Find hotels in Sleepy Hollow, NY from CA $117

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Sleepy Hollow hotels

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel
4.0 star property
Manhattan
7.4 out of 10, Good, (7,719 reviews)
"The stay here was good, the location for this property is excellent."
United States
Jenny
The price is CA $257
CA $355 total
includes taxes & fees
May 25 - May 26
Sheraton New York Times Square Hotel

DoubleTree by Hilton New York Downtown

DoubleTree by Hilton New York Downtown
4.0 star property
Manhattan
8.4 out of 10, Very good, (3,735 reviews)
"Great location, excellent staff, and very clean"
United States
Samantha Elyse
The price is CA $179
CA $211 total
includes taxes & fees
May 10 - May 11
DoubleTree by Hilton New York Downtown

Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1,002 reviews)
"Great hidden gem"
United States
Jaime
The price is CA $229
CA $262 total
includes taxes & fees
May 7 - May 8
Courtyard by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
8.6 out of 10, Excellent, (1,004 reviews)
"Helpful staff, clean rooms, hot food at breakfast and plenty of tables so it’s not crowded, bar open evenings, quiet and clean. Will definitely stay here again."
United States
Peter
The price is CA $181
CA $207 total
includes taxes & fees
May 10 - May 11
SpringHill Suites by Marriott Tarrytown Westchester County

Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham
3.5 star property
Tarrytown
7.0 out of 10, Good, (1,001 reviews)
"I thought the room was plenty spacious compared to many that I've stayed in. In addition I thought the staff was excellent. Many times I would come with questions and they always hit the answers for me. "
United States
Evan
The price is CA $214
CA $245 total
includes taxes & fees
May 11 - May 12
Sleepy Hollow Hotel, a Dolce by Wyndham

Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square
4.0 star property
Manhattan
7.8 out of 10, Good, (6,697 reviews)
"Great hotel"
United States
Ethel
The price is CA $232
CA $318 total
includes taxes & fees
May 25 - May 26
Millennium Hotel Broadway Times Square

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
Nyack
8.6 out of 10, Excellent, (1,071 reviews)
"Great stay "
United States
James
The price is CA $137
CA $193 total
includes taxes & fees
May 11 - May 12
Hotel Nyack, a JdV by Hyatt Hotel

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,048 reviews)
"Nice hotel good location"
United States
Krista
The price is CA $207
CA $271 total
includes taxes & fees
Apr 29 - Apr 30
Tarrytown House Estate

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very good, (1,001 reviews)
"Excellent service and great location for value "
United States
Alice
The price is CA $219
CA $250 total
includes taxes & fees
May 10 - May 11
Sheraton Tarrytown Hotel

Westchester Marriott

Westchester Marriott
4.5 star property
Tarrytown
8.8 out of 10, Excellent, (535 reviews)
"Clean room and good staff"
United States
TERESA TEENA
The price is CA $281
CA $321 total
includes taxes & fees
May 21 - May 22
Westchester Marriott

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel
4.0 star property
Manhattan
8.6 out of 10, Excellent, (3,598 reviews)
"Great stay and beautiful hotel"
United States
Carlos
The price is CA $416
CA $552 total
includes taxes & fees
May 25 - May 26
PUBLIC, an Ian Schrager hotel

Hilton Garden Inn New York Times Square South

Hilton Garden Inn New York Times Square South
3.0 star property
Manhattan
9.0 out of 10, Wonderful, (5,308 reviews)
"Really enjoyed my stay. Will definitely stay there again. "
United States
Antoinette
The price is CA $238
CA $278 total
includes taxes & fees
May 10 - May 11
Hilton Garden Inn New York Times Square South

Pod Times Square

Pod Times Square
3.0 star property
Manhattan
9.0 out of 10, Wonderful, (5,486 reviews)
"Amazing stay "
United States
Aiden
The price is CA $150
CA $208 total
includes taxes & fees
May 3 - May 4
Pod Times Square

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
Hawthorne
9.0 out of 10, Wonderful, (1,008 reviews)
"Clean rooms, good breakfast "
United States
Santa
The price is CA $191
CA $218 total
includes taxes & fees
May 10 - May 11
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Hyatt Regency Times Square

Hyatt Regency Times Square
4.0 star property
Manhattan
9.2 out of 10, Wonderful, (1,054 reviews)
"Great place to stay"
United States
Rohan
The price is CA $271
CA $378 total
includes taxes & fees
May 3 - May 4
Hyatt Regency Times Square

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,267 reviews)
"Clean room. Good parking and great breakfast included."
United States
gail
The price is CA $126
CA $144 total
includes taxes & fees
Apr 29 - Apr 30
West Gate Inn Nyack

