Find hotels in Sleepy Hollow, NY from $105

Top reasons to visit Sleepy Hollow

• Historic Charm: Sleepy Hollow is steeped in history, offering attractions like the famous Sleepy Hollow Cemetery and the Old Dutch Church.
• Outdoor Adventures: Enjoy scenic parks and nature preserves perfect for hiking, picnicking, and exploring the local flora and fauna.
• Seasonal Festivities: The Halloween season brings exciting themed events that celebrate the town's legendary lore.
• Vibrant Local Scene: Explore shopping areas, theaters, and dining options that reflect the town's lively atmosphere.
• Welcoming Accommodations: Choose from cozy bed & breakfasts to stylish hotels, catering to all types of travelers.

Find great hotels near Sleepy Hollow

Discover the charm of Sleepy Hollow with a variety of accommodation options to suit every traveler. From cozy bed & breakfasts to well-equipped hotels, enjoy a welcoming atmosphere that caters to business travelers, pet owners, and the LGBTQIA community. Whether you're seeking a comfortable guest room or a stylish hotel room, Sleepy Hollow's lodging choices provide the perfect base for your adventures in this historic village.

• Empire Hotel: Empire Hotel is a 4-star lodging option located in the heart of the city, 23 miles from Sleepy Hollow. This family-oriented, pet-friendly hotel is perfect for travelers seeking a vibrant urban experience. Families will appreciate the thoughtful amenities for children, including free cribs and safety features like window guards and pool gates. Additionally, the hotel welcomes pets with specific policies that allow dogs and cats, ensuring a comfortable stay for all family members. With its city-centered location, Empire Hotel offers easy access to local attractions and activities, making it a great choice for a fun-filled vacation.
• Hotel Belleclaire: Hotel Belleclaire, a 4-star hotel with an impressive guest rating of 9.0, is situated 22 miles from Sleepy Hollow in a bustling shopping district. This boutique-style hotel combines unique decor and artistic influences to create an inviting atmosphere for guests. Ideal for shopping enthusiasts and pet owners alike, the hotel has a pet policy that allows certain pets on site. The beautifully designed rooms and personalized service make for a memorable stay, ensuring that guests enjoy both comfort and style during their visit.
• Arthouse Hotel New York City: Arthouse Hotel New York City is a 4-star accommodation boasting a guest rating of 8.8, located 22 miles from Sleepy Hollow. This hotel appeals to families and pet lovers, featuring amenities such as complimentary cribs and a pet-friendly policy that includes provisions for food and water bowls. Nestled in the shopping district, the hotel offers guests a blend of comfort and convenience, with easy access to local shops and attractions. The eclectic atmosphere and thoughtful amenities make it a fantastic choice for those looking to explore the city while enjoying a cozy stay.

Where to stay in Sleepy Hollow

Sleepy Hollow, New York, offers a delightful escape for outdoor enthusiasts and families alike. Explore the charming village known for its peaceful atmosphere, perfect for romantic getaways. Nearby, you'll find vibrant nightlife options and friendly neighborhoods that enhance your experience. Whether you're wandering through scenic parks or enjoying local dining, Sleepy Hollow promises a memorable vacation filled with relaxation and adventure.

• Tarrytown: Nestled along the scenic banks of the Hudson River, Tarrytown is a charming city that shares its borders with Sleepy Hollow. This vibrant locale is known for its family-friendly atmosphere and offers a delightful mix of outdoor activities and cultural experiences. Visitors can enjoy shopping at various boutiques, catch a performance at the local theater, or explore historic sites that punctuate the area. Highlights include the picturesque waterfront and the historic district, where you can stroll through quaint streets and admire beautiful architecture.
• Pocantico Hills: Just a mile from Sleepy Hollow, Pocantico Hills is a quaint village that offers a serene escape for nature enthusiasts and families alike. This area sees a seasonal influx of visitors, especially during the spring and summer months. Explore the stunning landscapes of nearby parks, visit historic sites, or take a leisurely walk around the lake. Pocantico Hills is also home to cultural attractions, making it a perfect spot for a day trip filled with outdoor exploration and educational experiences.
• Elmsford: Located three miles away from Sleepy Hollow, Elmsford is a bustling city that boasts a diverse array of activities for families and culture enthusiasts. With a vibrant arts scene, visitors can enjoy performances at local theaters and arts centers. Elmsford also features shopping areas that cater to various tastes. Sports fans will appreciate the nearby stadiums and venues that host exciting events throughout the year. The city’s welcoming atmosphere and range of attractions make it a fun destination to explore.

