Welcome to the Historic Hudson River Towns Events Calendar!

Organizations in Historic Hudson River Towns member communities are welcome to post events here free of charge. Events must be open to the public, with or without admission fees. Historic Hudson River Towns reserves the right to reject any event that is considered inappropriate for any reason. Please allow up to 24 hours after submission for event to be listed.

Submit your local events to the Historic Hudson River Towns (will require admin approval upon submission).

Event Series Home of the ‘Legend’

Home of the ‘Legend’

Washington Irving's Sunnyside 3 West Sunnyside Lane, Irvington, NY, United States

Explore “The Legend of Sleepy Hollow” At this family-friendly happening, visitors can tour Washington Irving’s house—decorated for the season—watch an original shadow puppet short film, and enjoy games on the lawn. A special exhibit highlights how the Legend has lived in the imagination of popular culture through the centuries since its publication.

Free – $12

Myths and Mysteries of the Armour Stiner Octagon House

The Armour Stiner Octagon House

18 miles north of New York City, high on a bank along The Hudson River sits The Armour-Stiner (Octagon) House. Built in 1860, this enigmatic, eight-sided, domed landmark is the pride of the Village of Irvington, in the heart of “Sleepy Hollow Country.” During the month of October, The Octagon House is pleased to announce…

$29.00
Event Series Irving’s ‘Legend’

Irving’s ‘Legend’

Washington Irving's Sunnyside 3 West Sunnyside Lane, Irvington, NY, United States

“The Legend of Sleepy Hollow” as you’ve never heard it before Irving’s ‘Legend’ returns reimagined this fall. Performed for the first time ever outdoors under the stars at Washington Irving’s Sunnyside, master storyteller Jonathan Kruk will cast a spell with dramatic performances of the classic tale. Live music and an appearance from the Headless Horseman…

$24.50 – $35.50
Event Series The Man Behind the Legend

The Man Behind the Legend

Sleepy Hollow Cemetery - North Gate 540 North Broadway, Sleepy Hollow

In his famous legend Washington Irving says of Sleepy Hollow Country, "If ever I should wish for a retreat whither I might steal from the world and its distractions, and dream quietly away the remnant of a troubled life, I know of none more promising than this little valley." What better way to spend an…

$40

The Outlaws

Paramount Hudson Valley Theater 1008 Brown St, Peekskill, NY, United States

For The Outlaws, it’s always been about the music. For more than 40 years, the Southern Rock legends celebrated triumphs and endured tragedies to remain one of the most influential and best-loved bands of the genre. Today, The Outlaws have returned with new music, new focus, and an uncompromising new mission: It’s about a band of…

$32.50 – $55

Sleepy Hollow Halloween 10K Race and Kids Fun Run

Enjoy a remarkable 10K course that takes you through Historic Sleepy Hollow’s treasured sights including a stretch along the Hudson River with views of the Headless Horseman Bridge, Sleepy Hollow Cemetery and the Old Dutch Church. You never know what might be lurking on the course in Sleepy Hollow even the Headless Horseman. Includes  a…

$40
Event Series Home of the ‘Legend’

Home of the ‘Legend’

Washington Irving's Sunnyside 3 West Sunnyside Lane, Irvington, NY, United States

Explore “The Legend of Sleepy Hollow” At this family-friendly happening, visitors can tour Washington Irving’s house—decorated for the season—watch an original shadow puppet short film, and enjoy games on the lawn. A special exhibit highlights how the Legend has lived in the imagination of popular culture through the centuries since its publication.

Free – $12

Myths and Mysteries of the Armour Stiner Octagon House

The Armour Stiner Octagon House

18 miles north of New York City, high on a bank along The Hudson River sits The Armour-Stiner (Octagon) House. Built in 1860, this enigmatic, eight-sided, domed landmark is the pride of the Village of Irvington, in the heart of “Sleepy Hollow Country.” During the month of October, The Octagon House is pleased to announce…

$29.00

Nyack Halloween Pet Costume Contest

Nyack Memorial Park

New this year to the Nyack Halloween Parade – our first-ever Pet Costume Contest – dress your pets in their most daring or darling costumes and enter them to win great prizes! Since we don’t want our scaly, furry, or feathered friends to get spooked by the parade crowd, the Pet Costume Contest will be held as a separate…

Nyack Halloween Pet Costume Contest

Nyack Memorial Park

New this year to the Nyack Halloween Parade – our first-ever Pet Costume Contest – dress your pets in their most daring or darling costumes and enter them to win great prizes! Since we don’t want our scaly, furry, or feathered friends to get spooked by the parade crowd, the Pet Costume Contest will be held as a separate…

Nyack Halloween Parade

Downtown Nyack, Main Street & Broadway, Nyack, NY, 10960, United States

Don your most daring costume and join us for Nyack Chamber of Commerce‘s frighteningly fun 33rd Annual Halloween Parade on October 29, 2022! (Rain Date: October 30). Please pre-register for our Costume and Float Contests by October 28 at midnight. All contestants must check in with the judges in Memorial Park, starting at 3pm. Parade steps…

Event Series Irving’s ‘Legend’

Irving’s ‘Legend’

Washington Irving's Sunnyside 3 West Sunnyside Lane, Irvington, NY, United States

“The Legend of Sleepy Hollow” as you’ve never heard it before Irving’s ‘Legend’ returns reimagined this fall. Performed for the first time ever outdoors under the stars at Washington Irving’s Sunnyside, master storyteller Jonathan Kruk will cast a spell with dramatic performances of the classic tale. Live music and an appearance from the Headless Horseman…

$24.50 – $35.50

Submit your local events to the Historic Hudson River Towns (will require admin approval upon submission).