Arlo Midtown

Arlo Midtown
4.0 star property
Manhattan
9.2 out of 10, Wonderful, (5,956 reviews)
"Great location, restaurant and wonderful staff!"
United States
Ema
The price is CA $207
CA $298 total
includes taxes & fees
May 3 - May 4
Arlo Midtown

Hyatt Grand Central New York

Hyatt Grand Central New York
4.0 star property
Manhattan
8.4 out of 10, Very good, (6,772 reviews)
"Good place would stay here again"
United States
Jack Paris
The price is CA $260
CA $366 total
includes taxes & fees
May 3 - May 4
Hyatt Grand Central New York

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
8.0 out of 10, Very good, (1,417 reviews)
"Breakfast was great, folks were all very nice, and room was comfortable "
United States
Joye
The price is CA $184
CA $211 total
includes taxes & fees
May 3 - May 4
Hampton Inn White Plains/Tarrytown

Tempo by Hilton New York Times Square

Tempo by Hilton New York Times Square
4.0 star property
Manhattan
9.2 out of 10, Wonderful, (5,681 reviews)
"Great location, clean hotel, and friendly staff."
United States
Jesus
The price is CA $202
CA $291 total
includes taxes & fees
May 25 - May 26
Tempo by Hilton New York Times Square
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Sleepy Hollow attractions

Learn more about Sleepy Hollow

Wander through the legendary Sleepy Hollow Cemetery, where Washington Irving's headless horseman still seems to lurk among ancient gravestones. Visit Kykuit, the Rockefeller estate in nearby Tarrytown, to explore lavish gardens and an impressive art collection.

Photo by santosh dash
Open Photo by santosh dash

Top Sleepy Hollow Hotel Reviews

Recent Reviews in Sleepy Hollow

More cheap stays in Sleepy Hollow

Hotels in Sleepy Hollow with star rating

Find out more about Sleepy Hollow

Top reasons to visit Sleepy Hollow

  • Historic Sites: Explore the iconic Sleepy Hollow Cemetery and immerse yourself in the area's rich history.
  • Scenic Outdoor Activities: Enjoy picturesque parks and nature preserves, perfect for hiking and leisurely strolls.
  • Charming Downtown: Discover delightful inns, local shops, and a welcoming atmosphere in downtown Sleepy Hollow.
  • Family-Friendly Vibe: Experience a friendly environment with activities suitable for all ages.
  • Unique Accommodation: Choose from a variety of lodging options, including cozy bed and breakfasts and suburban hotels.

Find great hotels near Sleepy Hollow

Experience the charm of Sleepy Hollow, New York, with a variety of accommodation options tailored to your needs. From spacious guest rooms in welcoming suburban hotels to cozy bed and breakfasts, there’s something for everyone. Whether you're seeking pet-friendly amenities or a business-themed stay, Sleepy Hollow's hotels provide a comfortable refuge for all travellers, including those looking for LGBTQIA-friendly environments. Discover the best hotels for a memorable getaway in this enchanting area.

  • Empire Hotel: Located 37.0km from Sleepy Hollow, the Empire Hotel is a stylish 4-star accommodation that caters to LGBTQIA travellers and business professionals alike. This hotel features a welcoming atmosphere with amenities such as a coworking space and multiple meeting rooms, making it ideal for those on business trips. Pet owners will appreciate the pet-friendly policy, which includes in-room pet privileges and essential amenities like food and water bowls. The Empire Hotel combines modern comfort with a strong commitment to inclusivity, ensuring a pleasant stay for all guests.
  • Hotel Belleclaire: Situated 35.4km from Sleepy Hollow, Hotel Belleclaire is a charming 4-star boutique hotel nestled in a vibrant shopping district. Its uniquely designed decor and artistic touches create an inviting atmosphere for guests. The hotel is also pet-friendly, allowing dogs on-site and waiving fees for service animals. With its prime location near shops and boutiques, Hotel Belleclaire is perfect for travellers seeking a blend of shopping and comfort, making it a delightful choice for your stay.
  • Arthouse Hotel New York City: Also located 35.4km from Sleepy Hollow, the Arthouse Hotel New York City is a 4-star eco-certified hotel that appeals to environmentally conscious travellers. With a focus on sustainability, this pet-friendly property features essential amenities for pets, including food and water bowls. Positioned in a lively shopping district, guests can easily explore local shops and attractions. The Arthouse Hotel combines eco-friendly practices with modern comforts, ensuring a memorable stay for all visitors.

