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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.

Top hotels in Sleepy Hollow for Extended Stay

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.

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Sleepy Hollow Hotel & Travel Guide

Sleepy Hollow offers visitors an abundance of comfortable hotel and apartment options. An impressive 24 accommodations await you inside a 6-mile (10-kilometer) radius of Sleepy Hollow's urban core.

There are a handful of Travelocity-listed options within an easy walking distance from the urban core of Sleepy Hollow. The Castle Hotel & Spa is a convenient choice for the fact that it's only 2 miles (3 kilometers) away.

The Bedford Post Inn is approximately 15 miles (24 kilometers) from the middle of Sleepy Hollow. Another option is the Homestead Inn - Thomas Henkelmann, which can be found about 13 miles (21 kilometers) away. Alternative places to rest your head are the The Ritz-Carlton New York, Westchester and the Delamar Greenwich Harbor.

After you have spent time in Sleepy Hollow, ensure you allow time to investigate Hudson Valley's other scenic and cultural delights. Hudson Valley has rivers and valleys, and commonly visited sights are historic bridges. Visitors and locals alike in this corner of United States of America can enjoy rock climbing.

Looking for more to do? Consider spending a day or two exploring Tarrytown Music Hall and Kykuit, which can be found in Tarrytown, 1 mile (2 kilometers) to the southeast of Sleepy Hollow. The Tarrytown House Estate and Courtyard by Marriott Tarrytown Greenburgh are just some of the Travelocity apartment and hotel choices in Tarrytown. Alternatively, you could consider staying at Yonkers, 10 miles (17 kilometers) south of Sleepy Hollow, where you can pick from the Residence Inn Yonkers Westchester County and Hampton Inn & Suites Yonkers. If you're staying in Yonkers, make your way to the Sarah Lawrence College and Empire City Casino.

If you think of sport as your life and love watching thrilling clashes you could spend the day at Madison Square Garden, which can be found 25 miles (40 kilometers) to the south of Sleepy Hollow. For visitors who are interested in booking a room not too far away, book a room in the The St. Regis New York or Mandarin Oriental, New York.

Sleepy Hollow offers some interesting scenic and cultural attractions; unveil more by spending a few minutes at our up-to-date Sleepy Hollow travel guide.

Sleepy Hollow hotels essential information

Accommodation
1,654 hotels
Lowest Price
$107
Highest Price
$243
Popular hotels
Marriott Saddle Brook, Radio Hotel, Executive Inn - Fort Lee, Hotel MOCA NYC, DoubleTree by Hilton Fort Lee - George Washington Bridge, Highbridge Hotel, Best Western Fort Lee, Baymont by Wyndham White Plains - Elmsford, Hampton Inn White Plains/Tarrytown

Top reasons for your vacation to Sleepy Hollow

  • Sleepy Hollow Cemetery: Take a tour of the famous Sleepy Hollow Cemetery, known for its beautiful landscapes and historic gravesites.
  • Kykuit: Visit Kykuit, the stunning Rockefeller family estate, and explore its magnificent gardens and architecture.
  • Hudson River: Enjoy a picnic by the picturesque Hudson River or go kayaking for a fun-filled day outdoors.
  • Hiking Trails: Explore the hilly terrain of Sleepy Hollow by embarking on one of its scenic hiking trails.
  • Local Restaurants: Dine at the charming local restaurants and savor delicious meals while experiencing the town's unique atmosphere.

Find your favorite hotels in Sleepy Hollow

If you're planning an outdoor vacation in Sleepy Hollow, New York, you'll find a range of hotel accommodations to choose from. Whether you're looking for top hotels with luxurious amenities or budget-friendly options, there are plenty of choices available. To make your search easier, you can use a hotel map to find the best location that suits your needs. From cozy bed and breakfasts to 5-star hotels, Sleepy Hollow has the perfect accommodation for your family's vacation.

Hotel nameTypeStarsDescription
The New Yorker A Wyndham HotelHotel4.0This 4.0-star rated hotel is a great option for your outdoor vacation in Sleepy Hollow. It offers close proximity to friendly people, public transport, scenic views, theaters, historical sites, natural parks, museums, shopping areas, and walking trails. With its convenient location, you'll have easy access to various facilities and attractions. The hotel is located approximately 24.0 miles away from Sleepy Hollow.
Paramount Times SquareHotel4.0If you're looking for a 4.0-star rated hotel with close proximity to theaters, entertainment venues, friendly people, museums, coffee shops, opera houses, excursions, natural parks, and public transport, Paramount Times Square is an excellent choice. It offers a comfortable stay and is located just 23.5 miles away from Sleepy Hollow.
Hyatt Grand Central New YorkHotel4.0With its 4.0-star rating, Hyatt Grand Central New York offers easy access to public transport, friendly locals, historical sites, theaters, LGBT-friendly venues, museums, natural parks, walking trails, and shopping areas. It's a great option for your outdoor vacation and is located approximately 23.9 miles away from Sleepy Hollow.

