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Visit Sleepy Hollow

Where the Legend Lives

  • See
    • Armour-Stiner Octagon House
    • Christ Episcopal Church
    • David Rockefeller Creative Arts Center at Pocantico
    • Headless Horseman Bridge
    • Headless Horseman Statue
    • Historical Society
    • Kykuit
    • Legend Landmarks
    • Lyndhurst
      • A Dark Shadows Halloween at Lyndhurst Mansion
      • Gothic Market Weekend at Lyndhurst
      • The Masquerade of the Red Death
      • Trick-or-Treat Weekend at Lyndhurst
    • Old Croton Aqueduct Trail
    • Old Dutch Church
    • Philipsburg Manor
      • The Headless Horseman Files
      • The Spirits of Sleepy Hollow Country
      • Twilight Village at Sleepy Hollow
    • Rockefeller State Park Preserve 
      • The Legend of Sleepy Hollow and Local Lore
      • Rocky’s 5K
    • Sleepy Hollow Cemetery
      • Sleepy Hollow Cemetery Tours
      • Sleepy Hollow Cemetery Special Events
    • Sleepy Hollow Lighthouse
    • Stone Barns Center
    • Sunnyside
      • Irving’s Legend
    • Union Church of Pocantico Hills
  • Events
    • Events
    • A Perfect Fall Day in Sleepy Hollow
    • Halloween in Sleepy Hollow Country
    • An Audience with Poe
    • A Dark Shadows Halloween at Lyndhurst Mansion
    • General Daniel Delavan & the American Revolution
    • Great Jack O’Lantern Blaze
    • The Headless Horseman Files
    • Irving’s Legend
    • Jazz Forum
    • The Legend of Sleepy Hollow and Local Lore
    • Sleepy Hollow Cemetery Tours
    • Sleepy Hollow Cemetery Special Events
    • Sleepy Hollow Haunted Hayride
    • Sleepy Hollow Music Festival
    • Sleepy Hollow Street Fair
    • The Spirits of Sleepy Hollow Country
    • SUP Witches Festival
    • Tarrytown Music Hall Performances
    • Tarrytown Music Hall Ghost Tours
    • Twilight Village at Sleepy Hollow
  • Eat
    • Breakfast
    • Lunch and Dinner
    • Sweets
    • Drinks
  • Shop
    • Apple Picking
    • Christ Church/San Marcos Annual Fall Fair
    • Farmers Markets
    • The Goblin Market
    • Sleepy Hollow Souvenirs
    • Warner Library Book Sale
  • Stay
    • Hotels
    • Motels and Budget
    • Inns and Bed & Breakfasts
    • Camping
  • About
    • Sleepy Hollow Beyond October: A Spring and Summer Guide
    • Sleepy Hollow Without a Car: Visiting by Train
    • A Perfect Fall Day in Sleepy Hollow
    • The Other Ghosts of Sleepy Hollow
    • Sleepy Hollow Country
    • How Charles Dickens Stole Christmas
    • Movies Made Here
    • Directions
  • See
    • Armour-Stiner Octagon House
    • Christ Episcopal Church
    • David Rockefeller Creative Arts Center at Pocantico
    • Headless Horseman Bridge
    • Headless Horseman Statue
    • Historical Society
    • Kykuit
    • Legend Landmarks
    • Lyndhurst
      • A Dark Shadows Halloween at Lyndhurst Mansion
      • Gothic Market Weekend at Lyndhurst
      • The Masquerade of the Red Death
      • Trick-or-Treat Weekend at Lyndhurst
    • Old Croton Aqueduct Trail
    • Old Dutch Church
    • Philipsburg Manor
      • The Headless Horseman Files
      • The Spirits of Sleepy Hollow Country
      • Twilight Village at Sleepy Hollow
    • Rockefeller State Park Preserve 
      • The Legend of Sleepy Hollow and Local Lore
      • Rocky’s 5K
    • Sleepy Hollow Cemetery
      • Sleepy Hollow Cemetery Tours
      • Sleepy Hollow Cemetery Special Events
    • Sleepy Hollow Lighthouse
    • Stone Barns Center
    • Sunnyside
      • Irving’s Legend
    • Union Church of Pocantico Hills
  • Events
    • Events
    • A Perfect Fall Day in Sleepy Hollow
    • Halloween in Sleepy Hollow Country
    • An Audience with Poe
    • A Dark Shadows Halloween at Lyndhurst Mansion
    • General Daniel Delavan & the American Revolution
    • Great Jack O’Lantern Blaze
    • The Headless Horseman Files
    • Irving’s Legend
    • Jazz Forum
    • The Legend of Sleepy Hollow and Local Lore
    • Sleepy Hollow Cemetery Tours
    • Sleepy Hollow Cemetery Special Events
    • Sleepy Hollow Haunted Hayride
    • Sleepy Hollow Music Festival
    • Sleepy Hollow Street Fair
    • The Spirits of Sleepy Hollow Country
    • SUP Witches Festival
    • Tarrytown Music Hall Performances
    • Tarrytown Music Hall Ghost Tours
    • Twilight Village at Sleepy Hollow
  • Eat
    • Breakfast
    • Lunch and Dinner
    • Sweets
    • Drinks
  • Shop
    • Apple Picking
    • Christ Church/San Marcos Annual Fall Fair
    • Farmers Markets
    • The Goblin Market
    • Sleepy Hollow Souvenirs
    • Warner Library Book Sale
  • Stay
    • Hotels
    • Motels and Budget
    • Inns and Bed & Breakfasts
    • Camping
  • About
    • Sleepy Hollow Beyond October: A Spring and Summer Guide
    • Sleepy Hollow Without a Car: Visiting by Train
    • A Perfect Fall Day in Sleepy Hollow
    • The Other Ghosts of Sleepy Hollow
    • Sleepy Hollow Country
    • How Charles Dickens Stole Christmas
    • Movies Made Here
    • Directions

