Our Favorite Halloween Happenings in the Hudson Valley

For all ghouls, goblins, and ghosts, it’s that time of year again, and we’re sharing a roundup of some of the best Halloween happenings in the Hudson Valley. From Halloween parades to fall mazes and scavenger hunts, pumpkin painting, dance and drag performances to story slams and costume contests – we wish all creepy crawlers a spooky, fun-filled Halloween!

BEACON NY

🐈‍⬛ Hocus Pocus Beacon, Fri Oct 28th + Sat Oct 29th.
Take part in a black cat scavenger hunt through town, Main Street trick or treating, ghost tours & stories of Beacon, the HOCUS POCUS Halloween Costume Parade, and a Monster Jam after-party! Info HERE.

🪭 Boolesque at Hudson Valley Arcade Bar, Sun Oct 29th, 8pm.
Get ready for a bewitching evening filled with seductive dance performances, dark humor, and tantalizing surprises. Info HERE.

HUDSON NY

🧙‍♀️ Greenport’s Annual Halloween Bash, Fri Oct 27th, 8:30pm – 12:30am.
Come for haunting spirits and wicked brews, a live DJ all night long, and a costume contest. Info HERE.

🚒 Super Saturday at FASNY Museum of Firefighting, Sat Oct 28th, 10am – 12pm.
Say hello to local firefighters with their decorated firetrucks giving out treats. Collect even more treats from the trunks inside the Museum! Play games, and vote for your favorite firetruck and trunk. Info HERE.

🧛🏻‍♂️ Hudson Halloween, Sun Oct 29th, 2pm – 5pm.
Trick or Treat on Warren Street, then gather at 7th Street Park for a parade, and end at Basilica Hudson for a costume contest! Info HERE.

GARDINER NY

🐶 Pawstume Party at Whitecliff Vineyard, Sat Oct 28th, 2pm – 4pm.
Compete in Whitecliff Vineyard’s ‘Pawstume’ Contest for a chance to win wine prizes, in support of Ulster SPCA, and enjoy delicious eats by @potatobarhv Info HERE.

🎃 The Gardiner Pumpkin Walk, Sat Oct 28th, 3:30pm – 4:30pm.
For ages 10 and under, parade around Main Street while collecting treats and more along the side walks. Begins at Gardiner Reformed church.

👻 Haunted Library at Gardiner Library, Sat Oct 28th, 4:30pm – 6:30pm.
Enjoy a harvest maze through the children’s room for the very young or a spooky stroll through the stacks of ghouls for all ages who like a fun scare and surprise. Info HERE.

SAUGERTIES  & CATSKILL NY

🎺 Honk! Halloween Party with Young Fellaz Brass Band at Opus 40, Sat Oct 28th, 4pm-6pm.
Join in on a celebration of Halloween, of the last of October light and the fine art of dress up with Honk! and the amazing NOLA Brass band: Young Fellaz! Info HERE.

👨🏻‍🎤 Halloween at Avalon, Tue Oct 31st, 7pm – 11pm.
“The Night They Came Home” Punk Show with all your favs: Phantom Sleeze Worldsucks, RBNX, Icebox Cake, Of the Atlas and more! Info HERE.

🪵 Spooky Stories Around the Fire Pit at Opus 40, Sun Oct 29th, 4:30pm – 6:30pm.
Join in on a Halloween Special Story Slam — hot cider and s’mores around the firepit and a telling of spoooky stories, real and imagined! Come to listen, share, and to be very scared! Info HERE.

🖍️ Halloween Crafternoon at Saugerties Library, Mon Oct 30th, 3:30pm – 4:30pm.
Stop by the library to decorate a witch’s hat, make a jack-o-lantern keychain, and other halloween-themed crafts. Enjoy a sweet treat too! Open to children of all ages. Info HERE.

STONE RIDGE + ACCORD NY

🐕 Pooches & Pumpkins at Stone Ridge Orchard, Sun Oct 29th, 11am – 4pm.
Bring the whole family + pets for a fresh-air filled day on the farm, including pumpkin painting, kids storytime, costume parade + contest, a photo station, cider + wood-fired pizza. Info HERE.

🛼 HaloHalloween at Skate Time, Mon Oct 30th, 7pm – 11pm.
Get ready for a night full of skate tricks, Filipino treats, and freaky dance floor vibes. Ddance, skate, and snack the night away! Info HERE.

NEW PALTZ NY

🕺🏾 Doors at Seven Halloween at VFW, Fri Oct 27th, 7pm – 11pm.
Get ready for a night of ghoulish fun! Come in your most terrifying costume and enjoy live music from Wrong Coast, Bird Week, Patchwork and 7ONPUMP1! Info HERE.

🍁 Halloween Craft Fair & Scavenger Hunt at Historic Huguenot Street, Sat Oct 28th + Sun Oct 29th.
This Halloween, join Historic Huguenot Street for TWO fun-filled days of crafts, treats, and riddles! Tickets HERE.

