Sleepy Hollow Hotels from S$122

Top reasons to visit Sleepy Hollow

• Historic Sites: Explore the iconic Sleepy Hollow Cemetery and its rich history.
• Outdoor Adventures: Enjoy serene walks along the Hudson River and local parks.
• Charming Downtown: Stroll through picturesque streets filled with unique shops and cafés.
• Family-Friendly Attractions: Experience the magical Legoland Discovery Centre and nearby activities.
• Diverse Accommodations: Choose from quaint bed and breakfasts to modern hotels catering to all needs.

Find great hotels near Sleepy Hollow

Sleepy Hollow offers a delightful selection of accommodations, ranging from charming bed and breakfasts to well-appointed hotels. Whether you seek pet-friendly options, business-oriented amenities, or a welcoming atmosphere for the LGBTQIA community, you'll find the perfect place to unwind in this picturesque locale. Explore the best hotels in Sleepy Hollow that cater to every traveller's needs, ensuring a memorable stay amidst the enchanting backdrop of this historic area.

• Empire Hotel: Nestled in the heart of the city, the Empire Hotel boasts a vibrant city-themed experience, perfect for travellers seeking a blend of urban excitement and shopping convenience. Located 37.0km from Sleepy Hollow, this 4-star accommodation is pet-friendly, allowing dogs and cats with certain restrictions. Amenities include food and water bowls, as well as a specialised cleaning policy for pets. Guests can enjoy the lively city centre atmosphere while relaxing in comfortable, modern rooms.
• Hotel Belleclaire: A charming boutique hotel situated 35.4km from Sleepy Hollow, Hotel Belleclaire offers a unique blend of artistic decor and a pet-friendly environment. This 4-star property is perfect for those looking to indulge in a shopping spree while enjoying an artistic ambiance with its distinctively designed interiors. With a pet policy that welcomes dogs and waives fees for service animals, guests can enjoy their stay without leaving their furry companions behind. The hotel's location in the shopping district enhances the overall experience.
• Arthouse Hotel New York City: Located 35.4km from Sleepy Hollow, the Arthouse Hotel New York City is a 4-star eco-certified retreat ideal for environmentally conscious travellers and business professionals alike. This hotel features a dedicated business centre with 24-hour access, ensuring that work commitments are met efficiently. The eco-friendly focus, combined with a strategic location in the bustling shopping district, makes it an excellent choice for those seeking a productive yet enjoyable stay. Immerse yourself in the vibrant city life while enjoying the comforts of a modern hotel.

Where to stay in Sleepy Hollow

Sleepy Hollow, with its charming picturesque downtown, offers a delightful blend of outdoor adventures and romantic getaways. Wander through the lively streets, soaking in the friendly atmosphere, or enjoy a serene stroll along the Hudson River. Nearby, the vibrant city vibes and family-friendly activities ensure an entertaining destination for all. Whether you're seeking relaxation or an urban escape, Sleepy Hollow promises a memorable experience filled with scenic beauty and welcoming locals.

• Tarrytown: Nestled in the heart of the Hudson Valley, Tarrytown is a vibrant city that serves as a gateway to the enchanting Sleepy Hollow. Visitors can enjoy a blend of family-friendly activities, outdoor adventures, and urban experiences. The city is home to charming shopping areas and theatres, making it a delightful spot for leisurely strolls and cultural outings. Notable landmarks include historic sites and a bustling tourist precinct, ensuring there’s something for everyone. The city’s peak travel months in April, July, and September promise lively atmospheres, so be ready to immerse yourself in Tarrytown’s unique charm.
• Pocantico Hills: Just 1.6km away from Sleepy Hollow, Pocantico Hills is a picturesque village known for its seasonal appeal, particularly thriving during March to April and June. Visitors flock here for family outings and outdoor activities, with options that include nearby ski fields and resorts. The village boasts a quaint atmosphere complemented by historic places and inviting squares. Pocantico Hills offers a delightful escape for those seeking a blend of natural beauty and cultural experiences, making it a worthy addition to your travel itinerary.
• Elmsford: Located approximately 4.8km from Sleepy Hollow, Elmsford is a lively city that caters to a range of travellers, from families to business visitors. The city experiences peak visitor numbers in March to April and July, providing an energetic ambiance. Elmsford boasts a variety of entertainment options, including theatres and arts centres, while shopping areas add to its appeal. With local landmarks such as a stadium and a sports facility, Elmsford offers a dynamic experience filled with cultural and recreational opportunities waiting to be explored.

