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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, (7,467 reviews)
"Great stay!!"
United States
Tiffany
$192 nightly
The price is $224
Apr 12 - Apr 13
Total with taxes and fees
Sheraton New York Times Square Hotel

Hyatt Grand Central New York

Hyatt Grand Central New York
4.0 star property
Manhattan
8.2 out of 10, Very Good, (6,592 reviews)
"Great stay!"
United States
Jacob
$226 nightly
The price is $263
Apr 26 - Apr 27
Total with taxes and fees
Hyatt Grand Central New York

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)
"McKenzie, at the front desk, is amazing and made the stay perfect. Thanks!"
United States
camie
$168 nightly
The price is $192
Apr 19 - Apr 20
Total with taxes and fees
Courtyard by Marriott Tarrytown Westchester County

Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square
4.0 star property
Manhattan
7.8 out of 10, Good, (6,630 reviews)
"Location was amazing "
Canada
Michelle
$173 nightly
The price is $202
Apr 12 - Apr 13
Total with taxes and fees
Millennium Hotel Broadway Times Square

SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
8.4 out of 10, Very Good, (1,002 reviews)
"Nice place to stay"
United States
Kerri
$148 nightly
The price is $169
Apr 12 - Apr 13
Total with taxes and fees
SpringHill Suites by Marriott Tarrytown Westchester County

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very Good, (1,044 reviews)
"Lovely property and staff!"
United States
Gray
$176 nightly
The price is $201
Apr 15 - Apr 16
Total with taxes and fees
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)
"Very nice staff. Enjoyed my stay"
United States
Moshe
$143 nightly
The price is $164
Apr 7 - Apr 8
Total with taxes and fees
Sleepy Hollow Hotel, a Dolce by Wyndham

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, (1,033 reviews)
"excellent stay!"
United States
Karen
$126 nightly
The price is $144
Apr 14 - Apr 15
Total with taxes and fees
Hotel Nyack, a JdV by Hyatt 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, (3,600 reviews)
"Great hotel great area"
United States
Randy
$115 nightly
The price is $136
Apr 12 - Apr 13
Total with taxes and fees
DoubleTree by Hilton New York Downtown

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very Good, (1,001 reviews)
"I enjoyed my stay rooms are very clean comfortable bed pool and hot was good also buffet was breakfast was good staff very nice check in was easy and fast "
United States
Florence
$135 nightly
The price is $155
Apr 20 - Apr 21
Total with taxes and fees
Sheraton Tarrytown Hotel

Westchester Marriott

Westchester Marriott
4.5 star property
Tarrytown
8.8 out of 10, Excellent, (513 reviews)
"This hotel was great and noticeably a level above other available properties. Had one of the best night's sleep here I'm not sure if their mattresses are different but these are extremely comfortable rooms and the property is very well kept a model example for other hotels and the chain"
United States
william
$197 nightly
The price is $225
Apr 9 - Apr 10
Total with taxes and fees
Westchester Marriott

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, (1,005 reviews)
"Very Clean and spacious we loved our stay "
United States
Maria
$139 nightly
The price is $159
Apr 12 - Apr 13
Total with taxes and fees
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
8.0 out of 10, Very Good, (1,396 reviews)
"The staff here are so friendly and welcoming. Although the property is older the fireplace and sitting area are well maintained and relaxing. The hot, free breakfast is decent as well. "
United States
Gloria
$130 nightly
The price is $149
Apr 12 - Apr 13
Total with taxes and fees
Hampton Inn White Plains/Tarrytown

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very Good, (1,631 reviews)
"Very nice place"
United States
Romane
$123 nightly
The price is $141
Apr 19 - Apr 20
Total with taxes and fees
Baymont by Wyndham White Plains - Elmsford

Hotel St. James

Hotel St. James
3.0 star property
Manhattan
8.8 out of 10, Excellent, (7,122 reviews)
"Wonderful stay!"
United States
Asia L
$162 nightly
The price is $189
Apr 19 - Apr 20
Total with taxes and fees
Hotel St. James

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,254 reviews)
"The front staff Stu, Andre, Stephanie are all so professional and helpful. This place is an amazing place to stay! Breakfast is a plus!"
United States
Joseph
$87 nightly
The price is $99
Apr 14 - Apr 15
Total with taxes and fees
West Gate Inn Nyack

Pod Times Square

Pod Times Square
3.0 star property
Manhattan
9.0 out of 10, Wonderful, (5,428 reviews)
"Great place to stay! Very affordable and close to everything! "
United States
Dallas
$119 nightly
The price is $140
Apr 12 - Apr 13
Total with taxes and fees
Pod Times Square

Arlo Midtown

Arlo Midtown
4.0 star property
Manhattan
9.2 out of 10, Wonderful, (5,971 reviews)
"Great location, good sized rooms. "
Canada
Liliya
$184 nightly
The price is $215
Apr 12 - Apr 13
Total with taxes and fees
Arlo Midtown

FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
Nyack
7.8 out of 10, Good, (1,002 reviews)
"Quiet ok place to stay "
United States
Luis
$86 nightly
The price is $103
Apr 14 - Apr 15
Total with taxes and fees
FairBridge Inn Express Nyack

Royal Regency Hotel

Royal Regency Hotel
3.5 star property
Northwest Yonkers
8.4 out of 10, Very Good, (2,550 reviews)
"Elegant clean rooms, great breakfast good location"
United States
Darius
$98 nightly
The price is $116
Apr 20 - Apr 21
Total with taxes and fees
Royal Regency Hotel
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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

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 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.

*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: 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.

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

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.

Frequently asked questions

What is the best area to stay in Sleepy Hollow?
For most visitors, the best area to stay in Sleepy Hollow is near the historic village center, particularly along Broadway (Route 9) and its immediate side streets.

This area is the heart of Sleepy Hollow, offering easy access to many of the village's main attractions. Broadway is the primary thoroughfare, lined with historic buildings, local shops, and eateries. You'll find landmarks like the Old Dutch Church and the Sleepy Hollow Cemetery within walking distance or a short drive. The area's layout makes it convenient for exploring on foot.

Couples often find this central location ideal for a romantic and historically rich getaway. They can enjoy strolls through the cemetery, visit the Headless Horseman Bridge, and explore the diverse dining options without needing to travel far.
When is the best time to go to Sleepy Hollow?
The best time to visit Sleepy Hollow is during the autumn months, particularly from late September through October, to experience the full effect of its Halloween-themed events and the natural beauty of the fall foliage.

This period is when the village fully embraces its iconic legend, offering numerous events and attractions that draw visitors from around the world. The historic sites, like the Old Dutch Church and the Sleepy Hollow Cemetery, host special tours and storytelling events that bring Washington Irving's tale to life. The crisp autumn air and the vibrant colors of the changing leaves along the Hudson River create a picturesque backdrop for exploring.

Couples looking for a unique and memorable getaway will find this time ideal. The atmosphere is festive and engaging, with opportunities for romantic strolls through decorated streets, cozy dinners at local restaurants, and shared experiences at haunted attractions or historic tours. It's a superb blend of natural beauty and cultural immersion.

Families with children will also find autumn to be the most rewarding time to visit. Many activities are tailored for all ages, from pumpkin patches and corn mazes to kid-friendly Halloween events.
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?
With Expedia, you earn OneKeyCash™* on eligible Sleepy Hollow hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $84 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.

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