Things to do near Sleepy Hollow

Sleepy Hollow offers a delightful blend of outdoor activities, ideal for family and romantic getaways. Visitors can explore shopping areas and theaters, making the most of the vibrant local scene. Notably, the Halloween season brings additional excitement, with themed events and attractions that celebrate the town's legendary lore. Whether you're looking to shop, enjoy performances, or immerse yourself in seasonal festivities, Sleepy Hollow has something for everyone.

Shopping

In Sleepy Hollow, you can explore charming local shops like The Sleepy Hollow Gift Shop for unique souvenirs. If you're up for a drive, head to the nearby Westchester Mall for a wider selection of popular brands and dining options to enhance your shopping experience.

Recreation

Experience the luxury of the Metropolitan Club and University Club, both offering exclusive amenities and serene atmospheres just 23 miles from Sleepy Hollow. For golf enthusiasts, The Golf Club at Mansion Ridge, located 22 miles away, provides a beautiful course surrounded by nature, perfect for relaxation and recreation.

Adventure

Explore the scenic trails of the Sleepy Hollow State Park, where hiking and birdwatching await. Experience the thrill of kayaking on the Hudson River, or embark on a spooky tour of the infamous Headless Horseman Bridge and the historic Sleepy Hollow Cemetery for an unforgettable adventure.

Nightlife

Sleepy Hollow offers a charming nightlife scene. The Sleepy Hollow Brewery provides a cozy atmosphere with craft beers, while nearby, the Tarrytown Music Hall hosts live performances. For a unique experience, explore the local ghost tours that blend history and mystery under the stars.

Booking tips and Expedia advantages for Sleepy Hollow

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Sleepy Hollow are January to March, where the prices are slightly lower. This is in comparison to September to October and December, where prices are slightly higher.
• The best time to book a hotel: Book your hotel in Sleepy Hollow about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Sleepy Hollow is Sunday. The most expensive day to stay in Sleepy Hollow is Saturday.
• Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your options based on your budget, desired location, and preferred hotel style. For the best prices and deals, simply sort the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your hotel stay in Sleepy Hollow with your flights and activities through an Expedia package deal.

Find the best attractions in Sleepy Hollow

Sleepy Hollow, New York, is perfect for outdoor adventures, family outings, and romantic getaways. Visitors can explore a variety of attractions, including urban parks, nature preserves, and historic buildings. Whether you're seeking outdoor activities, cultural experiences, or family-friendly fun, Sleepy Hollow offers something for everyone to enjoy during their vacation.

• Tarrytown Lighthouse: Explore the charm of this historic lighthouse, which stands as a beacon of maritime history. Offering stunning views of the Hudson River, it's a perfect spot for photography and a leisurely stroll along the waterfront.
• Old Dutch Church of Sleepy Hollow: Step back in time at this beautiful church, known for its rich history and stunning architecture. The serene atmosphere and historical significance make it a captivating place for reflection and exploration.
• Philipsburg Manor: Discover this historic site that showcases 18th-century life along the Hudson River. With interactive exhibits and guided tours, Philipsburg Manor offers a unique glimpse into colonial history and the region's cultural heritage.

Best time to go to Sleepy Hollow

The best time to visit Sleepy Hollow is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	30.6°F (-0.8°C)	Light Rain	Mostly Sunny	Low	Slightly Low
February	32.2°F (0.1°C)	Light Rain	Mostly Sunny	Low	Slightly Low
March	39.6°F (4.2°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	50.5°F (10.3°C)	Light Rain	Mostly Sunny	Average	Average
May	60.8°F (16.0°C)	Light Rain	Mostly Sunny	Average	Average
June	69.4°F (20.8°C)	Light Rain	Mostly Sunny	Average	Average
July	76.1°F (24.5°C)	Light Rain	Mostly Sunny	Average	Average
August	74.5°F (23.6°C)	Light Rain	Mostly Sunny	High	Average
September	67.6°F (19.8°C)	Light Rain	Mostly Sunny	High	Slightly High
October	56.8°F (13.8°C)	Light Rain	Mostly Sunny	High	Slightly High
November	45.0°F (7.2°C)	Light Rain	Mostly Sunny	Average	Average
December	36.9°F (2.7°C)	Light Rain	Mostly Sunny	Low	Slightly High

The nearest major airports for your trip to Sleepy Hollow

Traveling to Sleepy Hollow, New York, is convenient with several major airports nearby. John F. Kennedy International Airport (JFK) is 31 miles away, with excellent hotel options like Arlo Williamsburg and The William Vale, both 11 miles from the airport. Newark Liberty International Airport (EWR) is 32 miles away, featuring luxurious hotels such as The Dominick and Four Seasons Hotel New York Downtown, each 9 miles from EWR. LaGuardia Airport (LGA) is the closest at 22 miles from Sleepy Hollow, with nearby accommodations including The Plaza - A Fairmont Managed Hotel and The Knickerbocker Hotel, both offering transportation services to the airport.