Tarrytown(United States) Travel 2026: Cheap Flights, Hotels & Top Attractions

For first-time visitors, the Tarrytown Village District is the ideal area to stay, offering easy access to key attractions like the Sleepy Hollow Cemetery and Sinner's Gate Park. The Tarrytown Inn, a boutique hotel with colonial-era charm, features a rooftop terrace overlooking the Hudson River and serves locally sourced breakfasts.

Another top choice is the Hudson Riverfront Lodge, which offers modern rooms with panoramic views of the river and direct walking paths to the Tarrytown Music Hall. Both accommodations provide excellent proximity to dining, shopping, and historic sites, making them perfect for travelers seeking comfort and convenience while exploring the region’s rich heritage.

The Hudson Riverview Residences in Tarrytown offers the most breathtaking views of the Hudson River. Located directly on the waterfront, each room features floor-to-ceiling windows that frame the ever-changing river vistas—perfect for watching sunrises over the Palisades or evening reflections from the city skyline.

Housed in a repurposed 19th-century warehouse, the hotel blends industrial architecture with contemporary elegance. Guests enjoy access to a rooftop garden, a riverside café, and a private dock for kayaking. Free bicycle rentals allow easy exploration of the scenic Hudson River Greenway. This unique blend of history, design, and nature makes it the top choice for scenic stays in Tarrytown.

In Tarrytown, one must visit the Sleepy Hollow Historical Museum, where you can explore original manuscripts and artifacts tied to Washington Irving’s creation of "The Legend of Sleepy Hollow." The museum hosts "Ghost Story Nights" featuring live readings of classic tales, creating an immersive, spine-tingling atmosphere.

Another highlight is the annual Tarrytown Pumpkin Festival, held each autumn, featuring giant pumpkin carvings, local crafts markets, and traditional lion dances. For a deeper connection to local life, join a Hudson River Fishing Workshop led by veteran fishermen who teach traditional angling techniques and ecological awareness. These experiences offer authentic insight into Tarrytown’s literary legacy and rural heritage.

Tarrytown’s nightlife centers around intimate bars and jazz lounges. The Black Cat Jazz Lounge, located in the downtown district, hosts nightly performances by local jazz ensembles in a dimly lit, cozy setting with wooden stools and craft cocktails.

Another popular venue is the Riverbank Brew House, a riverside beer hall with an outdoor deck overlooking the Hudson River. It offers house-brewed ales and hearty American fare, plus weekend poetry readings and indie music nights that attract local artists and creatives.

While not flashy, Tarrytown’s evening scene thrives on atmosphere and authenticity—ideal for travelers seeking quiet evenings with a touch of culture and charm.

Must-try local dishes in Tarrytown include Hudson River Salmon Risotto, made with freshly caught salmon, local rice, and fresh herbs—rich and delicately seasoned. Another highlight is the Sleepy Hollow Pumpkin Pie, crafted from locally grown orange pumpkins, sweet yet balanced, especially popular during fall festivals.

Visit Old Oak Diner for a classic American breakfast: their signature "Sunrise Pancakes" come topped with maple syrup and fresh berries. Every month, the Tarrytown Farmers Market—held on the first Saturday—brings together local growers and artisans offering handmade breads, cheeses, honey, and seasonal produce, offering a true taste of regional cuisine.

The best time to visit Tarrytown is from spring to early autumn (April to October). During this period, the weather is mild, and the Hudson River valley offers stunning scenery perfect for hiking, biking, and riverside picnics.

Spring brings blooming gardens at Tarrytown Gardens, with cherry blossoms and tulips in full display. Summer hosts outdoor concerts and theater performances, including the annual Tarrytown Theater Festival. Fall (September–October) is especially magical, with vibrant foliage and festive events like the Pumpkin Festival and Halloween-themed celebrations.

While winter is cold, some hotels offer cozy fireplace suites and snow-view packages, ideal for those seeking a quiet retreat. Avoid peak winter months for optimal experience.