Hudson Valley’s Spookiest Season is Here! 👻🎃
From alpacas in costumes and pumpkin festivals on the riverfront, to haunted mills, trunk-or-treats, and craft beer under the stars—there’s Halloween magic (and mischief!) for everyone this October.  Check out our ultimate guide to Dutchess County’s most hauntingly fun fall events!

A Very Fluffy Halloween
October 4-5, 11-12, 18-19, 25-26 
Lilymoore Farm, 21 Moore Rd., Pleasant Valley 
Experience Lilymoore Farm’s fall adventures; alpaca treks, guided tours, seasonal events, and beloved animals. Take Halloween inspiration from the in-costume alpacas, and take them for treks around the field!
lilymoorefarm.com

Kid’s Day at Kevin McCurdy’s Haunted Mansion 
Monday, October 13 (Columbus Day) 
Kevin McCurdy’s Haunted Mansion, 38 Sheafe Rd., Wappingers Falls 
Kids can enjoy a fun-filled day at the haunted mansion with arts and crafts, magic shows, and trail trick-or-treating alongside friendly, festive monsters. 
thehauntedmansion.com

Theatre on the Road: DRACULA
Friday, October 17
The Stissing Center, Pine Plains
thestissingcenter.org
Theatre on the Road’s flagship production, Dracula, is revived at the Stissing Center, with chilling elegance and thrilling drama. Professional performers, striking visuals, and immersive staging bring Count Dracula and the dark forces behind him, to life.

Wicked Wappingers: Halloween Festival & Parade 
Saturday, October 18
East Main St. & Mesier Park, Wappingers Falls
wickedwappingers.com
Join the Village of Wappingers Falls for Wicked Wappingers, a family Halloween festival and parade! Enjoy a Trunk-or-Treat, music, food, vendors, pumpkin patch, and games at Mesier Park. Come in your best, least-gory, costume and march in the parade; remember to keep it family-friendly!

Boos & Brews Weekend at Barton Orchards 
October 18 – 19 
Barton Orchards, 63 Apple Tree Ln., Poughquag 
Have a wickedly good time at Barton Orchards; enjoy seasonal brews and over 50 craft beers, hard ciders on tap, and delicious fall-inspired foods! Your tickets will also include pig races, mega slide, mini golf, a haunted house, a spooky corn maze, and more!
bartonorchards.com

Beacon Sloop Pumpkin Festival 
Sunday, October 19 
Pete and Toshi Seeger Park, Red Flynn Dr., Beacon 
Celebrate autumn at this lively riverfront festival with pie, pumpkins, music, vendors, and kids’ entertainment. Enjoy free sails on the historic Woody Guthrie while supporting community sailing and environmental education.
beaconsloop.org

Haunted Mill and Monster’s Ball 
October 24 – 26
Maxon Mills, 37 Furnace Bank Rd., Wassaic 
Step into The Haunted Mill for an immersive evening of ghostly gardens, animatronic creatures, dark art installations, haunted mazes, and eerie performances. A giant Medusa head, a Cirque du Freak circus, and a cloud of crows are just a few of the spooky installations you’ll see!
wassaicproject.org

Trunk-or-Treat at the Four Brothers Drive-In 
Saturday, October 25 
Four Brothers Drive-In Theater, 4957 NY-22, Amenia 
The drive-in’s annual trunk-or-treat experience is back! Decorate your car and hand out candy, or come in your best costume and snag some tasty treats for yourself. Festive drinks, food, snacks, and desserts available at the Four Brothers Restaurant and Grand Shack! Stick around for the double feature movie showing later at night!
playeatdrink.com

Hocus Pocus Family Party & Parade 
Saturday, October 25
Happy Valley Arcade Bar, 296 Main St., Beacon 
thebeaconbeaconny.com
Join a magical Halloween celebration at Happy Valley Arcade Bar! Enjoy an all-day family-friendly party with a parade at 3 PM, costume contests with exciting prizes at 5 PM, and festive activities for all ages. Free to attend.

Tract-or-Treat Weekend at Barton Orchards 
October 25 – 26
Barton Orchards, 63 Apple Tree Ln., Poughquag
bartonorchards.com
Experience Tract-or-Treat Weekend with costume trick-or-treating, pig races, hayrides, a corn maze, haunted house, and live music. Enjoy magic shows, a petting zoo, fun park rides, and family-friendly Halloween excitement!

Trick-or-Treating at Lucky Orphans Horse Rescue 
Sunday, October 26
Lucky Orphans Horse Rescue, 2699 NY-22, Dover Plains 
Celebrate an early Halloween with a morning of trick-or-treating on the farm! Kids can enjoy treats, meet friendly horses, and show off costumes in a family-friendly event.
luckyorphans.org

Stony Kill Spooktacular 
Saturday, October 25 
Stony Kill Foundation, 79 Farmstead Ln., Wappingers Falls 
Enjoy a family-friendly Halloween evening on the farm with a haunted barn, potion-making, I Spy Spooky garden, and mysterious hayrides—spooky fun without the scares for all ages.
stonykill.org

Monster’s Ball Halloween Party
Friday, October 31
The Tavern at Beekman Arms, Rhinebeck
Celebrate Halloween at the Beekman Arms Inn Annual Monster’s Ball and Halloween party! Costumes, DJs, magician, tarot, axe throwing, raffle, open bar, buffet bites, and Rhinebeck Lions’ charity silent auction await. Dress in your best costume and get ready for a spooky-fun night!
beekmanarmsmonstersball.com