Lower Manhattan’s Guide to Halloween: A Haunted 5K, Booze Cruise and More

As children, adults and anyone else who likes fun can attest, Halloween is the most wonderful time of the year. And what better way to celebrate spooky season than by partaking in haunted, pumpkin-riddled festivities? Here are the best Halloween events coming to Lower Manhattan in the year 2019.

Night of 1,000 Jack O’Lanterns, Governors Island – October 19-27  

If you ever feel like you’re missing out on suburban pumpkin-picking as a New Yorker, fret no more. Between October 19 and 27 from 5p to 10p, Governors Island is lining its pathways with 1,000 jack o’lanterns, designed by paid artists, to get you hyped for the upcoming holiday. The evening will also include live music and carving demonstrations. For more information and tickets, go here

Haunted Halloween Boo’ze Cruise – October 25  

What could make the already exciting holiday of Halloween even more fun for the 21 and over crowd? How about a dark (but not stormy) dance boat party? On October 25, costume-clad partiers will hit the Hudson seas for a Haunted Halloween Silent Disco. From 9:30p to 2:00a, dancers will enjoy three live DJs, spooky drinks and enticing views of the city. Guests are provided wireless headphones so they can pick and choose their preferred club music without having to scream over the “Monster Mash” remix. 

Halloween Bash, Brookfield Place – October 26

Want to enjoy quality time with your kids before the chocolate and candy haze commences? Take the little ones to Brookfield Place’s Halloween Bash on October 26 from 12p to 3p, where families partake in a wide array of activities including a costume catwalk, a LEGO sculpture photo op, trick-or-treating, drag queen story hour and more. The event is free to participate.

Haunted Island 5K and 10K Runs, Governors Island – October 26  

Preemptively burn off the Halloween candy by running the NYCRUNS Haunted Island 5K or 10K! Costumes are encouraged, but participants can also wear the run’s themed commemorative T-shirt! Spectators are welcome to attend for an additional cost. 

Le District’s Pumpkin Painting and Decorating Class – October 27  

Calling all ghouls, goblins and great artists! Come get spooky and silly at Le District’s Pumpkin Painting Class, hosted on October 27 in the Garden District from 10:30a-12p. From crazy faces to kooky colors, see how festive you can get! They’ll supply the pumpkins, paint and decorations—you supply the creativity! All ages are welcome to join. As you (or your family) crafts a Halloween masterpiece, enjoy complimentary pastries, orange juice, tea and coffee: when the spooktacular jack-o-lantern is complete, guests are encouraged to either bring their art home to enjoy or leave it on display at Le District for the Halloween season. Come back and visit your creation any time.

Haunted Manhattan, Five Points – October 3 through October 30  

There are ghosts haunting Lower Manhattan, and now is your chance to meet them! Join W.M. Blackwood, Haunted Manhattan’s debonair tour guide, as they tell tales about New York’s “Bloody Sixth Ward,” who’s buried in City Hall Park and much more. Tickets are $25. Shows run at 3p, 7:30p, and 8:30p throughout the month.