Explore the best activities and sights in Sleepy Hollow

If you're looking for a family-friendly outdoor vacation, Sleepy Hollow, New York is the perfect destination. With its close proximity to churches, the Hudson River, and hiking trails, there are plenty of activities to keep everyone engaged. Take a tour of the famous Sleepy Hollow Cemetery or visit the stunning Kykuit, the Rockefeller family estate. Enjoy a picnic by the river or go kayaking for a fun-filled day outdoors. And don't forget to explore the hilly terrain and dine at the local restaurants. Sleepy Hollow offers a variety of outdoor attractions and activities for a memorable family vacation.

  1. Tarrytown Lighthouse: The Tarrytown Lighthouse is an enchanting historic landmark situated along the river. Its picturesque location offers stunning views of the wildlife and flowing river. This family-friendly attraction is perfect for hiking enthusiasts, with trails that meander through nature. The lighthouse itself is a testament to the area's rich history, providing an opportunity to explore and learn about the past. Take guided tours to delve deeper into the small town's charm and visit nearby churches. After a day of exploration, indulge in delightful dining options available in the area.
  2. Old Dutch Church of Sleepy Hollow: The Old Dutch Church of Sleepy Hollow is a captivating church nestled amidst wildlife and a serene river. Its historical significance makes it a must-visit for culture enthusiasts, offering a glimpse into the past. Take a leisurely hike through the scenic surroundings or join informative tours to learn about the church's architecture and heritage. Immerse yourself in the small town's atmosphere as you explore nearby churches and cathedrals. Nature enthusiasts will appreciate the tranquil beauty of this family-friendly attraction, located in the heart of a charming small town.
  3. Philipsburg Manor: Philipsburg Manor is a fascinating historic building that showcases the area's rich history. Set amidst wildlife and a flowing river, it offers a unique experience for culture seekers. Embark on a family-friendly hike through the surrounding nature or join guided tours to gain insights into the manor's historical significance. Marvel at the beautiful churches and cathedrals nearby, and immerse yourself in the charm of the small town. Nature lovers will appreciate the serene atmosphere and captivating beauty of this cathedral-like manor, making it an ideal destination for a cultural and natural exploration.

Where to stay in Sleepy Hollow

Get ready for a delightful outdoor vacation in Sleepy Hollow, New York! This charming town is perfect for families seeking a peaceful getaway with a touch of adventure. As you stroll through the walking town, you'll discover the enchanting shops and cozy cafes that line the streets. Explore the serene river as you go kayaking or enjoy a leisurely hike through the hilly terrain. Don't miss the opportunity to visit the stunning churches and cathedrals that dot the landscape. With its family-friendly atmosphere and a plethora of outdoor activities, Sleepy Hollow is the ideal destination for creating joyful memories.

  1. New York: New York is a vibrant city with a unique blend of theater, urban, and entertainment experiences. It is famous for its iconic skyscrapers, world-class museums, and diverse art scene. Families can enjoy exploring the city's rich history and architecture, as well as its beautiful natural parks. From strolling through Central Park to watching an opera at Lincoln Center, there is something for everyone in New York.
  2. Brooklyn: Located just 28.5 miles away from Sleepy Hollow, Brooklyn offers a mix of urban and scenic attractions. Families can admire the stunning skyline, explore the vibrant neighborhoods, and enjoy live music and entertainment. Brooklyn is also known for its beautiful parks, including the renowned Brooklyn Botanic Garden. With its charming cafes and art scene, this borough provides a relaxed and artistic atmosphere for outdoor vacation with your family.
  3. Newark: Just 29.2 miles away from Sleepy Hollow, Newark is a multi-city vicinity with a diverse range of activities. Families can enjoy watching hockey or soccer games, attending live music events, and exploring the local theater scene. Newark also offers excellent shopping opportunities and the chance to indulge in ice skating or football games. With its lively atmosphere and proximity to Sleepy Hollow, Newark is worth a visit for a fun-filled outdoor vacation with your family.

Best times to go to Sleepy Hollow

The travel seasons of Sleepy Hollow

Trips to Sleepy Hollow show a noticeable change in popularity throughout the year. The peak season to visit is from August to October, with October being the highest month. Off-peak season starts from December to February, and December sees the least travelers.

