A wooden structure with a bridge over a body of water, surrounded by trees.

Find hotels in Sleepy Hollow, NY from £57

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Sleepy Hollow hotels

Hyatt Grand Central New York

Hyatt Grand Central New York
4.0 star property
Manhattan
8.4 out of 10, Very good, (7,241 reviews)
"Very convenient and great hotel."
United States
Kendrick
The price is £184
includes taxes & fees
1 Jul - 2 Jul
Hyatt Grand Central New York

DoubleTree by Hilton New York Downtown

DoubleTree by Hilton New York Downtown
4.0 star property
Manhattan
8.4 out of 10, Very good, (3,972 reviews)
"Great place to stay"
United States
Keyona
The price is £124
includes taxes & fees
1 Jul - 2 Jul
DoubleTree by Hilton New York Downtown

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel
4.0 star property
Manhattan
7.4 out of 10, Good, (8,396 reviews)
"Great stay"
United States
Aina
The price is £185
includes taxes & fees
5 Jul - 6 Jul
Sheraton New York Times Square Hotel

Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1,000 reviews)
"Really excellent hotel all around. Just as nice as a place far more expensive."
United States
Clara
The price is £162
includes taxes & fees
2 Jul - 3 Jul
Courtyard by Marriott Tarrytown Westchester County

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, (5,445 reviews)
"Location was great"
United States
Claire
The price is £127
includes taxes & fees
1 Jul - 2 Jul
Hilton Garden Inn New York Times Square South

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, (1,000 reviews)
"Enjoyed our stay"
United States
Piper
The price is £135
includes taxes & fees
5 Jul - 6 Jul
SpringHill Suites by Marriott Tarrytown Westchester County

Pod Times Square

Pod Times Square
3.0 star property
Manhattan
9.2 out of 10, Wonderful, (5,716 reviews)
"Great hotel"
Canada
Patricia
The price is £106
includes taxes & fees
1 Jul - 2 Jul
Pod Times Square

Hyatt Regency Times Square

Hyatt Regency Times Square
4.0 star property
Manhattan
9.2 out of 10, Wonderful, (1,497 reviews)
"Very nice and comfortable room in a great location!"
United States
Valerie
The price is £207
includes taxes & fees
1 Jul - 2 Jul
Hyatt Regency Times Square

Westchester Marriott

Westchester Marriott
4.5 star property
Tarrytown
8.8 out of 10, Excellent, (566 reviews)
"Great stay"
United States
Leneir
The price is £198
includes taxes & fees
28 Jun - 29 Jun
Westchester Marriott

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, (1,159 reviews)
"All staff were courteous and helpful. Chic rooms and everything was super clean! We had a great stay!"
United States
Jillian
The price is £113
includes taxes & fees
12 Jul - 13 Jul
Hotel Nyack, a JdV by Hyatt Hotel

NEW YORKER BY LOTTE HOTELS

NEW YORKER BY LOTTE HOTELS
4.0 star property
Manhattan
8.2 out of 10, Very good, (6,917 reviews)
"Very friendly staff, hotel was great location"
Canada
Carrie
The price is £158
includes taxes & fees
30 Jun - 1 Jul
NEW YORKER BY LOTTE HOTELS

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,126 reviews)
"Great place to stay"
United States
Deanna
The price is £141
includes taxes & fees
30 Jun - 1 Jul
Tarrytown House Estate

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)
"Great place to stay. Staff is super friendly, property is beautiful."
United States
Morgan
The price is £130
includes taxes & fees
1 Jul - 2 Jul
Sleepy Hollow Hotel, a Dolce by Wyndham

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel
4.0 star property
Manhattan
8.6 out of 10, Excellent, (3,762 reviews)
"Great location, restaurant, bar and lounges very comfortable and convient."
United States
Alan
The price is £281
includes taxes & fees
26 Jul - 27 Jul
PUBLIC, an Ian Schrager hotel

Hampton Inn New York Times Square

Hampton Inn New York Times Square
2.5 star property
Manhattan
8.4 out of 10, Very good, (5,895 reviews)
"Breakfast was amazing. Location was perfect"
United States
Ana Laura
The price is £150
includes taxes & fees
2 Jul - 3 Jul
Hampton Inn New York Times Square

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
8.0 out of 10, Very good, (1,525 reviews)
"It was a great stay!"
United States
Dominique
The price is £104
includes taxes & fees
6 Jul - 7 Jul
Hampton Inn White Plains/Tarrytown

