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Visit Sleepy Hollow

Where the Legend Lives

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  • See
    • Christ Episcopal Church
    • Headless Horseman Bridge
    • Headless Horseman Statue
    • Historical Society
    • Kykuit
    • Legend Landmarks
    • Lyndhurst
    • Octagon House
    • Old Croton Aqueduct Trail
    • Old Dutch Church
    • Philipsburg Manor
    • Rockefeller State Park Preserve 
    • Sleepy Hollow Cemetery
      • Sleepy Hollow Cemetery Tours
    • Sleepy Hollow Lighthouse
    • Sunnyside
    • Union Church of Pocantico Hills
  • Events
    • Events Calendar
    • Halloween in Sleepy Hollow
    • Jazz Forum
    • Tarrytown Music Hall Performances
    • Sunset Jazz at Lyndhurst Summer Series
  • Shop
    • Farmers Markets
    • Sleepy Hollow Souvenirs
  • Dine
    • Breakfast
    • Lunch and Dinner
    • Drinks
    • Coffee & Tea
    • Sweets
  • Stay
    • Hotels
    • Motels and Budget
    • Inns and Bed & Breakfasts
    • Camping
  • About
    • How Charles Dickens Stole Christmas
    • Movies Made Here
    • Florence Inn
    • Directions

Tarrytown & Sleepy Hollow Winter Stroll

Horse and rider dressed as Sinterklaas on Main Street in Tarrytown

Kick off the Holiday season on December 3rd with the second annual Tarrytown and Sleepy Hollow Winter Stroll!  Extended shopping hours, outdoor dining, story telling, trolleys, holiday treats, carolers, ugly sweater contest, live entertainment and other special events!

2022 date: December 3. 5 pm tp 9 pm.

Where: Main Street, Tarrytown, NY 10591

For info: https://www.sleepyhollowtarrytownchamber.com


Ugly sweater contest

It’s that time of year again, when cute fall sweaters give way to your ugliest holiday creations…

Bring your worst ideas to the Trilogy Consignment and Into Leaf Ugly Sweater Open House where you can embellish and decorate to your heart’s content. Adults and kids of all ages are welcome to drop in and enhance their sweaters using the provided notions and expert advice from the staff. BYO sweater or purchase one in the store.

And be sure to stop by Bucci Real Estate Team office the night of the stroll to enter your sweater in the #uglysweater10591 contest they’re sponsoring at the town-wide Winter Stroll on Sat. Dec. 3. There are prizes for best adult, kid, and pet costumes and they’re good! Details for contest posted on @sleepyhollowtarrytownchamber

Details on workshop: Wednesday, Nov. 16 from 4-7 PM at Trilogy Consignment, 54 Main St. in Tarrytown

Cost: $10 per person includes all supplies and light refreshments

What to Bring: A sweater and your best ideas

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This is a space ad for the Flower Show at Lyndhurst mansion in Tarrytown.
Promotional image for Piermont Outfitters.

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  • Week of March 19
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2:00 pm
March 19 @ 2:00 pm - 3:30 pm Event Series

Tartuffe

Lyndhurst 635 South Broadway, Tarrytown
$45
4:00 pm
March 19 @ 4:00 pm - 5:00 pm Event Series

Sara Caswell Quartet

Jazz Forum Club 1 Dixon Lane, Tarrytown
$15 – $20
5:00 pm
March 19 @ 5:00 pm - 6:30 pm Event Series

Tartuffe

Lyndhurst 635 South Broadway, Tarrytown
$45
+ 1 More
  • No events scheduled for March 20, 2023.
  • No events scheduled for March 21, 2023.
  • No events scheduled for March 22, 2023.
  • No events scheduled for March 23, 2023.
7:00 pm
Jazz musician Houston Person poses with his saxophone.
March 24 @ 7:00 pm - 8:30 pm Event Series

Houston Person Quartet

Jazz Forum Club 1 Dixon Lane, Tarrytown
$30 – $35
9:00 pm
Jazz musician Houston Person poses with his saxophone.
March 24 @ 9:30 pm - 11:00 pm Event Series

Houston Person Quartet

Jazz Forum Club 1 Dixon Lane, Tarrytown
$30 – $35
2:00 pm
March 25 @ 2:00 pm - 3:30 pm Event Series

