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Find hotels in Sleepy Hollow, NY from $106

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Our top choices for Sleepy Hollow hotels

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
8.8 out of 10, Excellent, (1015)
"Great staff, clean and the pool was awesome! "
Canada
Aleah
$98 nightly
The price is $114
Jan 4 - Jan 5, 2026
Total with taxes and fees
DoubleTree by Hilton Hotel Nanuet

Marriott Park Ridge

Marriott Park Ridge
3.5 star property
Park Ridge
8.8 out of 10, Excellent, (861)
"Great hotel"
United States
Christopher
$127 nightly
The price is $146
Dec 21 - Dec 22
Total with taxes and fees
Marriott Park Ridge

Hyatt Regency Greenwich

Hyatt Regency Greenwich
4.0 star property
Old Greenwich
8.4 out of 10, Very Good, (1003)
"Excellent Hotel, the room, the staff, the common areas, the bar, the coffee shop, everything about this hotel is great "
United States
Nabil
$178 nightly
The price is $204
Dec 21 - Dec 22
Total with taxes and fees
Hyatt Regency Greenwich

The Lloyd Stamford, Tapestry Collection by Hilton

The Lloyd Stamford, Tapestry Collection by Hilton
3.5 star property
Downtown Stamford
8.8 out of 10, Excellent, (429)
"Beautiful hotel and lovely staff"
United States
Theodóra
$155 nightly
The price is $178
Dec 21 - Dec 22
Total with taxes and fees
The Lloyd Stamford, Tapestry Collection by Hilton

Amsterdam Hotel

Amsterdam Hotel
2.0 star property
Downtown Stamford
8.4 out of 10, Very Good, (1721)
"Staff was very friendly. "
United States
Mary
$104 nightly
The price is $121
Dec 24 - Dec 25
Total with taxes and fees
Amsterdam Hotel

Westchester Marriott

Westchester Marriott
4.5 star property
Tarrytown
8.8 out of 10, Excellent, (440)
"Comfy bed and nice breakfast!"
United States
Ignacio
$186 nightly
The price is $213
Dec 28 - Dec 29
Total with taxes and fees
Westchester Marriott

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very Good, (1002)
"great comfortable stay !"
United States
Niesha
$144 nightly
The price is $164
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sheraton Tarrytown Hotel

The Stamford Hotel

The Stamford Hotel
3.5 star property
Downtown Stamford
7.8 out of 10, Good, (1110)
"Older rooms and hotel Great bartender and it was close to our event so it worked "
United States
James
$122 nightly
The price is $141
Dec 21 - Dec 22
Total with taxes and fees
The Stamford Hotel

Sleepy Hollow Hotel

Sleepy Hollow Hotel
3.5 star property
Tarrytown
6.8 out of 10, (1000)
"excellent place "
United States
Boruch
$135 nightly
The price is $154
Dec 23 - Dec 24
Total with taxes and fees
Sleepy Hollow Hotel

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1000)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
$102 nightly
The price is $116
Dec 22 - Dec 23
Total with taxes and fees
Overlook Lodge at Bear Mountain

Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1001)
"Nice clean place.. friendly staff .. fireplace in lobby perfect for chillin "
United States
Adam
$152 nightly
The price is $174
Jan 11 - Jan 12, 2026
Total with taxes and fees
Courtyard by Marriott Tarrytown Westchester County

Homewood Suites by Hilton Teaneck Glenpointe

Homewood Suites by Hilton Teaneck Glenpointe
4.0 star property
Teaneck
9.0 out of 10, Wonderful, (1677)
"Room was super nice"
United States
Ramandeep
$159 nightly
The price is $182
Jan 4 - Jan 5, 2026
Total with taxes and fees
Homewood Suites by Hilton Teaneck Glenpointe

La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City
3.0 star property
Waterside
6.6 out of 10, (1010)
"The location is great and convenient! The staff is very kind and attentive!"
United States
Cruz
$92 nightly
The price is $106
Jan 1 - Jan 2, 2026
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Stamford / New York City

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (971)
"Rooms were clean, great breakfast and super friendly staff! "
United States
Phaelyn
$114 nightly
The price is $131
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn Paramus

Hampton Inn & Suites Stamford

Hampton Inn & Suites Stamford
2.5 star property
West Side
8.6 out of 10, Excellent, (1001)
"Good one night stay "
United States
Aaron
$158 nightly
The price is $181
Jan 3 - Jan 4, 2026
Total with taxes and fees
Hampton Inn & Suites Stamford

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
2.5 star property
Nanuet
8.2 out of 10, Very Good, (1012)
"Great hotel"
United States
Adesegun
$111 nightly
The price is $129
Dec 14 - Dec 15
Total with taxes and fees
Sonesta Simply Suites Nanuet