Things to do near Sleepy Hollow

Sleepy Hollow is ideal for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can explore charming shopping areas, indulge in skiing at local ski fields, and experience the magical Legoland Discovery Centre. The town also boasts captivating art galleries and enchanting experiences that make for a memorable holiday in this picturesque locale.

Shopping

In Sleepy Hollow, enjoy shopping at The Westchester Mall and Galleria at White Plains, both located 9.7km away, offering a vibrant mix of entertainment and family-friendly shopping. If you're up for a drive, visit Bookends, situated 24.1km away, for unique gifts and souvenirs.

Recreation

Enjoy a round of golf at Spook Rock Golf Course, surrounded by nature and sporting energy. For cultural entertainment, catch a show at Tarrytown Music Hall, just a short stroll away. Unwind at Buttermilk Falls Park, where you can immerse yourself in serene landscapes and rejuvenating activities.

Adventure

Embark on the Orange Trailhead, a scenic outdoor trail located 3.2km from Sleepy Hollow, perfect for nature enthusiasts. Experience the thrill of ziplining at Palisades Climb Adventure, situated 8.0km away. Alternatively, explore the picturesque Yellow Trailhead, a hiking trail 4.8km from town, offering stunning scenery.

Nightlife

Experience the vibrant nightlife in Sleepy Hollow by catching a show at the Westchester Broadway Theatre, just 3.2km away, where culture and romance abound. For a broader selection, the Apollo Theater and David H. Koch Theater, both within 20 to 37.0km, offer unforgettable entertainment in charming settings.

Booking tips and Expedia advantages for Sleepy Hollow

For a budget-friendly trip to Sleepy Hollow, consider visiting from January to March when accommodation prices are lower. Booking about a month in advance or checking Expedia for last-minute deals can yield savings, particularly on Sundays, the cheapest day to stay. Utilise Expedia’s search tools to filter by budget and location for the best hotel deals. Additionally, combining your hotel stay with flights and activities in an Expedia package can help reduce overall costs. Don't forget to explore free local attractions to enhance your experience without breaking the bank.

• 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: Booking a hotel in Sleepy Hollow about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
• 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
• Consider bundling your trip: You can enjoy savings by combining your Sleepy Hollow hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Sleepy Hollow

Sleepy Hollow offers a charming blend of outdoor adventures and romantic scenery, making it an ideal getaway. Visitors can explore the historic Sleepy Hollow Cemetery, experience the beauty of local parks, and enjoy the atmosphere of nearby modern colleges and preserves. This destination caters to those seeking cultural family experiences, with a variety of attractions to discover in and around the area.

• Westchester County Center: Explore this vibrant arts centre that showcases a range of cultural events and exhibitions. With its rich artistic atmosphere, it's an ideal spot for those looking to immerse themselves in local art and performances, just 8.0km from Sleepy Hollow.
• Rockland Lake State Park: Enjoy a day outdoors in this urban park, perfect for families seeking adventure. With scenic walking trails, picnic areas, and beautiful views of the lake, it offers a refreshing escape from the city vibe, located 8.0km away.
• Rye Playland: Experience the thrill of this historic amusement park, renowned for its classic rides and family-friendly attractions. With a lively atmosphere filled with adventure, it's a fantastic destination for a day of fun, situated 20.9km from Sleepy Hollow.

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

Visiting Sleepy Hollow is convenient with several major airports nearby. John F. Kennedy International Airport (JFK) is situated 49.9km away, with luxurious hotel options such as Arlo Williamsburg, The William Vale, and The Boro Hotel, all within 17.7km. Newark Liberty International Airport (EWR) is slightly farther at 51.5km, offering upscale stays like The Dominick, The Wall Street Hotel, and The Beekman, all located 14.5km from the airport. LaGuardia Airport (LGA) is the closest at 35.4km, with top-rated hotels including Virgin Hotels New York City, The Mark, and The Carlyle, all within 9.7km. Transportation services are readily available from these hotels to their respective airports.