Poughkeepsie Halloween Events

Poughkeepsie Halloween 2025

What to Expect This Halloween in Poughkeepsie!

Poughkeepsie halloween embraces the waterfront, Walkway Over the Hudson, and Main Street with haunted walks and family fall festivals. Enjoy ghost tours, pumpkin markets, and seasonal concerts along the river and historic districts.

Find the best Halloween events in Poughkeepsie this year!

Poughkeepsie Halloween Events

Poughkeepsie Haunted Experiences (1)

Two people, viewed from behind, look at a Halloween-themed display featuring dolls and pumpkins, with a large, stylized wolf statue in the background.
Details
📍 Wassaic, NY, US
(20.0 mi from Poughkeepsie)

The Haunted Mill and Monster's Ball

Artistic installations within a historic grain elevator

When

Friday, October 24, 2025

Event Details

👻 Scare Factor: 👻👻👻👻👻
💰 Budget: $$
🎃 Family Friendly: 🎃🎃🎃🎃🎃
⚡ Energy: Moderate to high

Event Description

Dare to enter the Haunted Mill, an artistic interpretation of Halloween frights featuring a garden of ghostly paper flowers, a mysterious stuffed animal shrine, and a decaying digital archive. Explore unique installations like a wall of salvaged metal masks and larger-than-life steel animals. For those 21 and over, the Monster's Ball awaits with a costume contest and live music, but be sure to secure your tickets in advance as they sell out quickly.

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⭐ Best For: Art enthusiasts, halloween thrill-seekers, adults seeking a unique party experience
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Poughkeepsie Family-Friendly Fall Activities (1)

Two people in Halloween costumes are carving pumpkins outdoors, surrounded by many pumpkins and autumn leaves. One person wears a clown-like mask and a hooded robe, while the other has a blonde wig, skull-shaped goggles, and red sunglasses.
Details
📍 New Paltz, NY, US
(9.3 mi from Poughkeepsie)

Halloween Craft Workshop & Scavenger Hunt

Hands-on Halloween crafts and historic site scavenger hunt

When

Saturday, October 25, 2025

Event Details

👻 Scare Factor: 👻👻👻👻👻
💰 Budget: $
🎃 Family Friendly: 🎃🎃🎃🎃🎃
⚡ Energy: Moderate

Event Description

Unleash creativity at Historic Huguenot Street's Halloween Craft Workshop and Scavenger Hunt. Children can paint pumpkins, design monster masks, and craft spiders. Afterward, explore the historic grounds on a themed scavenger hunt. Costumes are encouraged for this fun, family-friendly fall activity.

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⭐ Best For: Families with young children
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Poughkeepsie Other Halloween Activities (1)

Three Halloween-themed cupcakes decorated with chocolate frosting, candy eyes, and bat wings, with a blurred jack-o'-lantern in the background.
Details
📍 Poughkeepsie, NY, US
(0.5 mi from Poughkeepsie)

Spellbound in the Valley Book Signing

Over 100 authors and vendors in dark genres

When

Friday, October 24, 2025

Event Details

👻 Scare Factor: 👻👻👻👻👻
💰 Budget: $$
🎃 Family Friendly: 🎃🎃🎃🎃🎃
⚡ Energy: Moderate

Event Description

Get ready for a weekend of dark literary delights at Spellbound in the Valley, a book signing event in Poughkeepsie, NY. Over 100 authors and vendors will showcase their work in genres like dark romance, fantasy, paranormal, and horror. Attendees can enjoy panels, exclusive parties, and a chance to meet their favorite authors.

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⭐ Best For: Book lovers, fans of dark genres, attendees seeking a unique literary event.
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Near Poughkeepsie

Newburgh Halloween Events

Three cartoon children in Halloween costumes, two holding books and one carrying a pumpkin, walk with two dogs down a street decorated with pumpkins and bat cutouts.
Cornwall
Details

Cornwall Halloween Spooktacular and Howl & Prowl Parade

10th Anniversary Spooktacular with Cornwallis Family Homestead
👻👻👻👻👻 🎃🎃🎃🎃🎃
📏 19.3 miles from Poughkeepsie
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Kingston Halloween Events

A man and a young girl are running down a hallway away from a large, purple, monstrous creature with multiple arms and a hand raised. The hallway is dimly lit with green and yellow lighting, and there is a framed picture on the wall and a strange figure with a lamp for a head sitting in a chair.
Ulster Park
Details

Headless Horseman Hayrides and Haunted Attractions

Over 30 years of frights with evolving themes and monsters.
👻👻👻👻👻 💰 $$$ 🎃🎃🎃🎃🎃
📏 10.8 miles from Poughkeepsie
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Three cartoon children are at a Halloween-themed market stall. The child on the left is a boy with brown hair and a mustache, smiling. The child in the middle is a girl with black hair, holding a small pumpkin. The child on the right is a girl wearing a witch hat and blue dress, holding a broomstick. They are sitting in a wooden cart filled with hay, with pumpkins and spooky decorations in the background.
Ulster Park
Details