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very good, (1,002 reviews)
"Every things was fine here-this is our go to hotel when we are in the area. I only wish the bar/restaurant was open later."
United States
Ciaran
The price is £139
includes taxes & fees
26 Jul - 27 Jul
Sheraton Tarrytown Hotel

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, (1,002 reviews)
"Great location and very nice property"
United States
William
The price is £103
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.4 out of 10, Very good, (1,721 reviews)
"Had a great stay at this property, resonably priced with good ammenities and clean rooms."
United States
Jaime
The price is £117
includes taxes & fees
26 Jul - 27 Jul
Baymont by Wyndham White Plains - Elmsford

Paramount Times Square – A Generator Hotel

Paramount Times Square – A Generator Hotel
4.0 star property
Manhattan
7.6 out of 10, Good, (2,817 reviews)
"Location is great, room is decent."
United States
Arianne Dianala
The price is £164
includes taxes & fees
2 Jul - 3 Jul
Paramount Times Square – A Generator Hotel
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.

A lighthouse with a metal bridge over water during sunset.
Photo by santosh dash
Open Photo by santosh dash

Top Sleepy Hollow Hotel Reviews

More cheap stays in Sleepy Hollow

Find out more about Sleepy Hollow

Top reasons to visit Sleepy Hollow

  • Legendary Tales: Discover the captivating stories of the Headless Horseman and local ghosts that add a mystical charm to Sleepy Hollow.
  • Outdoor Adventures: Enjoy a variety of outdoor activities, including apple picking and exploring scenic urban parks and nature preserves.
  • Historic Attractions: Visit the enchanting Sleepy Hollow Cemetery and explore the town’s rich history and historic buildings.
  • Charming Downtown: Stroll through picturesque streets filled with friendly locals, delightful shops, and a vibrant theatre scene.
  • Diverse Accommodations: Experience a range of lodging options, from charming bed and breakfasts to modern hotels, catering to all types of travellers.

Find great hotels near Sleepy Hollow

Experience a delightful stay in Sleepy Hollow, where a variety of hotel accommodations cater to every traveller. From charming bed and breakfasts to modern hotels, you'll find spacious guest rooms equipped with double beds for a restful night. Many establishments offer pet-friendly options and are welcoming to LGBTQIA guests, ensuring a warm and inclusive atmosphere for your visit.

  • Empire Hotel: Located 37.0km from Sleepy Hollow, the Empire Hotel is a 4-star accommodation ideal for families and business travellers alike. Nestled in a vibrant shopping district, this hotel provides a range of amenities tailored for children, including free cribs and safety features like Window Guards and a Pool Gate. Guests appreciate the family-friendly atmosphere and convenient access to shopping, making it an excellent choice for those looking to combine leisure with their travel experience.
  • Hotel Belleclaire: A boutique-themed 4-star hotel situated 35.4km from Sleepy Hollow, Hotel Belleclaire boasts an impressive guest rating of 9.0 out of 10. This pet-friendly accommodation features uniquely designed interiors adorned with artistic influences, creating a warm and inviting ambience. It allows pets on-site, including dogs, and offers amenities such as waived fees for service animals. Located in a bustling shopping district, this hotel is perfect for travellers seeking a stylish retreat with easy access to local shops and attractions.
  • Arthouse Hotel New York City: Also 35.4km away from Sleepy Hollow, the Arthouse Hotel New York City is a 4-star property rated 8.8 out of 10. This eco-certified hotel caters to families and pet owners, providing a sustainable stay without compromising comfort. With amenities such as free cribs for children and a pet-friendly policy, including food and water bowls, it ensures a welcoming environment for all guests. Located near the shopping district, it strikes a balance between family convenience and eco-conscious living.

Where to stay in Sleepy Hollow

Sleepy Hollow, steeped in legend and charm, offers an enchanting escape for all types of travellers. Stroll through the picturesque downtown, where friendly locals create a warm atmosphere. Embrace the fresh air while exploring the scenic roads leading to breathtaking landscapes. Don't miss the eerie tales of local ghosts that add a unique twist to your visit. Whether you're seeking romance or family fun, Sleepy Hollow promises an unforgettable experience in this captivating village.

