September 5, 2024 —Located along the scenic shores of the Hudson River, the village of Sleepy Hollow offers a charming blend of history, culture, and natural beauty. For residents of Kendal on Hudson, this picturesque village serves as an ideal backdrop for exploration and leisure right outside their front doors.
From quaint shops and captivating attractions to delectable dining options, there’s no shortage of fun things to do in Sleepy Hollow, NY.
Explore Historical Sites and Landmarks
Sleepy Hollow is full of interesting historical sites and landmarks. The next time you plan a day out in Sleepy Hollow, you may want to schedule a stop at one of these places:
Sleepy Hollow Cemetery
Start your historical odyssey with a visit to the Sleepy Hollow Cemetery, a tranquil sanctuary where time seems to stand still amid the hallowed grounds. Wander among the weathered tombstones and ancient trees, pausing to pay homage to the illustrious figures interred here, including the renowned author Washington Irving and philanthropist Andrew Carnegie.
Their legacies are etched into the very fabric of Sleepy Hollow’s identity, making this sacred space a poignant reminder of the village’s esteemed heritage.
Philipsburg Manor
Transport yourself to another era as you embark on a journey through Sleepy Hollow’s storied past, immersing yourself in the rich tapestry of its historical sites and landmarks.
Explore Philipsburg Manor, a meticulously preserved Colonial-era estate that offers a captivating glimpse into life in 17th-century America. Marvel at the meticulously restored buildings and a working farm, where costumed interpreters bring history to life through demonstrations and interactive exhibits.
Old Dutch Church
No tour of Sleepy Hollow’s historical landmarks would be complete without a pilgrimage to the Old Dutch Church, immortalized in Irving’s timeless tale, “The Legend of Sleepy Hollow.” Step inside this venerable sanctuary and behold its rustic beauty, where weathered gravestones and gnarled oaks bear witness to centuries of history.
Feel the weight of legend and lore as you stand in the same hallowed halls where Ichabod Crane once sought refuge from the Headless Horseman, and let your imagination soar amidst the echoes of the past.
Shop Until You Drop
Treat yourself to a delightful shopping excursion amidst the quaint charm of Sleepy Hollow’s boutique-lined streets and the neighboring Tarrytown. Immerse yourself in the allure of yesteryear as you peruse the eclectic array of shops and boutiques in both these historic and picturesque locations.
Whether you’re searching for unique gifts, artisanal goods, or simply enjoying a leisurely day out, the combined shopping experience of Sleepy Hollow and Tarrytown offers something special for every visitor.
From the moment you step foot into these inviting establishments, you’ll find yourself captivated by the treasure trove of unique finds and one-of-a-kind items that await.
Pretty Funny Vintage
Welcome to Pretty Funny Vintage, a whimsical treasure trove of vintage finds and quirky curiosities in Sleepy Hollow. As you step through the doors of this charming boutique, you’ll be transported to a bygone era, where nostalgia meets modern whimsy in every corner.
Pretty Funny Vintage specializes in curating a unique collection of vintage clothing, accessories, and home decor that celebrates the beauty of the past with a playful twist. From retro dresses and funky hats to kitschy knickknacks and one-of-a-kind furnishings, the eclectic inventory offers something for every vintage enthusiast and curious collector alike.
Rutheny Jewelry
Welcome to Rutheny Jewelry, where timeless elegance meets modern sophistication in Tarrytown, NY, less than 5 minutes away from Sleepy Hollow. Nestled amid the charming streets of this village, Rutheny Jewelry offers a curated selection of exquisite pieces that capture the essence of luxury and style.
Sleepy Hollow Bookshop
Whether you’re seeking an immersive novel to escape into, a thought-provoking nonfiction work to expand your horizons or a whimsical picture book to share with your little ones, Sleepy Hollow Bookshop has something for everyone. The knowledgeable staff is always on hand to offer recommendations and assist you in finding the perfect read for any occasion.
But Sleepy Hollow Bookshop is more than just a bookstore—it’s a community hub where book lovers come together to connect, discover, and share their passion for literature. The shop has events like author signings, book clubs, and other events that bring readers and writers together in celebration of the written word.
The Horseman’s Shop
Step inside this cozy store and discover a treasure trove of souvenirs that pay homage to Sleepy Hollow’s rich history and folklore. From iconic landmarks like the Headless Horseman Bridge to beloved characters from Washington Irving’s timeless tales, The Horseman’s Shop collection showcases a variety of items that are sure to evoke fond memories of your visit to Sleepy Hollow.
Whether you’re searching for a unique gift to bring back home or simply looking to commemorate your time in Sleepy Hollow, it has something for everyone. Choose from a range of items, including T-shirts, magnets, postcards, ornaments, and more, all featuring exclusive designs that capture the spirit of this enchanting village.
