Middletown Halloween Events

Middletown Halloween 2025

What to Expect This Halloween in Middletown!

Middletown halloween: Middletown halloween on Main Street and near the Orange County Fairgrounds brings harvest parades, pumpkin markets, and spooky concerts. Explore haunted house nights, family fall festivals, and ghost tours around the historic downtown and surrounding parks.

Find the best Halloween events in Middletown this year!

Middletown Halloween Events

Middletown Family-Friendly Fall Activities (1)

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.
Details
📍 Goshen, NY, US
(7.0 mi from Middletown)

LEGOLAND New York Brick-or-Treat

Halloween party built for kids with LEGO characters and trick-or-treating.

When

Thursday, October 2, 2025

Event Details

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

Event Description

LEGOLAND New York Resort transforms into a Halloween wonderland for Brick-or-Treat! Families can enjoy themed shows, meet exclusive LEGO monsters, and embark on a park-wide trick-or-treat adventure. The fun extends to the LEGOLAND Hotel with special Monster Party Nights.

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⭐ Best For: Families with young children
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Middletown Haunted Experiences (1)

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.
Details
📍 Pine Bush, NY, US
(13.0 mi from Middletown)

Haunted History Lantern Tours

Walking tour of local haunted history with ghostly discoveries

When

Friday, September 19, 2025

Event Details

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

Event Description

Step into the spirit of Halloween with the Haunted History Lantern Tours. This signature event invites you to explore the local neighborhood on a walking tour, uncovering the latest ghostly discoveries. The experience culminates in an elegant Victorian-style tea, a captivating short film, and an engaging discussion at the cozy French Connection bakery.

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⭐ Best For: History buffs and paranormal enthusiasts
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Near Middletown

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
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 11.8 miles from Middletown
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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
👻👻👻👻👻 🎃🎃🎃🎃🎃
📏 20.1 miles from Middletown
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West Milford Halloween Events

An older farmer stands with a young man and woman in front of a pumpkin patch, all smiling and holding produce. The scene is set on a sunny autumn day with a barn in the background.
Glenwood
Details

Pochuck Valley Farms Market and Deli

Pick-your-own fruits and pumpkins
👻👻👻👻👻 💰 FREE 🎃🎃🎃🎃🎃
📏 13.9 miles from Middletown
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Two smiling people, one holding a carved jack-o-lantern, walk through a pumpkin patch with rows of pumpkins and Halloween decorations in the background.
Augusta
Details

Skylands Stadium Jack-O'-Lantern Experience

Over 6,000 hand-carved jack-o'-lanterns in a walk-through spectacular.
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 26.8 miles from Middletown
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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.
👻👻👻👻👻 💰 $ 🎃🎃🎃🎃🎃
📏 24.1 miles from Middletown
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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
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 33.1 miles from Middletown
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Mahwah Halloween Events

A smiling couple in cowboy hats and fall attire are sitting in a pumpkin patch, holding pumpkins. In the background, there are rows of pumpkins, a red barn, and trees with autumn foliage.
Mahwah
Details

Secor Farms Fall Festival

Hayrides to pumpkin patch and two corn mazes.
👻👻👻👻👻 💰 $ 🎃🎃🎃🎃🎃
📏 29.7 miles from Middletown
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A couple in a wagon filled with pumpkins, surrounded by a cornfield and autumn trees, enjoying a fall harvest.
Mahwah
Details

Secor Farms Fall Activities

Scenic hayride to pumpkin patch and corn mazes.
👻👻👻👻👻 💰 $ 🎃🎃🎃🎃🎃
📏 29.7 miles from Middletown
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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 🎃🎃🎃🎃🎃
📏 34.2 miles from Middletown
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Poughkeepsie Halloween Events

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.
New Paltz
Details

Halloween Craft Workshop & Scavenger Hunt

Hands-on Halloween crafts and historic site scavenger hunt
👻👻👻👻👻 💰 $ 🎃🎃🎃🎃🎃
📏 27.4 miles from Middletown
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Three Halloween-themed cupcakes decorated with chocolate frosting, candy eyes, and bat wings, with a blurred jack-o'-lantern in the background.
Poughkeepsie
Details

Spellbound in the Valley Book Signing

Over 100 authors and vendors in dark genres
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 31.2 miles from Middletown
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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.
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 33.3 miles from Middletown
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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
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 36.8 miles from Middletown
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Ridgewood Halloween Events

A young Black boy and a young girl sit in a wooden wagon filled with pumpkins, surrounded by a pumpkin patch and farm buildings under a partly cloudy sky.
Hillsdale
Details

Demarest Farms Pumpkin Festival

Pick-your-own pumpkins at a historic farm
👻👻👻👻👻 💰 $ 🎃🎃🎃🎃🎃
📏 35.3 miles from Middletown
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Two children, a boy and a girl, stand on a path decorated with glowing jack-o'-lanterns and miniature houses, under a string of festive lights, evoking a magical Halloween night.
Hillsdale
Details

Halloween Light Show at Demarest Farms

32-acre drive-through Halloween light show with synchronized audio.
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 35.4 miles from Middletown
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See all 3 events in Ridgewood →

Paterson Halloween Events

A young girl with a red scarf is loading presents and a Christmas tree into the back of a yellow school bus, suggesting a holiday delivery or event.
Paterson
Details

Pack the Bus Halloween Event

Community effort to fill a bus with toys for children
👻👻👻👻👻 💰 FREE 🎃🎃🎃🎃🎃
📏 38.8 miles from Middletown
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Last updated: 10/9/2025