Sleepy Hollow Kicks Off Halloween Season Of Fun Friday

SLEEPY HOLLOW, NY — Fall has officially begun, and Sleepy Hollow is ushering in the season with a full calendar of family-friendly events starting this weekend.

From hayrides to a glass pumpkin fundraiser for Make-A-Wish to a Washington Irving-inspired circus, Sleepy Hollow continues its tradition as a regional destination for Halloween-themed events, experiences and entertainment.

Kicking the season off is the Sleepy Hollow Cultural Festival on Saturday at Kingsland Point Park. The following weekend is the world premier of The LEGEND and the 10th Annual Oktoberfest.

And that's just September. October is chock-full with the street fair, a new event called the Glass Pumpkin Patch, a witches festival, hayride and block party and the 10K and kids' race.

Here are the details:

World Premier of The LEGEND

On Friday, September 23, The Village of Sleepy Hollow hosts the world premier of The LEGEND, a gravity-defying cirque theatre performance commemorating the bicentennial of The Legend of Sleepy Hollow. Weekend evening and matinee performances continue through October 16.

"The LEGEND" is a simmering adaptation of Washington Irving's iconic ghost story, "The Legend of Sleepy Hollow." Audiences will be treated to a cirque/theatre noir production with narration by Washington Irving himself – in hologram form.

"This will also be the first time in the history of American circus that an animal act has been presented holographically in a circus tent ... but you'll have to see the show to experience the surprise," says Carlo Pellegrini, of Westchester Circus Arts.

Under a big-top tent that intimately seats 220, performers will soar above the audience in a production created by Westchester Circus Arts, written by longtime circus creator/producer Pellegrini with staging by the director Hilary Sweeney.

"We're excited to host another Westchester Circus Arts production," said Sleepy Hollow Mayor Ken Wray. "Halloween gives us an opportunity to work with local creatives to celebrate our timeless cultural treasures."

Westchester Circus Arts was commissioned by the Village of Sleepy Hollow to create 'The LEGEND. Other productions by Westchester Circus Arts include NEVERMORE, CIRCUS LATINO, and CirqueFEST.

Tickets are available at sleepyhollowlegend.com

Sleepy Hollow Cultural Festival

Saturday, September 17, 11:00 am - 7:00 pm
Kingsland Point Park

Sleepy Hollow's annual Culture Festival will be held Saturday, September 17th at Kingsland Point Park from 11am-7pm featuring music, food, drinks, Kids entertainment (bouncy castle, clown, magician) and more! Admission is free. A $5 parking fee applies, however, a free shuttle bus will be provided from Beekman Avenue. Visit sleepyhollowny.gov for more information

10th Annual Oktoberfest

Saturday, September 24, 1:00 - 5:00pm
Kingsland Point Park

A day of music, food, bouncy castles and refreshments at the Kingsland Point Park Kathryn Davis River Walk Center. Admission is free. (parking requires a separate $5 fee) Visit sleepyhollowny.gov for more information

Sleepy Hollow Street Fair

Saturday, October 8, 10:00 am - 4:00 pm
Beekman Avenue

Featuring over 70 vendors, a kid's carnival, music and food from local restaurants. Presented by the Sleepy Hollow Tarrytown Chamber of Commerce.Visit sleepyhollowtarrytownchamber.com for more information.

Glass Pumpkin Patch (NEW)

October 14 - 16, 10:00 am - 5:00pm
Kingsland Point Park

For the first time, visitors can walk through a maze of hay bales featuring special hand-blown glass pumpkins. Proceeds from the sale of the glass pumpkins benefit the Make-A-Wish Hudson Valley Chapter. This great gift shopping and fundraising opportunity was the brainchild of Sleepy Hollow's Recreation Superintendent, Matt Arone. Food trucks will be available. The event is free to the public, although a parking fee will apply. Visit glasspumpkinpatchfundraiser.com for more information.

SUP Witches Festival at Horan's Landing

Sunday, October 16, noon - 4:00 pm (Rain date October 23.)

If you are searching for a wicked sight, come to Horan's Landing for the 3rd Annual SUP Witch Paddle. Witches will gather and "The Legend of Sleepy Hollow," will be told. Join the witches on the water or stroll along the riverwalk. Vendors, food, brews and spooky views are available. Costumes encouraged! All paddlers must register in advance to participate at rivertownssupyoga.com. Registration starts September 16.

Sleepy Hollow Haunted Hayride & Block Party

Friday, October 21 - Saturday, October 22. Block party begins at 5:00 pm, Hayrides 7:00 pm - 11:00 pm.

The Haunted Hayride legend rides again into the dark night where ghosts and goblins loom. Timed entry, advanced purchase required for hayrides only. Tickets at sleepyhollowny.gov. No fee for the block party that features food, music and bouncy castles.

Sleepy Hollow "Run For Your Life" Halloween 10K

Saturday, October 29, Kids race, 9:00 am, 10k, 9:30am at Morse School

Experience historic and scary sites along the scenic Hudson Valley course. A best costume prize will be given. Advance registration at rivertownrunners.org

Want to learn more? Check out the village website.