Tartuffe

Lyndhurst 635 South Broadway, Tarrytown
$45
5:00 pm
March 25 @ 5:00 pm - 6:30 pm Event Series

Tartuffe

Lyndhurst 635 South Broadway, Tarrytown
$45
7:00 pm
March 25 @ 7:00 pm - 8:00 pm

Acoustic Music with Steve Kelman

Christ Church San Marcos 43 South Broadway, Tarrytown
Free
Jazz musician Houston Person poses with his saxophone.
March 25 @ 7:00 pm - 8:30 pm Event Series

Houston Person Quartet

Jazz Forum Club 1 Dixon Lane, Tarrytown
$30 – $35
+ 2 More

Week of Events

Sun 19

Mon 20

Tue 21

Wed 22

Thu 23

Fri 24

Sat 25

2:00 pm - 3:30 pm Event Series

Tartuffe

March 19 @ 2:00 pm - 3:30 pm Event Series

Tartuffe

M&M Performing Arts brings Tartuffe, Molière’s timely, classic farce about seduction, hypocrisy, and deception, in a ridiculously hilarious new adaptation to Lyndhurst Mansion in March 2023. The funniest play on Broadway …

$45
4:00 pm - 5:00 pm Event Series

Sara Caswell Quartet

March 19 @ 4:00 pm - 5:00 pm Event Series

Sara Caswell Quartet

A world-class musician, a Downbeat poll winner and Grammy nominee, Sara Caswell is a first-call jazz violinist whose demanding schedule has been so booked that she’s been unable to devote …

$15 – $20
5:00 pm - 6:30 pm Event Series

Tartuffe

March 19 @ 5:00 pm - 6:30 pm Event Series

Tartuffe

M&M Performing Arts brings Tartuffe, Molière’s timely, classic farce about seduction, hypocrisy, and deception, in a ridiculously hilarious new adaptation to Lyndhurst Mansion in March 2023. The funniest play on Broadway …

$45
+ 1 More
7:00 pm - 8:30 pm Event Series

Houston Person Quartet

Jazz musician Houston Person poses with his saxophone.
March 24 @ 7:00 pm - 8:30 pm Event Series

Houston Person Quartet

The Houston Person Quartet featuring Larry Fuller on piano, Saudi Zain on bass and Vince Ector on drums! Nothing, it seems, stops Houston Person, the reigning King of the Boss …

$30 – $35
9:30 pm - 11:00 pm Event Series

Houston Person Quartet

Jazz musician Houston Person poses with his saxophone.
March 24 @ 9:30 pm - 11:00 pm Event Series

Houston Person Quartet

The Houston Person Quartet featuring Larry Fuller on piano, Saudi Zain on bass and Vince Ector on drums! Nothing, it seems, stops Houston Person, the reigning King of the Boss …

$30 – $35
2:00 pm - 3:30 pm Event Series

Tartuffe

March 25 @ 2:00 pm - 3:30 pm Event Series

Tartuffe

M&M Performing Arts brings Tartuffe, Molière’s timely, classic farce about seduction, hypocrisy, and deception, in a ridiculously hilarious new adaptation to Lyndhurst Mansion in March 2023. The funniest play on Broadway …

$45
5:00 pm - 6:30 pm Event Series

Tartuffe

March 25 @ 5:00 pm - 6:30 pm Event Series

Tartuffe

M&M Performing Arts brings Tartuffe, Molière’s timely, classic farce about seduction, hypocrisy, and deception, in a ridiculously hilarious new adaptation to Lyndhurst Mansion in March 2023. The funniest play on Broadway …

$45
7:00 pm - 8:00 pm

Acoustic Music with Steve Kelman

March 25 @ 7:00 pm - 8:00 pm

Acoustic Music with Steve Kelman

Steve Kelman performs an eclectic mix of blues, bluegrass, folk, country and rock on guitar and mandolin throughout the Hudson Valley. This is the church where Washington Irving was a vestryman, …

Free
+ 2 More
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Recent Posts

  • Lyndhurst After Dark
  • Hulda’s Night at Rockefeller State Park
  • A Chorale Christmas
  • Victorian Christmas at the Octagon House
  • Warner Library Fall Book Sale

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