Lunch and Dinner

BREAKFAST  |  COFFEE & TEA  |  SWEETS  |  DRINKS

Akebono Sushi & Hibachi, 53 N. Broadway, Tarrytown, 914-366-8818. Offers a diverse menu of authentic Japanese cuisine. Selections include savory Salmon Teriyaki Bento, sizzling Hibachi Chicken, and flavorful Spicy Edamame. The restaurant also features an all-you-can-eat sushi special for dine-in customers. With a spacious dining room and a full bar, Akebono provides a welcoming atmosphere for both lunch and dinner, seven days a week.

Basque Tapas Bar and Restaurant, 61 Main Street, Tarrytown, 914-801-9200. Known for its authentic regional tapas, signature paellas, and expertly curated Spanish wine list, this culinary gem is a must-visit for food enthusiasts. Whether you're savoring traditional Basque bites or hosting an intimate celebration, Basque Tapas Bar promises a rich, flavorful experience with a true taste of Spain.

Bella's Restaurant, 5 South Broadway, Tarrytown. Breakfast is the happiest meal of the day! This family owned restaurant has been serving breakfast, lunch and dinner since 1979.

Bistro 12, 12 Main Street, Tarrytown, 914-909-2770. Serving up Mediterranean cuisine, showing influences from Italy, France, and the co-owner’s native Portugal.

Bridge View Tavern(opens in new tab), 226 Beekman Avenue, Sleepy Hollow, 914-332-0078. Comfort and pub food, often with a creative twist. At least 15 beers on tap with an emphasis on craft and regional brews, including the local Captain Lawrence(opens in new tab). Order up a beer flight to sample the best on tap. The seasonal outdoor beer garden features a completely different set of draft beers as well as a special menu.