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
8.0 out of 10, Very Good, (1291)
"Clean rooms, good parking & nice staff."
United States
Shakeia
$121 nightly
The price is $138
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn White Plains/Tarrytown

Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown
3.0 star property
Downtown Stamford
9.0 out of 10, Wonderful, (835)
"Great spot"
United States
Anthony
$215 nightly
The price is $247
Dec 18 - Dec 19
Total with taxes and fees
Courtyard by Marriott Stamford Downtown

Hampton Inn Nanuet

Hampton Inn Nanuet
2.5 star property
Nanuet
7.8 out of 10, Good, (1001)
"Clean room, great breakfast "
United States
carl
$107 nightly
The price is $119
Dec 18 - Dec 19
Total with taxes and fees
Hampton Inn Nanuet

Ramada by Wyndham Bronx

Ramada by Wyndham Bronx
3.0 star property
Bronx
8.4 out of 10, Very Good, (1000)
"Great place "
United States
Anthony
$131 nightly
The price is $154
Jan 11 - Jan 12, 2026
Total with taxes and fees
Ramada by Wyndham Bronx
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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.

Beautiful sunset at Tarrytown lighthouse. It's beautiful during Christmas when the lighthouse is decorated.
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 Landmarks: Visit the famous Sleepy Hollow Cemetery and explore sites linked to the area's legendary tales.
  • Outdoor Adventures: Enjoy activities like skiing and hiking in the beautiful surrounding nature preserves.
  • Charming Downtown: Stroll through the enchanting downtown area filled with unique shops and friendly locals.
  • Romantic Getaways: Perfect for couples, the picturesque scenery provides a romantic backdrop for memorable escapes.
  • Diverse Accommodations: Choose from cozy bed and breakfasts to modern hotels catering to all types of travelers.

Find great hotels near Sleepy Hollow

Discover a range of hotel accommodations in Sleepy Hollow, New York, perfect for every type of traveler. From cozy bed and breakfasts to modern hotels, you'll find options that cater to business needs, pet-friendly policies, and an inclusive atmosphere for LGBTQIA guests. Enjoy a comfortable stay while exploring the enchanting history and scenic beauty of this iconic village.

  • Empire Hotel: The Empire Hotel offers a vibrant city-themed experience that stands out for its LGBTQIA-friendly atmosphere. Located in the heart of the city, this 4-star hotel caters to travelers seeking a pet-friendly getaway. With amenities like food and water bowls and in-room pet permissions, furry companions are welcome here. The hotel’s affiliation with LGBTQI travel guides reinforces its inclusive spirit, making it a top choice for diverse travelers. Guests can enjoy a stylish stay while being close to the bustling city life just 23 miles from Sleepy Hollow.
  • Hotel Belleclaire: Embrace a boutique vacation at Hotel Belleclaire, where unique decor and artistic touches create a memorable ambiance. Situated in the shopping district and just 22 miles from Sleepy Hollow, this 4-star hotel is perfect for those who enjoy retail therapy. Pet-friendly policies allow for dogs on-site, while the service animal fee waiver ensures inclusivity. Guests appreciate the hotel’s charming aesthetics and the vibrant local area, making it an ideal spot for a shopping-focused retreat.
  • Arthouse Hotel New York City: The Arthouse Hotel New York City is a sophisticated choice for business travelers and shoppers alike, positioned 22 miles from Sleepy Hollow. This 4-star lodging combines modern business amenities, including a 24-hour business center and strategic location in the shopping district, ensuring convenience for corporate guests. Pet-friendly with service animal accommodations, this hotel welcomes all travelers. Guests enjoy a blend of practicality and style, making it a solid option for both work and leisure.

Where to stay in Sleepy Hollow

Sleepy Hollow, New York, offers a charming blend of outdoor adventures and picturesque scenery, perfect for a romantic or family-friendly getaway. Explore the enchanting downtown area filled with friendly faces and unique highlights, or venture into nearby neighborhoods that exude a relaxing atmosphere. Whether you're seeking a memorable escape or a vibrant city vibe, Sleepy Hollow and its surroundings promise an unforgettable experience for every traveler.

  • Tarrytown: Nestled along the banks of the Hudson River, Tarrytown is a charming city that offers a delightful blend of history and modern conveniences. As the home of Sleepy Hollow, visitors can immerse themselves in literary lore while enjoying a vibrant shopping scene and local theaters. The city is especially lively in April, July, and September, making it a fantastic time for family outings and outdoor adventures. Don't miss the historic sites and the nearby stadium, which often hosts events that can enhance your travel experience.
  • Pocantico Hills: Just a mile away from Sleepy Hollow, Pocantico Hills is a picturesque village characterized by its scenic landscapes and rich history. This area attracts visitors primarily during the spring and summer months, particularly in March to April and June. Families can enjoy outdoor activities, including access to ski fields and resorts in the winter months. Local landmarks, such as historic sites and charming squares, make this a perfect spot for leisurely strolls and exploration.
  • Elmsford: Located 3 miles from Sleepy Hollow, Elmsford is a lively city that caters to diverse interests, from family fun to business engagements. The city sees a peak in visitor numbers during March to April and July, making it an ideal destination for those looking to blend leisure with work. Activities abound, including visits to theaters and arts centers, while sports enthusiasts will appreciate the nearby stadium and sports facilities. Elmsford offers a well-rounded experience with its vibrant culture and accessibility to various attractions.

