Search Sleepy Hollow hotels

Top reasons to visit Sleepy Hollow

• Stunning Outdoor Scenery: Experience breathtaking landscapes perfect for outdoor adventures and romantic strolls.
• Charming Downtown: Explore quaint shops and eateries along Main Street, soaking up the local atmosphere.
• Rich Local Culture: Discover attractions steeped in legend, including tales of the famous Headless Horseman.
• Historic Accommodations: Stay in unique inns and bed and breakfasts that add to the charm of your visit.
• Proximity to Hudson Valley: Enjoy the picturesque beauty and recreational activities of the nearby Hudson Valley.

Find great hotels near Sleepy Hollow

Discover a range of comfortable accommodations in Sleepy Hollow, New York, perfect for your getaway. From inviting bed and breakfasts to well-equipped hotels, you'll find options that cater to business travellers and those seeking a pet-friendly or LGBTQIA welcoming experience. Explore the best hotels near Sleepy Hollow and enjoy guest rooms that offer a delightful blend of comfort and convenience for your stay.

• Empire Hotel: Embrace a family-friendly and business-oriented atmosphere at the Empire Hotel, located 37.0km from Sleepy Hollow. This 4-star accommodation goes the extra mile to ensure comfort for both adults and children, with amenities such as a dedicated coworking space and multiple meeting rooms for business needs. Families will appreciate the thoughtful features like free cribs and safety measures including window guards for children. Pet owners are welcome too, with provisions for furry friends including food and water bowls, and a pet-friendly policy. Ideal for those seeking a blend of leisure and work, this hotel makes for a convenient base during your stay.
• Hotel Belleclaire: Located 35.4km from Sleepy Hollow, Hotel Belleclaire offers a unique boutique experience for shoppers and pet lovers alike. This charming 4-star hotel stands out with its eclectic decor inspired by local artistry, providing a visually stimulating environment. With a pet policy that allows dogs and service animals, guests can enjoy the shopping district's vibrancy without leaving their furry companions behind. The hotel’s intimate ambience and artistic flair create a memorable stay for those looking to indulge in the local shopping scene.
• Arthouse Hotel New York City: Just 35.4km from Sleepy Hollow, the Arthouse Hotel offers a sophisticated yet family-friendly retreat in the heart of the shopping district. This 4-star hotel caters to business travellers with a 24-hour business centre and inclusive resort fees, ensuring seamless connectivity for work. Families will find comfort in the provision of free cribs, making it easy for parents to travel with young children. The hotel's blend of artistic inspiration and modern amenities creates an inviting atmosphere perfect for both leisure and business pursuits.

Where to stay in Sleepy Hollow

Sleepy Hollow offers a delightful mix of outdoor adventures and romantic scenery, perfect for a memorable vacation. Explore the charming downtown, where you can soak in the local atmosphere, or take a short trip to the breathtaking Hudson Valley. Wander along Main Street for quaint shops and eateries, and don't miss the vibrant energy of nearby New York City. Whether you're seeking family-friendly activities or a relaxing getaway, Sleepy Hollow has something for everyone.

• Tarrytown: Nestled along the picturesque banks of the Hudson River, Tarrytown is a charming city where Sleepy Hollow is located. This vibrant locale offers a delightful mix of family-friendly activities and outdoor experiences. Visitors can explore the bustling shopping areas, catch a show at the local theatre, or indulge in retail therapy at the shopping centre. The city's historic landmarks and attractions, including quaint tourist precincts and a lively stadium, provide plenty of opportunities for exploration and enjoyment throughout the year, particularly peaking in April, July, and September.
• Pocantico Hills: just 1.6km from Sleepy Hollow, Pocantico Hills is a serene village known for its seasonal charm. It's a popular destination for families seeking outdoor adventures and city-themed experiences. Guests can enjoy the beauty of nature while visiting local shopping areas, ski fields, and ski resorts. Pocantico Hills is rich in history, with local landmarks such as historic sites and a welcoming square, making it a great spot for tourists, especially from March to April and June.
• Elmsford: Located a mere 4.8km from Sleepy Hollow, Elmsford is a bustling city that caters to families, business travellers, and those seeking urban experiences. With its vibrant arts scene and entertainment options, visitors can enjoy theatre performances, shopping areas, and an engaging arts centre. Elmsford is also home to notable landmarks such as a sports facility stadium and a lively tourist precinct, attracting visitors year-round, particularly during the peak months of March to April and July.