Casaletto Pizzeria, 70 Beekman Avenue, Sleepy Hollow, 914-372-7680. Pizza, pasta, sandwiches and salads are the main event at this downtown Sleepy Hollow pizzeria. Limited seating, serving lunch and dinner. Casaletto offers online ordering for pickup and delivery, making it a convenient choice for both locals and visitors seeking quality Italian fare.

Capri Pizza & Pasta, 350 South Broadway, Tarrytown, NY 10591, 914-631-5400. Casual Italian-American restaurant offering traditional pasta dishes and pizza, available for dine-in, takeout, and delivery. Lunch and dinner.

ChuChok Thai, 404 Old Broadway, Sleepy Hollow, 914-909-5390. Homestyle Thai takeout served up fresh, 4 pm to 9 pm. Soups, appetizers, noodles, street food style. Closed Mondays and Thursdays.

Coco Taqueria, 84 Beekman Avenue, Sleepy Hollow, 914-909-2057. Quesadillas, burritos, tacos, enchiladas and more.

The Cube Inn, 22 Main Street, Tarrytown, NY 10591, 914-372-7974. Tra­di­tional Cuban en­trees and meals, eclec­tic street food themed food nights and unique food of­fer­ings that change on a ro­tat­ing ba­sis.

Grass Roots Kitchen, 124 Wildey Street, Tarrytown, 914-909-5588. This "fresh-casual" eatery serves up a diverse menu that caters to vegan, gluten-free, and omnivorous diets. Their offerings include breakfast items like Buckwheat Pancakes and Tofu Scramble, as well as afternoon selections such as the Thai Kale Salad and burgers and wraps. With a commitment to high-quality, locally sourced ingredients, Grass Roots Kitchen provides a welcoming atmosphere for both morning and evening dining.

Goosefeather, 49 East Sunnyside Lane, Tarrytown, 914-829-5454. This distinguished restaurant specializes in modern Cantonese cuisine crafted by Chef Dale Talde. Housed within the historic King Mansion at the Tarrytown House Estate, the restaurant offers a unique dining experience that blends traditional Chinese flavors with contemporary techniques. The menu features innovative dishes such as Dry-Aged Beef Potstickers with Chinese Mustard Horseradish and Kung Pao Chicken Wings with Buttermilk Dill Ranch. Goosefeather has been recognized in the 2024 MICHELIN Guide USA, highlighting its exceptional culinary offerings.

Guadalajara, 2 Union Street, Briarcliff Manor, NY 10510, 914-944-4380. Popular Mexican restaurant with potent margaritas, lunch and dinner 7 days. While you can get classic TexMex fare here, explore the menu for seasonal produce and seafood.

Horsefeathers, 94 North Broadway, Tarrytown, 914-631-6606. Keep an eye out for Groucho, Harpo, and Chico as well as favorite authors on the wall mural. This popular gathering spot has had a devoted following since opening in 1981. There's an extensive list of bottled beer, a range of wine, and sidewalk seating in season. A cozy bar area has pub tables where you can sample a selection of finger food. Lunch and dinner.

Hudson Farmer & the Fish(opens in new tab), 11 River Street, Sleepy Hollow, 914-631-8380. Soak up views of the Hudson River from this waterfront restaurant. The menu features seasonal specialties from the restaurant’s own farm, along with a full raw bar, pizza, and seafood classics. Craft beer on tap, good selection of wines to complement the raw bar. Lunch and dinner.

J. P. Doyle’s Restaurant & Public House, 48 Beekman Avenue, Sleepy Hollow, 914-631-3015. Come for the comfort food at this Irish pub in Sleepy Hollow’s business district, stay for the sporting events on 12 high-definition TVs. There’s an outdoor beer garden in warmer weather. It’s a short walk from Philipsburg Manor, the Old Dutch Church, and Sleepy Hollow Cemetery. Lunch and dinner.