RHINEBECK + ATHENS NY

🧟‍♀️ Monster Mash, Halloween Thrillers, Thur Oct 26th, 6:00pm.

If spine-tingling thrillers are your thing – you’re not going to want to miss this event with authors Jennifer Dugan & Jessica Goodman, hosted by Oblong’s Nicole Brinkley. Perfect for Halloween! Info HERE.

💀 Haunted Stewart House, Sat Oct 28th, 7pm – 10pm.
Enjoy drinks, a buffet dinner, live music by the Dustbowl Faeries, Tarot Card Readings with Derek from Constellation in Catskill, a costume contest, and enjoyment of the Pirates Graveyard at the River Grill and a spooky haunted Stewart House. Info HERE.

🍹 Tavern at Beekman Arms First Annual Halloween Bash, Sat Oct 28th, 8:30pm – 12:30am.
Costumes, cocktails & candy! Get ready to have a frightfully good time in their haunted tavern. Info HERE.

WOODSTOCK NY

⚰️ Spooky and Gay at Graveside Variety, Fri Oct 27th + Sat Oct 28th.
SPOOKY & GAY is a queer horror storytelling cabaret featuring original scary stories, standup and songs — like Goosebumps only gayer! Info HERE.

🍺 Octoberfest at Bearsville Theater, Sat Oct 28th, 2pm – 8pm.
Enjoy Sierra Nevada craft beer and a Fall Feast of delicious food and live music, apple bobbing, pumpkin carving and a scary nature trail with jumping spiders and scary ghosts. Info HERE.

🦹🏼‍♀️ Halloween Parade, Tue Oct 31st, 4:30pm.
Come to the Spooktacular Woodstock Halloween celebration on the Village Green, led by The Rock Academy drumline. Enjoy homemade costume prizes, free candy, and the vibrant local community. Capture your memories at the Say Boo Photo Booth on Rock City Road with photographer Dion Ogust (@dionogust). Oh, and you definitely don’t want to miss Sunfrost Farm’s array of Jack-o-lanterns all lit up. Info HERE.

KINGSTON NY

🚂 Catskill Mountain Railroad Pumpkin Express, Sat Oct 28th + Sun Oct 29th, 10am – 3pm.
Take a spectacular journey along the former Ulster & Delaware Railroad corridor -passengers will be able to select their own pumpkin to take home and decorate. Info HERE.

🌕 MyKingstonKids Halloween Fest, Sat Oct 28th, 3pm – 7pm.
Start with the Halloween Parade at Kings Plaza and end at a festival of Halloween performances including costumes, music, magic, dancing, vendors, food, trick or treating, carnival games, activities and more! Info HERE.

🪩 Howloween by the Hudson Valley Kennel Club, Sat Oct 28th, 7pm – 11pm.
An evening of live drag performances, pumpkin painting, creepy coloring, costume contest, a selfie station, and a monstrous menu by Chef Sweatermeat. Info HERE.

🎧 RISE 2: Halloween DJ Sets at ArtPort Kingston, Sat Oct 28th, 7pm.
Get ready to RISE 2 the occasion with five back-to-back, spine-chilling Halloween DJ sets. Let’s party! Info HERE.

ADDITIONAL AREAS

🍷 Puppies & Pinot on the Patio at City Winery, Thur Oct 26th, 4:30pm, Montgomery.

Treat your best furry friend to dinner out at City Winery Hudson Valley! Enjoy dinner with your pup, and join others for the Halloween Puppy Parade, includes full dining, cocktail and wine menus. Info HERE.

🎤 SCARY-OKE, Fri Oct 27th, 9pm – 12am, Round Top.
Come to the woods and get freaky with us at Glen Falls House while singing your chants into the witching hour! Info HERE.
🐻 Boo at the Zoo at Bear Mountain, Sat Oct 28th, 10:30am – 11am, Bear Mountain.
Come to the bear den to make bear treats, then watch the bears explore their den full of Halloween-themed enrichment. Learn about vultures, owls, bears & other animals. Family-friendly activities –pumpkin decorating, matching games & crafts. Info HERE.

🚧  Brick-or-Treat Legoland, Sat Oct 28th + Sun Oct 29th, Goshen.
Trick or Treat at the park, live entertainment & shows, limited-time attractions, character meet & greets, and more! Info HERE.

👽 Out of this World: Halloween Party, Sat Oct 28th, 9:30pm – 1:30am, Tannersville.
Get ready for a mind-blowing night of extraterrestrial fun at the UFO Themed Halloween Party at Deer Mountain Inn. Info HERE.

🍭 Halloween at Ashokan, Sun Oct 29th, 10am – 2pm, Olivebridge.
Explore the campus and challenge your eyes and ears with our spooky and historic scavenger hunt, enjoy a live reptile show, and showcase your creativity in the costume contest! Food available for purchase. Admission includes halloween candy. Info HERE.

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