Escape to Tarrytown/Sleepy Hallow for a Frightful Halloween 2018

Escape to Tarrytown/Sleepy Hallow for a Frightful Halloween 2018

Courtesy Washington Irving

Tarrytown/Sleepy Hollow offers the perfect complement of history, dining, shopping and nature. In October, Halloween reigns supreme with spooky tours, hayrides and immersive headless horsemen experiences in iconic haunted houses.

What to Eat

The small towns offer a solid mix of culinary options, from lofty eats to barbecue. The Twisted Oak is a small, sophisticated bistro that prepares Italian-influenced, locally sourced American cuisine including duck lasagna and Seabass. The more relaxed farm-to-table spot Sweet Grass Grill serves seasonal food right in the heart of Tarrytown. The restuarant prides itseslf in its relationships with about a dozen local farms, all which influences the menu week to week depending on the daily harvests. For those looking for a more meat-friendly expereince there's Pik Nik BBQ, a no frills down home barbecue eatery known for its wood-smoked brisket, sweet potato wedges and collard greens.

Where to Shop

Tarrytown/Sleepy Hollow has been a hotspot for years: It hugs the Hudson River and has fun, unusual shopping options, from hard-to-find books to cool consignment treasures. Bella’s Boutique, a quaint boutique is filled with a wide array of affordable and eclectic jewelry, women’s apparel, accessories and gifts. For the more high-end thrifter, there’s Trilogy Consignment which provides a balanced selection of secondhand women’s apparel and accessories from Chanel, Ferragamo and Hermes to name a few, as well as vintage styles from the 1920s-1980s, modern items and a curated selection of handmade items. Rutheny Jewelrys owner and designer Jennifer Rutheny is a master jeweler with over 25 years of experience, specializing in sculpting, stone setting, hand-carved jewelry and more. 


Courtesy Lyndhurst Mansion

Where to Drink

Tarrytown and Sleepy Hollow’s bar scene offers a diverse selection of watering holes. Microbreweries have found a popular home here, offering creative beer flavors. Comfy taverns are also abundant, and pair river views with strong cocktails. Bridge View Tavern is a family owned and operated restaurant located in Sleepy Hollow with Hudson River views. It features a rotating selection of American craft beers, so enjoy a pint or sample from its eighteen beers on tap. The Oath, gastropub offering beer battered chicken and waffles and eight different varieties of fries pairs that with 100 bottled beers as well as 20 beers on tap so you can kick back and enjoy a game on the large TV above the bar. The Tapp is another neighborhood bar that brings together gourmet bar bites with craft cocktails and brews, plus TVs and affordable happy hour deals.

Things to Do

These Halloween-centric villages make the perfect day trip from Midtown. Visit this month and enjoy the headless horseman ride experience that happens every weekend. A must-see attraction is also the Washington Irving’s Sunnyside estate. Visit the home of America’s “founding father of literature” and hear about his storied past and how he came to be America’s first internationally famous author best remembered now for The Legend of Sleepy Hollow and other short stories. Make sure to make time to visit the beautiful Lyndhurst mansion, also known as the Jay Gould estate, a Gothic Revival country house that sits in its own 67-acre park beside the Hudson River.

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