Lefteris Gyro 1 North Broadway, Tarrytown, 914-524-9687. Sandwiches and soups, Greek specialties. Small indoor seating area is supplemented by sidewalk seating in good weather. There’s good reason for the lines out the door . . . the food! Open 7 days.

Little B's, 49 Main Street, Tarrytown, 914-631-2228. It's all about the three b's at this Main Street fixture: burgers - bites - bar. The atmosphere is casual, with outside seating in season.

Mint Premium FoodsThe headless horseman sits at a table at Mint restaurant., 19 Main Street, Tarrytown, 914-703-6511. Don’t miss this gourmet food shop where the cuisine defies categorization—it’s mouthwateringly global. At the front counter you'll find an array of cheese and charcuterie, olives, coffees and more. There's seasonal outdoor seating as well as table service at the far end of the counter.

My Tokyo, 31 Main Street, Tarrytown, 914-909-4451. Serves Japanese cuisine with focus on seasonal domestic sushi and Japanese inspired tapas style dishes.

Osaka, 134 Wildey Street, Tarrytown, 914-631-8889. Japanese hibachi and sushi restaurant serving lunch and dinner.

Playa Bowls, 3 Main Street, Tarrytown, 914-481-5483. Playa Bowls is your slice of summer, anytime. Using the freshest, highest quality ingredients, they serve healthy, delicious açaí, pitaya, coconut bowls and smoothies with sustainability and community in mind.

Pik Nik BBQ , 45 Main Street, Tarrytown, 914-631-5600. Smoked meat with lots of delicious sides! Eat-in or take-out.

RiverMarket, 127 West Main Street, Tarrytown, 914-631-3100. American cuisine concentrating on locally sourced meats, vegetables, seafood and cheese. Lunch and dinner 7 days.

Sabrosura Peruana, 62 Beekman Avenue, Sleepy Hollow, 914-400-0020. Traditional Peruvian cuisine to go, limited seating. Ceviches, seafood, pollo a la brasa.

Sailhouse, 238 Green Street, Tarrytown, NY 10562, 914-332-0517. Located in the iconic Washington Irving Boat Club Marina, The Sailhouse is a lively waterfront restaurant and bar with fun vibes and fabulous sunsets. Check the restaurant website for schedule of live music.

Santorini Greek Restaurant, 175 Valley Street, Sleepy Hollow, 914-631-4300. Greek specialties to warm your heart and stick to your ribs.

Sweetgrass Grill, 24 Main Street, Tarrytown, 914-631-0000. Sweetgrass brings to the table a wide array of seasonal and heirloom produce from about a dozen local farms. Casual dining, micro brews on tap and many wines by the glass.

The Taco Club, 31 Beekman Avenue, Sleepy Hollow, 914-909-6151. This vibrant Mexican eatery is renowned for its flavorful tacos. The restaurant also offers a variety of other Mexican specialties, such as quesadillas, burritos, and tortilla bowls, all made with quality ingredients. Lunch and dinner, 7 days.

The Taco Project, 18 Main Street, Tarrytown, 914-909-4455. Tacos, burritos, quesadillas and more in a casual atmosphere. Lunch and dinner.

The Tapp, 17 North Broadway, Tarrytown, 914-418-5454. The Tapp in Tarrytown is a charming neighborhood bar that perfectly captures a relaxed and inviting vibe. The interior features exposed brick walls, warm lighting, and a blend of high-top tables and comfortable seating. Open 7 days for dinner, plus lunch on weekends. There are regular trivia and karaoke nights, live music, and in October, a rotating schedule of seasonal events.

Taqueria la Perla Poblanita, 53 Main Street, Tarrytown, 914-909-2710. This authentic Mexican taqueria serves up traditional favorites like fajitas, burritos, huaraches and sopes.

Taste of China(opens in new tab), 17 Main Street, Tarrytown, 914-332-1625. Eat-in (limited seating) or take-out. Open late on weekends. Popular restaurant offers a variety of regional styles, including vegetarian fare.