Where to stay in Sleepy Hollow

Discover the charm of Sleepy Hollow, a picturesque village perfect for outdoor and romantic getaways. Explore downtown Sleepy Hollow, where you can find delightful inns and convenient locations. Enjoy a family-friendly atmosphere with friendly locals and relaxing vibes. Don't miss the scenic highlights and weekend activities that make this destination truly special. Whether you're here for a leisurely visit or a business trip, Sleepy Hollow offers an unforgettable experience for every type of traveller.

  • Tarrytown: Nestled along the banks of the Hudson River, Tarrytown is a vibrant city with a rich history and scenic views. As the home of Sleepy Hollow, this area offers a unique blend of urban charm and outdoor adventure. Visitors can enjoy shopping in quaint boutiques, catching a show at the local theatre, or exploring historic sites. The city is particularly lively in the spring and summer months, making it an ideal destination for family outings and city-themed experiences. Key attractions include the local stadium and various historic landmarks, all easily accessible within the city’s bustling precinct.
  • Pocantico Hills: A picturesque village just 1.6km away from Sleepy Hollow, Pocantico Hills is a seasonal gem, drawing visitors primarily in the spring and summer. Known for its outdoor activities, this area is perfect for families looking to enjoy nature and local attractions. The village offers access to shopping areas, as well as ski fields and resorts for winter enthusiasts. Historic sites and charming squares add to its allure, making Pocantico Hills a delightful stop for those seeking a blend of recreation and history.
  • Elmsford: Located a short three miles from Sleepy Hollow, Elmsford is a lively city known for its family-friendly atmosphere and business-themed experiences. The city sees a steady flow of visitors throughout the year, with peak times in spring and summer. Elmsford boasts a variety of activities, including local theatre productions, vibrant shopping areas, and an arts centre that showcases the community's creativity. Notable landmarks include a stadium and a tourist precinct, ensuring there’s always something to explore in this dynamic locale.

Things to do near Sleepy Hollow

Sleepy Hollow, New York, offers a charming blend of outdoor adventures and romantic scenery, making it an ideal vacation spot. Visitors can explore the picturesque area through sightseeing tours, delve into history with cemetery tours, and enjoy fun activities. The local shopping areas and ski fields provide additional entertainment, ensuring a delightful experience for all. Discover the enchanting atmosphere that makes Sleepy Hollow a must-visit destination.

Shopping

In Sleepy Hollow, you can visit Rockland Bakery for unique treats, only 11.3km away. For a larger shopping experience, Palisades Center is 8.0km away, featuring entertainment and family vibes. If you're up for a drive, Westchester's Ridge Hill, located 12.9km away, offers a vibrant shopping atmosphere.

Recreation

Tarrytown Music Hall offers a vibrant atmosphere with captivating concerts, located 966m from Sleepy Hollow. For a tranquil retreat, Buttermilk Falls Park, 8.0km away, provides a peaceful setting for relaxation. For adventure, the Westchester Skating Academy, 3.2km from town, promises thrilling ice skating experiences.

Adventure

Palisades Climb Adventure offers an exhilarating zipline and ropes course experience, located 8.0km from Sleepy Hollow, surrounded by nature's beauty. For a thrilling karting experience, head to Grand Prix New York / Spins Bowl, situated 19.3km away. Don't miss the scenic Orange Trailhead, a 3.2km outdoor trail perfect for hiking.

Nightlife

Enjoy a captivating evening at the Westchester Broadway Theatre, just 3.2km away, offering culture and romance. For a fun adventure, visit the Legoland Discovery Center, 12.9km away, or gaze at the stars at the Hayden Planetarium, located 23.2km from Sleepy Hollow.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Sleepy Hollow

When planning your trip to Sleepy Hollow, consider visiting between January and March for the best hotel rates. Booking a month in advance or checking last-minute deals on Expedia can yield great savings. Sundays are the cheapest nights to stay, while Saturdays tend to be pricier. Utilize Expedia's search tools to find budget-friendly accommodations and consider combining your hotel with flights and activities for extra savings. Don’t forget to explore free attractions in the area to stretch your budget further.

  • 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: The cheapest time to book a hotel in Sleepy Hollow is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
  • 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 provides you with the flexibility to choose your budget, desired location, and additional preferences. You can easily arrange your results to display prices from lowest to highest, ensuring that the most affordable hotels appear first. Additionally, you have the option to narrow down your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly accommodations that you can book.
  • Consider bundling your trip: You can save some money by combining your Sleepy Hollow hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Sleepy Hollow

Sleepy Hollow, New York, offers a delightful escape for outdoor enthusiasts and those seeking a romantic getaway. Visitors can explore urban parks, modern universities, and nature preserves, all while enjoying the area's rich culture and family-friendly experiences. Key attractions include the iconic Sleepy Hollow Cemetery, perfect for a leisurely stroll. Whether you're drawn to scenic views or historical sites, Sleepy Hollow promises memorable adventures for every type of traveller.

