Sleepy Hollow Holidays from £561

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Your Sleepy Hollow Holiday

Lock in a custom holiday package to Sleepy Hollow and get ready for your next great escape. Stay in the neighbourhood of Northwest Yonkers, which is great for nature and culture, for a real taste of this interesting city. Lyndhurst Mansion, Tarrytown Music Hall and Sleepy Hollow Cemetery are just some of the many sights worth checking out during your trip to Sleepy Hollow. Whatever your travel plans or budget, organising a tailored Sleepy Hollow holiday is a walk in the park with Expedia.

Top Sleepy Hollow Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Stamford Suites
Luxury Living in the Heart of NY
Hotel NoMa, Trademark Collection by Wyndham
Sonesta White Plains Downtown
Hyatt Regency Greenwich

Things to do near Sleepy Hollow

Sleepy Hollow, New York, is perfect for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can explore charming shopping areas, enjoy skiing at local fields, and partake in exciting activities like live music events, fun tours, and seasonal block parties. With its scenic beauty and new attractions, Sleepy Hollow promises a delightful experience filled with sightseeing and memorable moments.

Shopping

For unique gifts and souvenirs, explore local shops in Sleepy Hollow. If you're up for a drive, visit Paramus Park Mall 22.5km away, Riverside Square Mall 24.1km away, or Stamford Town Center 27.4km away, all offering a vibrant shopping experience with various entertainment options.

Recreation

Experience the vibrant energy of Yankee Stadium, 29.0km from Sleepy Hollow, where sports enthusiasm thrives. Enjoy a cultural evening at Paramount Hudson Valley Theater, 22.5km away, blending romance and entertainment. For outdoor relaxation, Dunwoodie Golf Course, 16.1km distant, offers a perfect setting for golf and leisure.

Adventure

Experience the thrill of Legoland Discovery Center Westchester, an exciting arcade adventure zone 12.9km from Sleepy Hollow. For nature enthusiasts, the Orange Trailhead, located 3.2km away, offers scenic trails. Don't miss the Palisades Climb Adventure, a zipline ropes course 8.0km from town, perfect for outdoor fun.

Nightlife

In Sleepy Hollow, enjoy a vibrant nightlife with nearby venues like the Stonewall Inn and Dave & Buster's, both offering lively entertainment and romantic vibes, just 24 to 40.2km away. Explore these drinking pubs for a delightful evening out in a charming setting.

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

Find the best attractions near Sleepy Hollow

Sleepy Hollow, New York, offers a delightful escape for those seeking outdoor adventures, picturesque scenery, and romantic getaways. Visitors can explore urban parks, modern colleges, and nature reserves, making it perfect for families and culture enthusiasts alike. Key attractions include the famed Sleepy Hollow Cemetery and various local sites, ensuring an enriching experience for all travellers. Don't miss the chance to immerse yourself in the enchanting charm of this historic town.

  • Lyndhurst Mansion: Nestled 3.2km from Sleepy Hollow, this stunning Gothic Revival mansion offers a glimpse into 19th-century elegance. Visitors can stroll through its beautifully landscaped grounds and explore the intricately designed interiors, immersing themselves in rich history and culture.
  • Edward Hopper House Art Center: Located 4.8km away, this arts centre celebrates the life and works of painter Edward Hopper. Guests can enjoy exhibitions showcasing local artists, as well as Hopper’s contributions to American art, all within the charming setting of his childhood home.
  • Rockefeller Archive Center: Just 1.6km from Sleepy Hollow, this history museum provides insight into the Rockefeller family's philanthropic legacy. The centre houses extensive archives and offers guided tours that reveal the impact of their contributions to American society.

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

Tips to save on your trip to Sleepy Hollow

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Sleepy Hollow during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Sleepy Hollow Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
10,200
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Rockefeller Archive Centre, Lyndhurst Mansion and Tarrytown Music Hall

Top hotels in Sleepy Hollow

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is £115 per night from 21 Sept to 22 Sept
£115
21 Sept - 22 Sept
includes taxes & fees
Hampton Inn White Plains/Tarrytown
DoubleTree by Hilton Fort Lee - George Washington Bridge

DoubleTree by Hilton Fort Lee - George Washington Bridge

4 out of 5
2117 Route 4 Eastbound, Fort Lee, NJ
Fully refundableReserve now, pay when you stay
The price is £100 per night from 1 Oct to 2 Oct
£100
1 Oct - 2 Oct
includes taxes & fees
DoubleTree by Hilton Fort Lee - George Washington Bridge
Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is £119 per night from 14 Sept to 15 Sept
£119
14 Sept - 15 Sept
includes taxes & fees
Radio 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.

Popular places to visit

What to do in Sleepy Hollow

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.