Primary Sidebar

Events Calendar

7 events found.
  • Week of October 11
  • Previous week
  • Next week
9:00 am
Irvington Farmers Market
October 11 @ 9:00 am - 1:30 pm

Irvington Farmers Market

Main Street School 101 Main Street, Irvington
Free
10:00 am
The Headless Horseman Files
October 11 @ 10:00 am - 4:15 pm

The Headless Horseman Files

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$25 – $35
TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church
October 11 @ 10:00 am - 11:30 am

TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church

418 North Broadway 418 North Broadway, Sleepy Hollow
$28
11:00 am
Ghost Tours of Tarrytown Music Hall
October 11 @ 11:00 am - 12:00 pm

Ghost Tours of Tarrytown Music Hall

Tarrytown Music Hall 13 Main Street, Tarrytown
$29
Myths & Mysteries of The Octagon House
October 11 @ 11:30 am - 4:00 pm

Myths & Mysteries of The Octagon House

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$38
+ 17 More
11:00 am
Myths & Mysteries of The Octagon House
October 12 @ 11:30 am - 4:00 pm

Myths & Mysteries of The Octagon House

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$38
6:00 pm
The Great Jack O’Lantern Blaze
October 12 @ 6:00 pm - 9:30 pm

The Great Jack O’Lantern Blaze

Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson
$24 – $189
6:00 pm
The Great Jack O’Lantern Blaze
October 13 @ 6:00 pm - 9:30 pm

The Great Jack O’Lantern Blaze

Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson
$24 – $189
6:00 pm
The Great Jack O’Lantern Blaze
October 14 @ 6:00 pm - 9:30 pm

The Great Jack O’Lantern Blaze

Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson
$24 – $189
11:00 am
Myths & Mysteries of The Octagon House
October 15 @ 11:30 am - 4:00 pm

Myths & Mysteries of The Octagon House

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$38
6:00 pm
The Great Jack O’Lantern Blaze
October 15 @ 6:00 pm - 9:30 pm

The Great Jack O’Lantern Blaze

Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson
$24 – $189
Masque of the Red Death at Lyndhurst
October 15 @ 6:00 pm - 9:00 pm

Masque of the Red Death at Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$45
7:00 pm
Peek-a-Boo (An Immersive Hudson Valley Haunt)
October 15 @ 7:30 pm - 9:00 pm

Peek-a-Boo (An Immersive Hudson Valley Haunt)

Bethany Arts Community 40 Somerstown Road, Ossining
$27 – $47
Murder and Mayhem Walking Tour
October 15 @ 7:30 pm - 9:30 pm

Murder and Mayhem Walking Tour

Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow
$60
+ 2 More
10:00 am
The Headless Horseman Files
October 16 @ 10:00 am - 4:15 pm

The Headless Horseman Files

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$25 – $35
11:00 am
Myths & Mysteries of The Octagon House
October 16 @ 11:30 am - 4:00 pm

Myths & Mysteries of The Octagon House

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$38
2:00 pm
Spirits of Sleepy Hollow Country
October 16 @ 2:00 pm - 8:00 pm

Spirits of Sleepy Hollow Country

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$65 – $89
+ 15 More
8:00 am
TaSH Farmers Market
October 17 @ 8:30 am - 1:30 pm

TaSH Farmers Market

Patriots Park Patriots Park, Tarrytown
Free
10:00 am
TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church
October 17 @ 10:00 am - 11:30 am

TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church

418 North Broadway 418 North Broadway, Sleepy Hollow
$28
The Goblin Market
October 17 @ 10:00 am - 3:00 pm

The Goblin Market

Hudson Valley Writers Center 300 Riverside Drive, Sleepy Hollow
Free
The Headless Horseman Files
October 17 @ 10:00 am - 4:15 pm

The Headless Horseman Files

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$25 – $35
Christ Church/San Marcos Annual Fall Fair
October 17 @ 10:00 am - 4:00 pm