  • Westchester County Center: Located 8.0km from Sleepy Hollow, this arts centre is a hub of culture and creativity. Enjoy a variety of performances, art exhibitions, and community events that highlight local talent and the vibrant arts scene.
  • Lyndhurst Mansion: Just 3.2km away, this stunning historic mansion offers a glimpse into the past with its beautiful architecture and lush gardens. Take a guided tour to learn about its fascinating history and the lives of its former inhabitants.
  • Tarrytown Lighthouse: Situated within Sleepy Hollow, this iconic lighthouse not only serves as a scenic landmark but also provides insight into the region's maritime history. Explore the surrounding area and enjoy picturesque views of the Hudson River.

Best time to go to Sleepy Hollow

The best time to visit Sleepy Hollow is dependant 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January30.6°F (-0.8°C)Light RainMostly SunnyLowSlightly Low
February32.2°F (0.1°C)Light RainMostly SunnyLowSlightly Low
March39.6°F (4.2°C)Light RainMostly SunnyAverageSlightly Low
April50.5°F (10.3°C)Light RainMostly SunnyAverageAverage
May60.8°F (16.0°C)Light RainMostly SunnyAverageAverage
June69.4°F (20.8°C)Light RainMostly SunnyAverageAverage
July76.1°F (24.5°C)Light RainMostly SunnyAverageAverage
August74.5°F (23.6°C)Light RainMostly SunnyHighAverage
September67.6°F (19.8°C)Light RainMostly SunnyHighSlightly High
October56.8°F (13.8°C)Light RainMostly SunnyHighSlightly High
November45.0°F (7.2°C)Light RainMostly SunnyAverageAverage
December36.9°F (2.7°C)Light RainMostly SunnyLowSlightly High

The nearest major airports for your trip to Sleepy Hollow

When planning your visit to Sleepy Hollow, New York, you have several airport options. John F. Kennedy International Airport (JFK) is located 49.9km away, with nearby hotel choices like Arlo Williamsburg and The William Vale, both 17.7km from the airport. Newark Liberty International Airport (EWR) is slightly further at 51.5km, featuring luxurious hotels such as The Dominick and The Wall Street Hotel, both 14.5km away. Alternatively, LaGuardia Airport (LGA) is 35.4km from Sleepy Hollow, with excellent accommodations like Virgin Hotels New York City and The Carlyle, both 8.0km from the airport, ensuring convenient access for your stay.

Frequently asked questions

What is the best area to stay in Sleepy Hollow?
The best area to stay in Sleepy Hollow is the village centre itself, particularly around North Broadway and Beekman Avenue, as it offers the most convenient access to the area's main attractions.

This central part of Sleepy Hollow is the heart of the village, where you'll find a concentration of local eateries, shops, and direct access to many of the sites associated with Washington Irving's famous tale. The Old Dutch Church and the Sleepy Hollow Cemetery are both within easy reach, making it superb for those keen to explore the historical and literary aspects of the area on foot.

For couples looking for a romantic getaway, staying in the village centre provides a delightful experience. You can enjoy strolls along tree-lined streets, visit historic sites together, and have a choice of restaurants for an evening meal, all without needing to travel far.
When is the best time to go to Sleepy Hollow?
The best time to go to Sleepy Hollow is during the autumn months, specifically September and October.

This period is ideal because the village and surrounding Hudson Valley embrace the Headless Horseman legend with special events and decorations. The foliage also turns vibrant shades of red and gold, making for incredibly scenic drives and walks. Temperatures are generally mild and pleasant, superb for exploring.

Couples often find this time particularly romantic, with opportunities for apple picking, exploring historic estates like Kykuit (the Rockefeller Estate) or Philipsburg Manor, and enjoying cosy dinners at local restaurants. The crisp air and stunning natural beauty create a memorable backdrop for a getaway.

Families with children will also love the autumn. Many farms offer corn mazes, pumpkin patches, and hayrides, providing plenty of activities for all ages.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Sleepy Hollow.
How can I save on a Sleepy Hollow hotel booking with Expedia?
Members always get our best prices. Find our best Sleepy Hollow hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Sleepy Hollow hotel?
Prices for hotels in Sleepy Hollow often vary, but you can find a great deal from CA $117 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia