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Burning of Kingston & Capital to Capital 5K Run

Uptown Kingston North Front and Wall streets, Kingston

Burning of Kingston: Step back in time at a powerful living-history experience that brings Kingston’s Revolutionary War past to life through reenactments, historic demonstrations, music, and storytelling. Explore the city’s rich history while experiencing an unforgettable weekend that connects visitors to the people, places, and events that shaped the Hudson Valley! Capital to Capital 5K: […]

Free

The Phoenix Festival: Live Arts in Nyack Returns!

Nyack S. Broadway & Hudson Avenue, Nyack

Celebrating its 5th year!  Don’t miss “The Phoenix Festival: Live Arts in Nyack!” October 8-25, 2026. The annual arts festival features both indoor and outdoor performances at various venues in the beautiful river village of Nyack.  Enjoy comedy, drama, music, dance and MORE!  Hosted by the Phoenix Theatre Ensemble, an internationally recognized leader in classical and contemporary theater.  Tickets […]

Catskills Comedy Festival

Featured
Catskill Village Main Street, Catskill

Each fall, the Catskills Comedy Festival brings top comedians and rising talent to historic downtown Catskill for a weekend of live performances. The 2026 lineup features nationally recognized comedians alongside local and regional talent, plus free events, workshops, a kids’ open mic, comedy critique, and other interactive programs. Enjoy a weekend of comedy, local dining, […]

Newburgh Fringe Festival

Newburgh, NY NY

Newburgh Fringe Festival showcases thrilling and thought-provoking performing arts from Newburgh and across the Hudson Valley. The festival encompasses original theater, existing plays with a new take, plays that have never been staged, full length, short form, sketches, standup, one person, puppetry, musicians, dancers, clowns, merrymakers and anything else that falls under performing arts. Our […]

Ongoing

Harry Potter: A Forbidden Forest Experience

Franklin D. Roosevelt State Park 2957 Crompond Rd., Yorktown Heights

Walk into the depths of a dark forest and discover Fantastic Beasts™ and illuminated wizarding world moments at Harry Potter: A Forbidden Forest Experience, returning to Westchester Oct. 16, in the awe-inspiring woods of Franklin D. Roosevelt State Park in Yorktown Heights. This nighttime trail experience is designed for the whole family and books quickly, […]

see website for details

Pure Terror Scream Park

Pure Terror Scream Park 1010 NY-17M, Monroe

Pure Terror Scream Park is back for 2026 to deliver one of the most terrifying Haunted House Scream Park Attractions in Orange County, NY. Featuring 10 award-winning haunted attractions, plus an all-new attraction debuting this year, this is a night of pure terror you won't want to miss!  Tickets are on sale NOW! Don’t wait, secure your tickets […]

The Headless Horseman Files: An Immersive Sleepy Hollow Whodunit

Philipsburg Manor 381 N. Broadway, Sleepy Hollow

Go on an interactive theatrical journey as you follow your guide on a mysterious 45-minute walk through the historic grounds of Sleepy Hollow’s Philipsburg Manor. Encounter numerous suspicious townsfolk, each with a motive, while piecing together the clues to uncover what really happened to Ichabod Crane. For more information, visit https://hudsonvalley.org/events/the-headless-horseman-files/

$25 – $35

Ghost Tours of the Music Hall

Tarrytown Music Hall 13 Main St, Tarrytown

Master Storyteller Jonathan Kruk leads Ghost Tours of the Tarrytown Music Hall, Oct. 2-27, sharing fascinating tales of the theater’s history, legends and mysterious happenings. For more information, visit https://tickets.tarrytownmusichall.org/eventperformances.asp?evt=3244  

$29.00

The Spirits of Sleepy Hollow Country

Philipsburg Manor 381 N. Broadway, Sleepy Hollow

Join master illusionists as they journey into the realm of the unknown at this spooky supernatural spectacle. Their tricks and conjurings will leave you spellbound as they communicate with the spirits of Sleepy Hollow Country, like Hulda, Major Andre, and the Headless Horseman himself. Once thought long departed, it turns out these spirits are still […]

$65 – $89

Irving’s Legend

Washington Irving's Sunnyside 3 W. Sunnyside Ln., Irvington

Washington Irving’s classic tale comes to life at Irving’s Legend, held Oct. 2-31 at the author’s Sunnyside home in Irvington. Master Storyteller Jonathan Kruk delivers a dramatic retelling of The Legend of Sleepy Hollow outdoors under the stars, accompanied by live music and sound effects. During the day, take one of the kid-friendly literary-themed Legendary […]

$40

Twilight Village at Sleepy Hollow

Philipsburg Manor 381 N. Broadway, Sleepy Hollow

An immersive outdoor experience with live storytellers, fire performers, and eerie encounters around every corner. Mingle with Legend icons Ichabod Crane and Katrina Van Tassel, wander through a pop-up market with curious goods, oddities, and handmade wares, and grab delicious bites from food trucks while sipping cocktails and mocktails. Throughout the evening, a roving band […]

$25 – $35

An Audience with Poe

Historic Hudson Valley Library 639 Bedford Rd., Sleepy Hollow

This chillingly delightful experience takes place in the library at Historic Hudson Valley where guests hear four classic creepy tales that are paired with complimentary cocktails, mocktails and bites designed to capture the spirit of the stories. Recommended for ages 16 and over. For more information, visit https://hudsonvalley.org/events/an-audience-with-poe/

$65.00

Scared by the Sound

Playland Park 1 Playland Pkwy, Rye

Returning for its 25th year at Rye Playland, Oct. 9-31, this haunted house dares visitors to explore immersive fan-favorite scenes like Clown Alley and The Tunnels of Doom, along with […]

see website for details

The Masque of the Red Death

Lyndhurst 635 South Broadway, Tarrytown

Join in an evening of intrigue when Lyndhurst Mansion transforms into Prince Prospero’s Abbey from Edgar Allan Poe’s The Masque of the Red Death. This immersive theater experience will take you through the Gothic halls of our 1842 historic home, dressed in the garish colors and grotesque beauty of Poe’s 1842 horror story. Performed and […]

$45.00

Legendary Tours of Washington Irving’s Sunnyside

Washington Irving's Sunnyside 3 W. Sunnyside Ln., Irvington

Sunnyside celebrates its connection to Washington Irving’s classic tale, The Legend of Sleepy Hollow, at this family-friendly daytime event. Visitors can tour the cottage, see an original short shadow puppet film, and enjoy a Legend-themed exhibit. The program runs from Sept. 18-Nov. 8, 2026. For tickets and more information, visit: https://tickets.hudsonvalley.org/events?view=calendar&k=legend_tour&startDate=2026-09-01

$16.00 – $20.00

The Great Jack O’Lantern Blaze

Featured
Van Cortlandt Manor 525 S Riverside, Croton-on-Hudson

The Great Jack O’Lantern Blaze returns to Van Cortlandt Manor in Croton-on-Hudson. The gourd-geous event features more than 7,000 hand-carved, illuminated jack o’lanterns arranged in jaw-dropping shapes, including dinosaurs and a carousel. Guests take a self-guided walk through the display and can stop at the Gourd & Goblet Tavern or the Headless Horseman Hideaway for […]

$24