm Two Noble Kinsman – Hofstra University 77th Annual Shakespeare Festival Theater Hofstra University, Toni and Martin Sosnoff Theater, John Cranford Adams PlayhouseHempstead
8 – 11 pm Halloween night @ Repeal XVIII with Band of Characters! Free Halloween Repeal XVIIIHuntington