Bella’s Boutique
From flattering dresses and stylish tops to statement accessories and must-have shoes, the inventory is thoughtfully selected to cater to the diverse tastes and preferences of the clientele. Whether you’re searching for the perfect outfit for a special event or simply looking to refresh your wardrobe with the latest trends, Bella’s Boutique has everything you need to elevate your style game.
As you meander around Tarrytown or make your way to Sleepy Hollow, you can take delight in the eclectic mix of shops offering everything from stylish fashion and home decor to rare books and whimsical gifts.
Whether you’re on the hunt for a special souvenir to commemorate your visit or simply browsing for inspiration, each storefront beckons with the promise of discovery and delight. So go ahead, indulge in a little retail therapy, and let Sleepy Hollow’s charming shops and boutiques enchant you with timeless allure.
Immerse Yourself in Arts and Culture
Immerse yourself in the dynamic arts scene of Sleepy Hollow, where galleries, theaters, and cultural institutions converge to ignite the imagination and stir the soul. Discover a world of creativity and expression as you explore the vibrant array of artistic offerings that grace this picturesque village.
Tarrytown Music Hall
Step into the hallowed halls of the Tarrytown Music Hall, a historical theater that stands as a beacon of cultural significance in the community.
Here, you can experience the magic of live performances ranging from captivating concerts and stirring plays to delightful events that showcase the talents of local and international artists.
With a diverse lineup of shows throughout the year, there’s always something new and exciting to experience at this beloved venue.
Hudson Valley Museum of Contemporary Art (MOCA)
For a dose of contemporary artistry, venture to the Hudson Valley MOCA, where cutting-edge exhibits challenge perceptions and inspire dialogue. Marvel at thought-provoking works by emerging and established artists whose innovative creations push the boundaries of artistic expression and invite viewers to explore new realms of possibility.
With rotating exhibitions that showcase the best of contemporary art, the center serves as a dynamic hub for cultural enrichment and artistic discovery.
Indulge in Culinary Delights
Embark on a delicious journey through the diverse culinary landscape of Sleepy Hollow, where a wealth of dining establishments awaits to tantalize your taste buds and satisfy your cravings.
Whether you’re in the mood for a casual bite or an upscale dining experience, this charming village offers an array of options to suit every palate and preference.
Horsefeathers
This charming cafe offers a cozy atmosphere and a menu filled with delicious breakfast and lunch options. From fluffy pancakes and gourmet omelets to hearty sandwiches and salads, Horsefeathers is the perfect spot to start your day or enjoy a leisurely meal with friends.
Bridgeview Tavern
Situated along the Hudson River, Bridgeview Tavern offers stunning waterfront views and a diverse menu of American classics with a twist. Enjoy juicy burgers, fresh seafood, and craft beers on the outdoor patio while taking in the scenic beauty of the river.
Hudson Anchor Seafood & Grill
Craving fresh seafood? Look no further than Hudson Anchor Seafood & Grill. This local favorite serves up an array of seafood dishes, including lobster rolls, clam chowder, and fish tacos, all prepared with the freshest ingredients and expert culinary techniques.
Coffee Labs Roasters
Start your day on the right foot with a cup of freshly brewed coffee from Coffee Labs Roasters. This artisanal coffee shop takes pride in sourcing the finest beans from around the world and roasting them to perfection, resulting in rich, flavorful coffee that will fuel your day.
J.P. Doyle’s Restaurant & Public House
Experience the warm hospitality of an Irish pub at J.P. Doyle’s Restaurant & Public House. This lively establishment offers a menu of traditional Irish fare, including shepherd’s pie, bangers and mash, and corned beef and cabbage, as well as an extensive selection of beers on tap.
Los Andes Bakery
Los Andes Bakery is a hidden gem in Sleepy Hollow, NY, offering a delightful array of Latin American pastries, breads, and treats. As you step through the doors of this cozy bakery, you’re greeted by the warm aroma of freshly baked goods and the inviting sight of colorful displays brimming with tempting treats.
Whatever you’re in the mood for, Sleepy Hollow invites you to embark on a culinary adventure that’s sure to delight. From casual cafes to upscale eateries, this charming village offers a culinary experience that celebrates the region’s rich flavors and culinary traditions, ensuring a memorable dining experience for every palate.
Vibrant Retirement at Kendal on Hudson
Sleepy Hollow has so much to offer Kendal on Hudson residents. It’s always fun to go out for the day to mix and mingle with local community members. To learn more about Kendal on Hudson and the exciting lifestyle you can lead here, give us a call at 833-235-5850 today. Let us help you discover the joys of living in this vibrant and historical village in the Hudson Valley.