Christ Church/San Marcos Annual Fall Fair

Christ Church San Marcos 43 South Broadway, Tarrytown
Free
Warner Library Fall Book Sale
October 17 @ 10:00 am - 5:00 pm

Warner Library Fall Book Sale

Warner Library 121 North Broadway, Tarrytown
Free
11:00 am
Trick-or-Treat Weekend at Lyndhurst
October 17 @ 11:00 am - 4:00 pm

Trick-or-Treat Weekend at Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$5 – $30
Ghost Tours of Tarrytown Music Hall
October 17 @ 11:00 am - 12:00 pm

Ghost Tours of Tarrytown Music Hall

Tarrytown Music Hall 13 Main Street, Tarrytown
$29
Myths & Mysteries of The Octagon House
October 17 @ 11:30 am - 4:00 pm

Myths & Mysteries of The Octagon House

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$38
+ 20 More

Sunday, October 11, 2026

  • October 11, 2026 9:00 am - 1:30 pm
    Irvington Farmers Market
  • October 11 @ 9:00 am - 1:30 pm

    Irvington Farmers Market

    Enjoy live music, river views and a laid-back setting at this small-town Sunday market showcasing the best of what the Hudson Valley has to offer. In season, there's fresh local …

    Free
  • October 11, 2026 10:00 am - 4:15 pm
    The Headless Horseman Files
  • October 11 @ 10:00 am - 4:15 pm

    The Headless Horseman Files

    Four suspects, one missing schoolmaster, and 45 minutes to work out what happened — Sleepy Hollow's whodunit, staged in broad daylight. A guide walks you through the grounds of Philipsburg …

    $25 – $35
  • October 11, 2026 10:00 am - 11:30 am
    TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church
  • October 11 @ 10:00 am - 11:30 am

    TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church

    Embark on a captivating journey through the rich history of Sleepy Hollow, where the echoes of colonial America come to life. Join our local historical society for a 90-minute immersive walking tour, …

    $28
+ 17 More

Monday, October 12, 2026

  • October 12, 2026 11:30 am - 4:00 pm
    Myths & Mysteries of The Octagon House
  • October 12 @ 11:30 am - 4:00 pm

    Myths & Mysteries of The Octagon House

    A Halloween-season guided tour at the Armour-Stiner Octagon House, Irvington, NY For generations, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends, and this fall its guides are opening …

    $38
  • October 12, 2026 6:00 pm - 9:30 pm
    The Great Jack O’Lantern Blaze
  • October 12 @ 6:00 pm - 9:30 pm

    The Great Jack O’Lantern Blaze

    More than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs, a working carousel, a planetarium built entirely of glowing gourds, and the Headless Horseman riding out of the dark. Arches, tunnels, and clearings open …

    $24 – $189

Tuesday, October 13, 2026

  • October 13, 2026 6:00 pm - 9:30 pm
    The Great Jack O’Lantern Blaze
  • October 13 @ 6:00 pm - 9:30 pm

    The Great Jack O’Lantern Blaze

    More than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs, a working carousel, a planetarium built entirely of glowing gourds, and the Headless Horseman riding out of the dark. Arches, tunnels, and clearings open …

    $24 – $189

Wednesday, October 14, 2026

  • October 14, 2026 6:00 pm - 9:30 pm
    The Great Jack O’Lantern Blaze
  • October 14 @ 6:00 pm - 9:30 pm

    The Great Jack O’Lantern Blaze

    More than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs, a working carousel, a planetarium built entirely of glowing gourds, and the Headless Horseman riding out of the dark. Arches, tunnels, and clearings open …

    $24 – $189

Thursday, October 15, 2026

  • October 15, 2026 11:30 am - 4:00 pm
    Myths & Mysteries of The Octagon House
  • October 15 @ 11:30 am - 4:00 pm

