Hudson Valley Events
Halloween & Haunted
Sleepy Hollow After Dark Twilight Village
02
OCT
10/2 - 10/31
See event link
See event link
Philipsburg Manor becomes a twilight Halloween village with local legends, odd encounters, fortune telling and a night market. Spooky without the full chase-you-through-the-woods treatment.
Sleepy Hollow, NY
Family & Fall
Dogwood Acres Pumpkin Party
02
OCT
10/2 - 11/1
See official site
Sat–Sun 11 AM–6 PM
Pumpkins • Farm activities • Family fun
Hayrides, a corn maze, farm animals, pumpkins and plenty of room to wander turn a simple pumpkin stop into the kind of fall outing that quietly eats an afternoon.
Dogwood Acres Family Farm
Middletown, NY
Family & Fall
Autumn Glow Festival
02
OCT
Fri - Sun through 11/1
From $16.99 • Ages 0–2 free
6:30–10 PM • Last entry 9 PM
Illuminated trail • Fall displays • Free parking
Glen Island Park glows after dark with hundreds of lanterns, huge illuminated creatures and a waterfront full of color. A very different visual language for October.
Glen Island Park
New Rochelle, NY
Halloween & Haunted
The Great Jack O’Lantern Blaze
01
OCT
9/18 - 11/8
From $24 • Free parking
Timed admission • Hours vary
Hand-carved pumpkins • Illuminated trail
Thousands of hand-carved pumpkins take over a historic Hudson Valley estate after dark. Book the timed ticket, grab a jacket and let the scale of it do the rest.
Van Cortlandt Manor
Croton-on-Hudson, NY
Outdoor Recreation
Bicycle Sundays
27
SEP
9/13, 9/20, 9/27
Free
10 AM–2 PM
Car-free parkway • Cycling • Walking
A whole stretch of parkway becomes your personal playground. Bike, walk, skate or simply cruise without traffic beside you, then remember how ridiculously good a familiar route can feel when cars are taken out of the equation.
Bronx River Parkway
Westchester County, NY
Festivals & Fairs
Bethel Woods Harvest Festival
27
SEP
9/6, 9/13, 9/20, 9/27
Free admission • Parking $5 advance/$7 day
11 AM–4 PM
Market vendors • Live entertainment • Family fun
A Sunday market with more soul than your average errand run. Browse regional makers, catch live entertainment, let the kids burn some energy and take in the storied grounds. It is an easy way to make a simple fall afternoon feel unexpectedly complete.
Bethel Woods Center for the Arts
Bethel, NY
Festivals & Fairs
Hudson Oktoberfest
03
OCT
See Eventbrite for tickets
12:00 PM - 8:00 PM
Live Music • Local Beer • Animal Shelter Fundraiser
Hudson’s Oktoberfest takes over Upper Depot Brewing with local beer, fall energy and a live headlining set from Mo Lowda & The Humble. Presented with Lilly’s Natural Pet Store and organized by Hudson River Events, the celebration also gives back by supporting local animal shelters. Gather your crew, raise a glass and turn an ordinary Saturday into a full Hudson fall outing.
Upper Depot Brewing
708 State Street #1
Hudson, NY
Live Arts, Music & Culture
MO+NUMENTS: O+ Festival
09
OCT
10/9 - 10/11
Free - $150
Times Vary
Live Music & Performances
O+ turns Kingston into a full-on collision of live music, public art, comedy, writing, film, and wellness. This year’s MO+NUMENTS theme is all about questioning what we honor and what we build next, while the festival’s one-of-a-kind care exchange supports the artists making it happen. Come for the lineup. Leave feeling like you found something much bigger than a festival.
Multi Venue
Uptown Kingston
Kingston, NY
Film & Culture
Catskill International Film Festival
09
OCT
10/9 - 10/11
$20+
Times Vary
Independent films, documentaries, shorts and genre experiments take over Catskill for three days. See something you know nothing about and let discovery do the work.
Hurleyville Performing Arts Centre
219 Main St
Hurleyville, NY
Alternative Night Market
Cirque Du Creep: Alice in Horrorland
10
OCT
5:00 PM
Dark Art • Oddities • Live Tattoos
Alice falls down a much darker rabbit hole in this immersive night market of oddities, horror-inspired art, live tattooing, local makers and offbeat performance. Dress strange, bring your fellow creeps and prepare for a Halloween-season night that fully commits to the bit.
The Yard
4 Hanna Lane
Beacon, NY
Food & Drink
New York State Empanada Festival
10
OCT
10/10
See ticket link for options
12 PM–5 PM
50+ Empanada Creations • Live Music • Local Vendors • Beer, Sangria & Margaritas
The sixth annual New York State Empanada Festival brings dozens of empanada creations, live music, local vendors, and waterfront Latin energy to Newburgh.
People’s Waterfront Park
1 Washington Street
Newburgh, NY 12550
Foraging and Discovery
Catskill Fungi Mushroom Walk, Cooking, and Tasting
03
OCT
Multiple Dates in Oct
Prices Vary
Times Vary
Walk the woods, learn what is growing there, then move from mushroom identification to cooking and tasting. Nerdy, delicious and a great break from pumpkin-patch repetition.
Multiple Locations
See Website
Pine Hill, NY
Halloween Festival
Spellbound
17
OCT
10/17 - 10/18
$15 Entry Ticket • Kids under 11 free
3:00 PM - 9:00 PM
Haunted Trail • Fire Shows • Mystic Market
Enter the Town of Ashbury, where a haunted trail, fire shows, a mystic market and an all-ages dose of Halloween mischief transform one ordinary outing into a full evening of costumed, candlelit fun. Bring your best look for the costume contest, let the kids collect treats and see how strange the town gets after dark.
Putnam County Veterans Memorial Park
201 Gipsy Trail Road
Carmel, NY
Battle of White Plains
REV FEST 250
24
OCT
10/24 - 10/25
FREE Event
10:00am - 5:00pm
Reenactment • Music
History gets loud, vivid and gloriously hands-on with battle reenactments, encampments, demonstrations, music and family fun. This is not a dusty history lesson. It is a chance to walk into the Revolutionary era and watch a pivotal story come back to life around you.
Ward Pound Ridge Reservation
Reservation Rd
Pound Ridge, NY