Things to do near Sleepy Hollow

Sleepy Hollow is perfect for an outdoor and romantic getaway, offering stunning scenery and charming inns. Visitors can explore the local shopping area and enjoy activities like skiing at nearby ski fields. This picturesque locale is ideal for those seeking both adventure and relaxation in a unique setting.

Shopping

For shopping in Sleepy Hollow, visit Rockland Bakery for fresh treats, just 11.3km away. If you're up for a drive, check out Palisades Center, 8.0km away, for a variety of shops and entertainment, or Westchester's Ridge Hill, 12.9km away, for more family-friendly options.

Recreation

At Tarrytown Music Hall, immerse yourself in the vibrant atmosphere of live music, perfect for relaxation. Explore Buttermilk Falls Park, a serene retreat ideal for unwinding amidst nature. For adventure, enjoy skating at Westchester Skating Academy, a fun way to stay active and entertained.

Adventure

The Orange Trailhead, located 3.2km from Sleepy Hollow, offers a scenic outdoor trail perfect for adventurous hikes. For thrill-seekers, Palisades Climb Adventure, 8.0km away, features an exhilarating zipline and ropes course. The Yellow Trailhead, 4.8km from town, provides stunning views on an exciting hiking trail.

Nightlife

Experience the vibrant nightlife in Sleepy Hollow. Enjoy a romantic evening at the Westchester Broadway Theatre, just 3.2km away, or unleash your adventurous side at the Legoland Discovery Center, 12.9km away. For a classic cinema experience, Regal Nanuet, also 12.9km away, is perfect for a movie date.

Booking tips and Expedia advantages for Sleepy Hollow

To save on your visit to Sleepy Hollow, consider travelling between January and March, when accommodation prices drop. Booking about a month in advance typically yields the best rates, while last-minute deals on platforms like Expedia can offer additional savings. Sundays are the cheapest nights to stay, unlike Saturdays. Utilise Expedia’s search tools to find budget-friendly options, and don’t forget to check for eco-certified hotels. Combining your hotel, flights, and activities into a package deal can also help you save significantly on your overall costs.

• 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: Expedia’s search tool enables you to choose your budget, desired location, and additional preferences. You can arrange your results to display prices from lowest to highest, making it easy to find the most affordable accommodation options first. Additionally, you can refine your choices by hotel category—if you select the Eco-certified filter, you’ll discover a range of sustainable and environmentally friendly hotels ready for booking.
• Consider bundling your trip: You can save some cash by combining your Sleepy Hollow hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in and around Sleepy Hollow

Sleepy Hollow, New York, is perfect for those seeking a romantic getaway amidst stunning outdoor scenery. Explore its urban parks, modern college campuses, and nature reserves while enjoying family-friendly attractions steeped in local culture and legend. Don't miss the chance to stay in historic accommodations and discover the charm of central Sleepy Hollow, where tales of the legendary Sleepy Hollow come to life, ensuring a memorable experience for all visitors.

• Westchester County Center: Located 8.0km from Sleepy Hollow, this vibrant arts centre showcases a variety of cultural events, from concerts to exhibitions, making it a hub for local creativity and engagement.
• Lyndhurst Mansion: Just 3.2km away, this stunning historic mansion offers a glimpse into the opulent lifestyle of the 19th century. Its lush gardens and picturesque architecture provide a serene setting for history enthusiasts.
• Tarrytown Lighthouse: Situated within Sleepy Hollow, this historic lighthouse not only offers scenic views of the Hudson River but also tells tales of maritime history, perfect for those interested in local lore and stunning landscapes.

Best time to go to Sleepy Hollow

The best time to visit Sleepy Hollow can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Sleepy Hollow falls in July, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Sleepy Hollow falls in January, 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

For your visit to Sleepy Hollow, you have several airport options. John F. Kennedy International Airport (JFK) is situated 49.9km away, with nearby hotels like Arlo Williamsburg, The William Vale, and The Boro Hotel, all rated 4.5 stars and above. Newark Liberty International Airport (EWR) is approximately 51.5km from Sleepy Hollow, offering luxurious stays at The Dominick, The Wall Street Hotel, and The Beekman, A Thompson Hotel, all just 14.5km from the airport. Alternatively, LaGuardia Airport (LGA) is 35.4km away, with top-rated hotels such as Virgin Hotels New York City, The Mark, and The Carlyle, A Rosewood Hotel, all within 9.7km of the airport.