Sleepy Hollow has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 76.1 degrees Fahrenheit. The wettest month in Sleepy Hollow is July, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January30.6°F (-0.8°C)Light RainMostly Sunny
February32.2°F (0.1°C)Light RainMostly Sunny
March39.6°F (4.2°C)Light RainMostly Sunny
April50.5°F (10.3°C)Light RainMostly Sunny
May60.8°F (16.0°C)Light RainMostly Sunny
June69.4°F (20.8°C)Light RainMostly Sunny
July76.1°F (24.5°C)Light RainMostly Sunny
August74.5°F (23.6°C)Light RainMostly Sunny
September67.6°F (19.8°C)Light RainMostly Sunny
October56.8°F (13.8°C)Light RainMostly Sunny
November45.0°F (7.2°C)Light RainMostly Sunny
December36.9°F (2.7°C)Light RainMostly Sunny

Food and dining in Sleepy Hollow

When visiting Sleepy Hollow, you'll be thrilled by the diverse range of local cuisines. Santorini Greek Restaurant is a popular choice, offering delicious Mediterranean Greek dishes. Ambar Restaurant is another highly recommended option, serving mouthwatering Latin American Caribbean food. If you're in the mood for Asian cuisine, Chuchok Thai is a must-visit. Their highly rated Thai dishes will leave you craving for more. Whether you're looking for a fine dining experience or a casual meal, these award-winning restaurants in Sleepy Hollow have got you covered. Don't forget to explore the rooftop bars in the area for a perfect dining experience with stunning views of the town.

How do I find a great hotel with Travelocity?

Ensure your entire crew enjoys an unforgettable vacation by finding the ideal accommodations through our reliable and all-round online travel platform. Utilize the family-friendly badge to discover hotels that offer extra amenities for children. Our custom filters allow you to narrow down options to hotels closest to top attractions, offering enhanced cleaning and fitting within your budget.

Why should I book with Travelocity?

Conference calls, to-do lists and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide worry-free travel every time you and your family book with us so that you can spend less time fretting and more time creating cherished memories. To that end, we will assist you in finding and planning your ideal trip, along with offering transparent pricing and verifiable reviews, as well as 24/7 guaranteed customer support before, during, and after your vacation.

How can I save money on my trip to Sleepy Hollow?

If you're planning a trip to Sleepy Hollow, try to visit during the off-peak season from December to February to save money. Bundle your flights, hotel, and car bookings together to get a discounted price. While you're there, take advantage of the inexpensive local attractions such as visiting the beautiful rivers, enjoying family-friendly tours, and exploring the nearby hiking trails. These activities will provide affordable entertainment for your family while exploring Sleepy Hollow.

Frequently asked questions

What are the top kid-friendly hotels in Sleepy Hollow?
From unique amenities to larger rooms, kid-friendly hotels come with features that can help transform a nice family vacation into a fantastic one. These Sleepy Hollow options make vacationing with children a breeze: Put your bags down at Brand new private Studio in the heart of Tarrytown. It comes with parking facilities, internet access and a talent for making families feel at home. Great for pets! Quaint apartment w Backyard, walk to Main Street, Music Hall is also a hit with families. After an exciting day of exploring, come home to your cozy room and perks like a firepit and pet-friendly facilities.
Where can I find cheap hotels in Sleepy Hollow?
At Travelocity you'll find really nice hotels in Sleepy Hollow at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Sleepy Hollow rather than in Sleepy Hollow. We may find you even better rates, too.
How do I find the best Sleepy Hollow hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Sleepy Hollow then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Sleepy Hollow?
The cheapest hotel in Sleepy Hollow is $107. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Sleepy Hollow?
There are 1,654 hotels in Sleepy Hollow on Travelocity.
What are the best hotels in Sleepy Hollow?
Sleepy Hollow has so many great hotels to choose from at Travelocity --- and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Sleepy Hollow for you!
When is the best time to visit Sleepy Hollow?
If you want the joy of a fun-filled trip in peak season, visit Sleepy Hollow during April, September and November. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, February and October.
When is the cheapest time to stay in Sleepy Hollow?
Based on historic data is usually the cheapest month to visit Sleepy Hollow. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Sleepy Hollow?
There are multiple hotels in Sleepy Hollow that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Sleepy Hollow. We have plenty of kid-friendly hotels in Sleepy Hollow to choose from on Travelocity!
Why book a hotel in Sleepy Hollow through Travelocity?
Because we have the top hotels in Sleepy Hollow! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Sleepy Hollow on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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