Enjoy this content as part of Julia B. Fee Sotheby’s Inside The Community series.
Nestled along the banks of the Hudson River, Tarrytown, NY, is a village that beautifully blends its storied past with modern-day allure. Founded in the late 17th century, Tarrytown played a vital role in early American history, becoming a bustling riverfront hub for trade and travel. Known for its connection to Washington Irving’s legendary tale “The Legend of Sleepy Hollow,” the village has long attracted those drawn to its scenic beauty and rich folklore. Today, Tarrytown remains a sought-after destination for those looking to enjoy its vibrant cultural offerings, historic charm, and easy access to Manhattan, just 25 miles to the south.
Here are some of the best places to eat, shop, and experience the local culture in Tarrytown:
Dining
RiverMarket Bar and Kitchen
127 W Main St, Tarrytown
Overlooking the Hudson River, RiverMarket Bar and Kitchen offers a dining experience focused on sustainable and locally sourced ingredients. The restaurant prides itself on using produce from the Hudson Valley’s abundant farms, as well as sustainably raised meats and fresh seafood. Guests can savor dishes like wood-fired flatbreads, handmade pastas, and fresh-caught fish while enjoying sweeping river views. With its rustic-chic décor and warm ambiance, RiverMarket is a favorite for locals and visitors alike, offering a taste of the region’s best flavors.
The Sailhouse
238 Green St, Tarrytown
For those seeking a relaxed waterfront dining experience, The Sailhouse is a must-visit. Located at the Tarrytown Marina, this casual eatery serves a menu of seafood favorites and American classics, from crispy calamari to lobster rolls. With its expansive outdoor seating, diners can enjoy meals against the backdrop of sailboats and stunning sunsets over the Hudson. The laid-back atmosphere, combined with fresh, delicious dishes, makes The Sailhouse a popular spot for lunch, dinner, or weekend brunches during the warmer months.
Culture
Tarrytown Music Hall
13 Main St, Tarrytown
As the oldest theater in Westchester County, Tarrytown Music Hall has been an iconic cultural destination since 1885. This beautifully restored Victorian venue hosts a wide array of performances, from live concerts and stand-up comedy to dance and theater productions. Its stunning architecture, featuring ornate details and a grand stage, provides an intimate setting for guests to enjoy world-class entertainment. Throughout the year, the Music Hall draws both renowned performers and local talent, making it a cornerstone of Tarrytown’s arts scene.
Shopping
Pretty Funny Vintage
80 S Broadway, Tarrytown
For a shopping experience filled with nostalgia and whimsy, Pretty Funny Vintage is a treasure trove of unique finds. The shop is known for its carefully curated collection of vintage home décor, quirky gifts, and locally crafted goods. Each visit feels like a new adventure, with antique furniture, retro kitchenware, and eclectic accessories that tell stories from the past. Whether you’re hunting for a one-of-a-kind statement piece or a charming memento from your time in Tarrytown, this boutique offers plenty of options to delight.
Sleepy Hollow Bookshop
95 Beekman Ave Store # 3, Sleepy Hollow
Book lovers find a haven at Sleepy Hollow Bookshop, an independent bookstore nestled in Sleepy Hollow. This cozy space is filled with carefully selected books spanning various genres, from bestsellers to hidden literary gems. The shop’s knowledgeable staff are always ready with thoughtful recommendations, making it easy to discover your next favorite read. Sleepy Hollow Bookshop also hosts author events, readings, and workshops throughout the year, adding a special touch of community engagement to the village’s literary scene.
Seasonal Events
Ghost Tours at Tarrytown Music Hall
13 Main St, Tarrytown
Tarrytown’s rich history comes to life in a whole new way during the spooky season with Ghost Tours at the Tarrytown Music Hall. Known as one of the most haunted places in the Hudson Valley, the Music Hall invites brave visitors to explore its shadowy corners and hear chilling tales of paranormal activity. Guided by local historians, the tours delve into the building’s eerie past, from spectral sightings to mysterious happenings that continue to baffle guests. These tours are a popular attraction during the fall, providing a thrilling way to experience the town’s legendary connection to the supernatural.
From riverside dining and historic venues to charming shops and seasonal adventures, Tarrytown, NY, offers a perfect blend of past and present for residents and visitors to enjoy.