Children's Day at Headless Horseman Hayrides

A 'Tiny Taste of Terror' for young families
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 10.8 miles from Poughkeepsie
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See all 3 events in Kingston →

Woodstock Halloween Events

Four Dalmatians are posing in front of a red building with the sign "DALAHOUSE" above the entrance. Two people are smiling behind the dogs. The dogs are wearing red collars and appear to be in a playful or excited mood.
Hudson
Details

Trunk or Treat: Firefighter Edition

Firefighter-themed Trunk or Treat with decorated trucks.
👻👻👻👻👻 💰 FREE 🎃🎃🎃🎃🎃
📏 39.1 miles from Poughkeepsie
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Kiryas Joel Halloween Events

Three people, two older men and a younger woman, are in a pumpkin patch with rows of apple trees in the background. The woman is holding a pumpkin and smiling, while the two men look on.
Warwick
Details

Apple Dave's Orchards Fall Festival

Historic Hudson Valley orchard with pick-your-own apples and distillery
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 34.5 miles from Poughkeepsie
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Peekskill Halloween Events

Three cartoon bears, two white and one brown, are carving pumpkins on a wooden table outdoors. They are surrounded by more pumpkins and autumn decorations, creating a festive Halloween atmosphere.
Bear Mountain
Details

Boo at the Zoo

Bear treats and Halloween enrichment activities.
👻👻👻👻👻 💰 $ 🎃🎃🎃🎃🎃
📏 26.6 miles from Poughkeepsie
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A smiling couple stands in a cornfield with pumpkins at their feet. The man wears a cowboy hat and plaid shirt, while the woman holds a large pumpkin.
Yorktown Heights
Details

Wilkens Fruit & Fir Farm Corn Maze and Fall Festival

Over 100 years of harvest tradition
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 29.7 miles from Poughkeepsie
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Middletown Halloween Events

Two young women are walking down a street decorated for Halloween, with ghosts and pumpkins visible. One woman carries a tray with cups and a pumpkin, while the other holds a mug. A bakery sign reads "HALLOGETRIN" and a window displays a mummy-like figure.
Pine Bush
Details

Haunted History Lantern Tours

Walking tour of local haunted history with ghostly discoveries
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 20.6 miles from Poughkeepsie
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A young boy dressed for Halloween, holding a large candy bag, stands on a sidewalk in front of a house decorated with pumpkin-themed Halloween decorations. Other trick-or-treaters, including figures resembling LEGO characters, are visible in the background.
Goshen
Details

LEGOLAND New York Brick-or-Treat

Halloween party built for kids with LEGO characters and trick-or-treating.
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 29.8 miles from Poughkeepsie
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Danbury Halloween Events

Three smiling people, two men and one woman, sit in a wagon filled with pumpkins in an orchard during autumn. The man on the left has white hair and wears a red plaid shirt. The woman in the middle has dark hair and wears a light blue sweater and overalls. The man on the right wears a hat, glasses, and a green plaid shirt, and has a white beard. The trees in the background have bright orange and yellow leaves, and more pumpkins are visible scattered on the ground.
North Salem
Details

Harvest Moon Fall Festival

Two-month Fall Festival with themed weekends
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 28.4 miles from Poughkeepsie
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A menacing, metallic robot with glowing red eyes chases three terrified people down a dimly lit hallway with green and red lighting.
New Milford
Details

Scarrybrooke Park CT's Haunted Trail

Connecticut's longest haunted trail attraction.
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 28.5 miles from Poughkeepsie
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See all 4 events in Danbury →

Ossining Halloween Events

Three smiling people, two women and one man wearing a hat, are gathered around carved pumpkins in front of a large, ornate building. A dinosaur figure with its mouth open is visible in the background, adding a festive and slightly spooky atmosphere.
Croton
Details

The Great Jack O'Lantern Blaze

Over 7,500 illuminated, hand-carved pumpkins.
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 35.2 miles from Poughkeepsie
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A young woman wearing a hat smiles as she holds a glowing jack-o'-lantern in a park at night, surrounded by many other carved pumpkins and silhouetted figures.
Briarcliff Manor
Details

Halloween in Sleepy Hollow Country

The legendary home of the Headless Horseman
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 39.9 miles from Poughkeepsie
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New City Halloween Events

A group of four people, two young girls and two young adults, are smiling and posing for a photo in a mall decorated for Halloween. The girls are wearing witch hats, and one is holding a pumpkin. The adults are also dressed in festive attire, and the man is holding a gift bag.
West Nyack
Details

Palisades Center Trick-or-Treat Halloween Event

Family-friendly trick-or-treat event at a large shopping center.
👻👻👻👻👻 💰 FREE 🎃🎃🎃🎃🎃
📏 41.7 miles from Poughkeepsie
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West Torrington Halloween Events

A terrified woman runs down a bus aisle as a monstrous creature with sharp claws and fangs lunges at her, illuminated by eerie red and blue lights.
Goshen
Details

The Forsaken Lands Outdoor Haunted Attraction

Intense outdoor haunted attraction with special interactive events.
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 37.5 miles from Poughkeepsie
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Last updated: 10/9/2025