  • Tarrytown: Nestled along the beautiful Hudson River, Tarrytown is a charming city that serves as the gateway to Sleepy Hollow. With a rich history and picturesque scenery, it offers travellers a delightful mix of family-friendly activities and outdoor adventures. Popular attractions include vibrant shopping areas, theatres, and historic sites. Visitors can explore the enchanting waterfront, dine at local eateries, or take a stroll through the scenic parks. Tarrytown’s proximity to Sleepy Hollow makes it an ideal base for those wanting to experience the legendary tales of Washington Irving while enjoying a vibrant city atmosphere.
  • Pocantico Hills: Just a mile from Sleepy Hollow, Pocantico Hills is a quaint village that offers a serene escape with its lush landscapes and outdoor activities. Visitors flock here, particularly during the peak seasons of March to June, to enjoy family-friendly adventures. The village is home to stunning lakes, historic landmarks, and the renowned Kykuit estate, making it perfect for culture enthusiasts. With opportunities for shopping and educational experiences, Pocantico Hills provides a picturesque setting that combines nature with rich history, ensuring an enjoyable visit for all.
  • Elmsford: Located 4.8km from Sleepy Hollow, Elmsford is a vibrant city that offers a delightful blend of culture and entertainment. With a steady influx of visitors, especially in the spring and summer, Elmsford boasts a lively arts scene, theatres, and shopping areas. The city is known for its sports facilities and venues, making it a great destination for sports enthusiasts. Elmsford’s welcoming atmosphere and variety of activities ensure that families and culture seekers alike will find plenty to explore and enjoy during their stay.

Things to do near Sleepy Hollow

Sleepy Hollow offers a charming blend of outdoor activities perfect for families and couples alike. Visitors can explore the intriguing tales of the Headless Horseman, enjoy apple picking, and discover haunted spots throughout the area. Additionally, the town features delightful shopping options and a vibrant theatre scene, ensuring a memorable experience for all who visit.

Shopping

In Sleepy Hollow, explore charming local shops like the Sleepy Hollow Marketplace for unique souvenirs. If you're up for a drive, head to The Westchester Mall in White Plains, where you'll find a range of high-end brands and dining options to enhance your shopping experience.

Recreation

The Golf Club at Mansion Ridge offers an elegant golfing experience with stunning views, perfect for relaxation and leisure. The Hell’s Angels Motorcycle Club, known for its luxury ambiance, invites adventure seekers. Meanwhile, Greenwich Polo Club presents thrilling polo matches in a sophisticated setting, ideal for a unique day out.

Adventure

Experience the thrill of the Sleepy Hollow Haunted Hayride, where you’ll encounter chilling scenes from local lore. For a different adventure, hike the scenic trails at the nearby Rockefeller State Park Preserve, offering breathtaking views of the Hudson River and lush landscapes perfect for exploration.

Nightlife

Sleepy Hollow offers a charming nightlife experience with venues like The Legend Room, where you can enjoy live music in a relaxed setting. For a more vibrant atmosphere, visit the nearby Tarrytown, which features lively bars and eateries perfect for a delightful evening out.

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

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: Utilise Expedia’s search tool to refine your preferences, including your budget, desired location, and preferred hotel type. To uncover the best prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel booking in Sleepy Hollow with your flights and activities through an Expedia package.

Find the best attractions near Sleepy Hollow

Sleepy Hollow, New York, is perfect for outdoor adventures, family outings, and romantic getaways. Visitors can explore urban parks, nature preserves, and historic buildings, making it ideal for those seeking cultural experiences and outdoor fun. Don't miss the enchanting Sleepy Hollow Cemetery, which adds a unique charm to your visit. This quaint village offers a delightful blend of history and nature, ensuring a memorable holiday for all.

  • Lyndhurst Mansion: Nestled 3.2km from Sleepy Hollow, this stunning historic mansion boasts Gothic architecture and lush grounds. Visitors can explore its rich history and enjoy the serene landscape, making it a perfect spot for culture enthusiasts.
  • Rockefeller Archive Center: Located 1.6km away, this unique history museum offers a fascinating glimpse into the Rockefeller family legacy. It houses extensive collections and provides insight into American history, ideal for those keen on cultural heritage.
  • Edward Hopper House Art Center: Situated 4.8km from Sleepy Hollow, this arts centre celebrates the renowned painter Edward Hopper. Visitors can admire exhibitions showcasing local artists and the influence of Hopper's work, a must for art lovers.

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.

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

To reach Sleepy Hollow, New York, there are several major airports to consider. John F. Kennedy International Airport (JFK) is situated 49.9km away, with nearby luxurious hotels such as Arlo Williamsburg, The William Vale, and The Boro Hotel, all approximately 17.7km from the airport. Newark Liberty International Airport (EWR) is 51.5km from Sleepy Hollow, offering elegant options like The Dominick and Four Seasons Hotel New York Downtown, both 14.5km from EWR. Lastly, LaGuardia Airport (LGA) is located 35.4km away, featuring high-end hotels like The Plaza and The Pierre, each around 8.0km from the airport, with various transportation services available.

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 £57 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