A Perfect Day in Sleepy Hollow: Where to Eat, Explore & Relax
Sleepy Hollow offers more than a legendary tale. It is where rich history, riverside beauty, and culinary delights combine for a day you won’t forget. This peaceful corner of the Hudson Valley welcomes you with iconic sights, walkable downtowns, and a cozy atmosphere perfect for unwinding. Plan your day from sunrise to sunset as you uncover these Sleepy Hollow, NY, tourist attractions.
Breakfast
Start your day off right with a delicious breakfast at the Hudson Bistro located within the Sleepy Hollow Hotel. Reservations are required, so make them in advance, and your table will be ready when you arrive. Choose from the three-egg omelet, challah French toast, or buttermilk pancakes. If you're craving something simpler, order two eggs any style or stick with fruit and cereal.
Sometimes a sit-down breakfast doesn’t fit into your schedule. That’s where Horseman Bagels comes in, located 2 miles from the hotel. It’s popular with visitors and locals alike for its grab-and-go convenience. The menu features a rotating selection of artisan-style bagels with unique flavors. Grab a bagel sandwich and a coffee as you head out for your day in Sleepy Hollow.
Sightseeing
With breakfast complete, it is time to head out for a day of adventure. Sleepy Hollow and Tarrytown are rich in culture and history. You won’t be able to see all of the Sleepy Hollow, NY, attractions in one day, but you can choose the sights that interest you most. See how some of America’s most famous families lived by touring Kykuit and Lyndhurst Mansion. Learn about the history of Sleepy Hollow and its residents when visiting the Old Dutch Church, Sleepy Hollow Cemetery, and Philipsburg Manor. Take in stunning views of the Hudson River during a tour of the Tarrytown Lighthouse. Visiting Washington Irving’s Sunnyside gives you a glimpse into the life of the legendary author behind The Legend of Sleepy Hollow.
Some of these sites have seasonal or limited hours, so it is best to check their website before visiting. You may also need to purchase tickets in advance to join a tour.
Lunch
Take a break from exploring and get off your feet as you enjoy a light lunch. The Casaletto Pizzeria is a great lunch option. You could order a slice of pizza or a freshly made sub sandwich. The Coco Taqueria is another option that serves Mexican dishes. Grass Roots Kitchen features vegan and gluten-free plates for those with special dietary needs. Highlights include the cilantro-lime seared salmon fillet, oyster mushroom po’boy, and Philly "cheese steak" burrito. All of these places are less than 10 minutes from the hotel, so they are easily accessible if you decide not to go out exploring in the morning.
For a unique experience, order your lunch to go and eat it outside, picnic style. Pierson Park, Kingsland Point Park, and Tarrytown Riverwalk Park all offer beautiful settings for a relaxing outdoor meal.
Shopping
After lunch, take a stroll through downtown Tarrytown and Sleepy Hollow. There are plenty of shops and boutiques to explore and pick up souvenirs to take home. Bella’s Boutique and Headless Horseman Gifts are great places to find eclectic gifts and unique jewelry pieces that have a Sleepy Hollow theme. The Horseman's Shop has souvenirs that let you bring the charm of Sleepy Hollow home. Stop by the big yellow house on Broadway to check out Pretty Funny Vintage and Sleepy Hollow Souvenirs. Find quirky gifts at The Purple Ostrich. Browse the impressive literary collection at the Sleepy Hollow Bookshop. Even pets can get in on the shopping, swing by Bark & Meow, and grab a special treat for your furry friend. All of these places are within a 20-minute drive from the Sleepy Hollow Hotel, making them easy to visit.
Dinner
After working up an appetite shopping, dinner is next up on your itinerary. A reservation at Hudson Bistro is the ideal place for a delicious meal. Settle into the upscale yet comfortable ambiance as you relive the day’s experiences with friends and family. The menu has something for everyone, from light bites to hearty entrées. The pan-seared salmon, 12-hour brisket, and panko-crusted chicken breast are popular dishes. If you're in the mood for something different, Mint offers sophisticated Mediterranean fare made with seasonal ingredients.
Evening
After dinner, experience some of the Sleepy Hollow nightlife with a drink at the Hudson Bistro’s bar. Sip wine by the glass or try one of the signature mixed drinks. If bars aren’t your thing, wind down in the sauna or take a swim in the indoor pool at the Sleepy Hollow Hotel. Take a peaceful stroll through the hotel’s 11 acres of beautifully landscaped grounds. The Tapp is another popular spot for drinks with a lovely hometown feel. The bar hosts themed nights and events, creating a lively atmosphere.
Plan the Perfect Sleepy Hollow Getaway
With so much to see, taste, and enjoy, one day in Sleepy Hollow only leaves you wanting more. Discover local flavor, take in the sights, and unwind in a setting that invites you to slow down and savor it all. When you're ready to turn a perfect day into a peaceful overnight stay, your room is waiting. The Sleepy Hollow Hotel offers upscale accommodations that are ideal for recovering from your day of sightseeing and shopping in Sleepy Hollow.
Book your stay at the Sleepy Hollow Hotel and plan your unforgettable getaway.