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18 Chilling Events to Ring in the Halloween Season



The Hudson Valley is home to some of the spookiest and fun-filled events of the season. The best part is that you don’t have to wait until Halloween to kick of the festivities. Check out all the parties, ghost stories, parades, festivals, and experiences the area has to offer.


Albany County 

Ghosts of Albany Walking Tours  

Hilton Albany Hotel, Albany 
October 28 – November 3, starts at 8 p.m.  
Cost: $20  

The state capital is haunted! Don’t miss this opportunity to learn about sightings of apparitions, folklore and ghostly experiences, ghost stories told by participants, and much more. These spooky events combine elements of human interest with historical facts over the course of evenings that are both fun and educational. 


Screening of “The Addams Family” 

IL Faro Restaurant and Bar, Albany  
October 27, starts at 7 p.m.    

Get into the Halloween spirit by catching a free screening of The Addams Family. The movie will be projected on a cement wall located in the dining room and on a TV in the bar. Don’t forget to try one of the well cocktails or select red or white wines.


Columbia County 

Mountster Mash Epic Halloween Party  

Mount Washington House, Hillsdale  
October 27, starts at 8 p.m.  
Cost: $5 in advance and $10 at the door 

Make sure you wear your best Halloween costume because this party is sure to impress. Listen and dance to music from a variety of DJs, win prizes, enjoy a drink from one of the three bars, and enjoy some small snacks at the munchies buffet.   


Dutchess County 

“A Very Beacon Halloween” Parade 

Polhill Park, Beacon 
October 28, starts at 1 p.m. 

Start Halloween a few days early with the 22nd Annual Children’s Halloween Parade. Kids can dress up in their costumes and trick-or-treat at businesses on Main St in Beacon.  


Haunted Mill and Monster’s Ball 

Wassaic Fire Company, Wassaic  
October 27, starts at 1 p.m.  
Cost: Monster Ball – $20 for non-residents, $5 for Wassaic residents  

Costume contests, games, and hayrides are just some of the haunts your kids can frequent at this Halloween event. Later in the evening the ghosts will be out, so kids under 13 won’t be able to attend. Those 13 and over can venture to the Adults’ Haunted Mill and then attend the Monster’s Ball. Anyone who’s visiting from outside of Wassaic must purchase tickets in advance.  



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Grace Smith House Parade 

Pulaski Park, Poughkeepsie 
October 20, starts at 11 a.m. 

The annual Grace Pumpkin Parade is back! Celebrate Halloween by dressing up in your best costume and drinking some local cider. You can even build your own float to launch on the street.  


Greene County 

Pumpkin Walk in Tannersville 

6234 Main Street, Tannersville 
October 6, starts at 6 p.m. 

Break out your pumpkin-carving tools and bring your spookiest gourd to this walk for the chance to win the “people’s choice” pumpkin prize and much more.  


Orange County

Haunted House and Monster Mash Party

Warwick Valley Community Center
October 19 and 20, 6 – 10 p.m.
October 21, 5 – 8 p.m. 
Cost: $10 a person or $30 for 4 people 

This party is fun for all ages! Halloween crafts, games, and snacks will be provided. If you feel brave enough, take a trip to the haunted house, an abandoned, top-secret research bunker.


No Scare Halloween 

Museum Village, Monroe
October 14, starts at 11 a.m. 
Cost: Adults – $12, Seniors (65+) – $10, Children (4 – 12) – $8.00, Children (under 4) – free

Dress in your best Halloween costume, play games, make crafts, eat some snacks at the snack bar, and more! Admission gives you access to the museum as well, so you can check out the historic sites while you’re there. 



Spanish Cider Pairing Halloween Dinner

Angry Orchard, 2241 Albany Post Rd, Walden
October 31, 7-10 p.m.