Things to do near Sleepy Hollow

Sleepy Hollow offers a perfect blend of outdoor adventures and romantic escapes. Visitors can explore charming shopping areas, enjoy skiing on local slopes, and indulge in memorable recreational activities. With options for nightlife and romantic getaways, this picturesque destination ensures a delightful experience for couples and families alike. Don't miss the chance to create unforgettable memories during your trip to Sleepy Hollow.

Shopping

In Sleepy Hollow, check out Rockland Bakery, just 7 miles away, for delicious treats. For a larger shopping experience, visit Palisades Center, 5 miles away, offering a vibrant atmosphere. If you're up for a drive, Westchester's Ridge Hill, located 8 miles away, features a mix of shops and dining options.

Recreation

Tarrytown Music Hall offers vibrant entertainment with live concerts just 0.6 miles away, perfect for music lovers. For a peaceful retreat, visit Buttermilk Falls Park, 5 miles away, where you can unwind in nature's beauty. Experience fun and excitement at Westchester Skating Academy, located 2 miles away, with thrilling ice skating activities.

Adventure

Palisades Climb Adventure offers an exhilarating zipline and ropes course experience, perfect for thrill-seekers. For karting enthusiasts, Grand Prix New York / Spins Bowl provides a fast-paced, adrenaline-pumping environment. Explore nature at the Orange Trailhead, where scenic trails await outdoor adventurers.

Nightlife

In Sleepy Hollow, the Westchester Broadway Theatre offers a romantic cultural experience just 2 miles away, perfect for family entertainment. For adventure vibes, the Legoland Discovery Center Westchester is an exciting arcade located 8 miles from Sleepy Hollow, while the Hayden Planetarium, 22 miles away, provides captivating entertainment 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

To save money on your trip to Sleepy Hollow, plan your visit between January and March for lower accommodation rates. Sundays are the least expensive days to stay, while Saturdays are the priciest. Book your hotel about a month in advance or check Expedia for last-minute deals. Utilize the site’s filters to find budget-friendly options, and consider combining your hotel with flights for additional savings. Join Expedia's One Key membership for exclusive discounts and earn OneKeyCash for future stays. Explore the area on foot to enjoy free activities while saving on transportation 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: Utilize Expedia's search tool to refine your options based on your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and deals, simply adjust the price filter to sort from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Sleepy Hollow hotel reservations with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Sleepy Hollow

Sleepy Hollow, New York, is perfect for outdoor lovers and those seeking a romantic getaway. You can explore urban parks, modern universities, and nature preserves. Key attractions include the famous Sleepy Hollow Cemetery, the charming Sleepy Hollow Center, and sites linked to the legendary tales of the area. Whether you're interested in culture, family experiences, or simply enjoying the scenery, Sleepy Hollow offers a delightful range of activities for every traveler.

  • Westchester County Center: Nestled 5 miles from Sleepy Hollow, this vibrant arts center hosts a variety of cultural events, from concerts to art exhibitions. Experience the lively atmosphere and immerse yourself in the local arts scene.
  • Lyndhurst Mansion: Located just 2 miles away, this stunning historic mansion, set on a picturesque estate, offers guided tours showcasing its fascinating architecture and rich history. Explore the beautiful grounds and enjoy breathtaking views of the Hudson River.
  • Tarrytown Lighthouse: Situated within Sleepy Hollow, this charming historic lighthouse is a local landmark. Take a leisurely stroll to admire its unique architecture and learn about its maritime history while enjoying scenic views of the river.

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

Traveling to Sleepy Hollow, New York, is convenient with several major airports nearby. John F. Kennedy International Airport (JFK) is 31 miles away, with luxurious hotels like Arlo Williamsburg, The William Vale, and The Boro Hotel, all approximately 11 miles from the airport. Newark Liberty International Airport (EWR) is 32 miles from Sleepy Hollow, featuring upscale options such as The Dominick, The Wall Street Hotel, and The Beekman, A Thompson Hotel, located 9 miles from EWR. LaGuardia Airport (LGA) is 22 miles away, with premium accommodations including Virgin Hotels New York City, The Mark, and The Carlyle, A Rosewood Hotel, all within 6 miles of 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 $106 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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