    Myths & Mysteries of The Octagon House

    A Halloween-season guided tour at the Armour-Stiner Octagon House, Irvington, NY For generations, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends, and this fall its guides are opening …

    $38
  • October 15, 2026 6:00 pm - 9:30 pm
    The Great Jack O’Lantern Blaze
  • October 15 @ 6:00 pm - 9:30 pm

    The Great Jack O’Lantern Blaze

    More than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs, a working carousel, a planetarium built entirely of glowing gourds, and the Headless Horseman riding out of the dark. Arches, tunnels, and clearings open …

    $24 – $189
  • October 15, 2026 6:00 pm - 9:00 pm
    Masque of the Red Death at Lyndhurst
  • October 15 @ 6:00 pm - 9:00 pm

    Masque of the Red Death at Lyndhurst

    This October, Lyndhurst Mansion transforms into Prince Prospero’s abbey for an immersive theater experience drawn from Edgar Allan Poe’s The Masque of the Red Death. As a guest of Prospero, …

    $45
+ 2 More

Friday, October 16, 2026

  • October 16, 2026 10:00 am - 4:15 pm
    The Headless Horseman Files
  • October 16 @ 10:00 am - 4:15 pm

    The Headless Horseman Files

    Four suspects, one missing schoolmaster, and 45 minutes to work out what happened — Sleepy Hollow's whodunit, staged in broad daylight. A guide walks you through the grounds of Philipsburg …

    $25 – $35
  • October 16, 2026 11:30 am - 4:00 pm
    Myths & Mysteries of The Octagon House
  • October 16 @ 11:30 am - 4:00 pm

    Myths & Mysteries of The Octagon House

    A Halloween-season guided tour at the Armour-Stiner Octagon House, Irvington, NY For generations, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends, and this fall its guides are opening …

    $38
  • October 16, 2026 2:00 pm - 8:00 pm
    Spirits of Sleepy Hollow Country
  • October 16 @ 2:00 pm - 8:00 pm

    Spirits of Sleepy Hollow Country

    Sleepy Hollow has more ghosts than the Horseman. Two illusionists intend to get them talking. Mark Clearview and Nick Wallace return to Philipsburg Manor this October with an original magic show built around the spirits …

    $65 – $89
+ 15 More

Saturday, October 17, 2026

  • October 17, 2026 8:30 am - 1:30 pm
    TaSH Farmers Market
  • October 17 @ 8:30 am - 1:30 pm

    TaSH Farmers Market

    Stop by TaSH — the Tarrytown and Sleepy Hollow Farmers Market — for fresh Hudson Valley produce, meat, bread, cut flowers, dairy, preserves, wine and beer. There are weekly live music performances, children's activities, chef demos, and ongoing educational programs, plus weekly free samplings. Well-behaved dogs are welcome, provided your pooch is leashed. TaSH is …

    Free
  • October 17, 2026 10:00 am - 11:30 am
    TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church
  • October 17 @ 10:00 am - 11:30 am

    TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church

    Embark on a captivating journey through the rich history of Sleepy Hollow, where the echoes of colonial America come to life. Join our local historical society for a 90-minute immersive walking tour, …

    $28
  • October 17, 2026 10:00 am - 3:00 pm
    The Goblin Market
  • October 17 @ 10:00 am - 3:00 pm

    The Goblin Market

    Hudson Valley Writers Center opens its historic building for an October pop up with local artists and creators! Drop in for artwork, crafts, and other goods from Sleepy Hollow creators. Make a Day of It The Goblin Market runs 10 AM–3 PM, so it pairs easily with other free shopping events happening the same day …

    Free
+ 20 More
View Calendar

Recent Posts

  • The Legend of Sleepy Hollow and Local Lore
  • Sleepy Hollow Music Festival
  • SUP Witches Festival
  • The Headless Horseman Files
  • Fall Crafts at Lyndhurst

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