Want to escape the hoards of trick-or-treaters on All Hallows’ Eve? Retreat to Angry Orchard for a vivacious dinner and cider pairing that celebrates Spanish cuisine and culture. Chef Alex Vallcorba of ANXO in Washington D.C and Justin Severino, a four-time James Beard Foundation award nominee and the chef and co-owner of Cure and Morcilla in Pittsburgh, PA will create the Asturias-inspired dishes. On top of that, Angry Orchard will release the new 2017 vintage of Edu, its Spanish-inspired cider. Now that’s a treat.


Putnam County 

HCCA Halloween Parade and Party   

30 Fair St, Carmel 
October 21, starts at 1:30 p.m.  

Sponsored by The Hamlet of Carmel Civic Association with Carmel High School Interact Club, the Halloween fest is ideal for kids from pre-school to fourth grade. Children can march in the parade in their Halloween costumes to compete for the best costume. After the parade, kids can get their face painted and make crafts at the party.


“This is Real”:Horror Stories 

104 Main St, Cold Spring (Behind the Cold Spring Cheese Shop
October 18 – November 3
Cost: $25 on Thursdays and Sundays and $27 on Fridays and Saturdays 

For 16 years, Timothy Haskell has designed, produced, and built haunted houses. His past events have drawn quite the crowd, bringing in over 10,000 people in a six-week period. This year, he is trying something new with a smaller and more intimate experience for anyone 18 and older. During the horror event, visitors are blindfolded to place all other senses on high alert. The experience is mostly static and lasts for 30 minutes. Groups receive intense “attention” because only five visitors enter at a time. This event is an experimental concept, although Haskell intends to make it much bigger next year in NYC. Tickets are available online, with options to pick a specific date and time slot. 


Rockland County

Halloween Festival 

Congers Lake Memorial Park 
October 20, starts at 11 a.m.  

This event is fun for the whole family. Enjoy hayrides, bouncy houses, a costume contest, and much more. 



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31st Annual Nyack Halloween Parade  

Main St, Nyack 
October 27, starts at 1 p.m.  

The family-friendly party starts at 1 p.m. with a costume contest and a trick-or-treat trail for little ones. The parade kicks off at 5:30 p.m. with marching bands, crazy floats, and fire trucks to charm and thrill revelers.


Ulster County 

The Speakeasy Scandal

Bad Seed Cider Co, Highland
October 27, 7-10 p.m.
Cost: $65

Break out your 1920s best for an evening of intrigue, mystery, and fine dining at Bad Seed Cider. COOKED Murder Mystery Supper Club presents the interactive event, which comes with an open bar and a 4-course food tasting from Chef Wheeler del Torro. The who-dun-it experience is bound to raise more than a few hairs on the weekend before Halloween.


Westchester County 

“The Unsilent Picture” 

Philipsburg Manor, Sleepy Hollow 
Various dates in October 
Screenings are 6:15 p.m., 7:15 p.m., 8:15 p.m., 9:15 p.m. 
Cost: $18  

This 16-night experience is a screening of an original black-and-white silent film paired with live music and special effects.  



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The Great Jack ‘O Lantern Blaze 

Van Cortlandt Manor, Croton-on-Hudson 
September 28-30 October 4-31 November 1-4, 7-11, 15-17, 23-24 
Cost: Adults: $22 (Fri-Sat $27) Children 3-17: $16 (Fri-Sat $20) 

If you want to see amazing displays of more than 7,000 illuminated jack o’ lanterns carved and crafted by their team of artists, this is the place to go. Gaze at a pumpkin carousel as it spins, watch a star show in the pumpkin planetarium, and look at the fan-favorite jack o’lantern Statue of Liberty.  


Irving Legend 

Old Dutch Church, Sleepy Hollow 
October 5-7, 12-14, 19-21, 25-31 
Cost: Adults $25 and Child $20  

Hear “The Legend of Sleepy Hollow” story like never before. This immersive performance will feature the Headless Horseman, Ichabod Crane, Brom Bones, and Katrina Van Tassel. The performance of Washington Irving’s classic tale is sure to captivate everyone in the room.  

Related: Your Complete Guide to October’s Top Events

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