Sleepy Hollow Holidays from £720

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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.
Hampton Inn White Plains/Tarrytown
Cromwell Manor Inn
Stamford Suites
Sonesta White Plains Downtown
Hyatus Luxury Residences Stamford

Things to do near Sleepy Hollow

Sleepy Hollow offers a delightful blend of outdoor activities and family-friendly attractions, perfect for a romantic getaway. Visitors can enjoy shopping at local centres, catch live music performances, and explore new attractions through fun tours. Don't miss the chance to experience the vibrant block parties and engage in scenic sightseeing that this charming town has to offer.

Shopping

In Sleepy Hollow, you can explore charming local shops for unique gifts. If you're up for a drive, visit New Roc City (20.9km away), Westfield Garden State Plaza (25.7km away), or Stamford Town Center (27.4km away) for a wider range of shopping and entertainment options.

Recreation

At Doral Arrowwood Golf Club, enjoy a day on the lush greens, perfect for unwinding amidst nature. For a touch of culture, visit Lehman Center for the Performing Arts, where captivating performances create a romantic and engaging atmosphere, ideal for family outings or a night out.

Adventure

Experience the thrill of Palisades Climb Adventure, a zipline and ropes course located 8.0km from Sleepy Hollow, perfect for outdoor enthusiasts. For family fun, visit Legoland Discovery Center Westchester, an arcade and adventure zone situated 12.9km away. Finally, explore the scenic Orange Trailhead, 3.2km from Sleepy Hollow, ideal for hiking.

Nightlife

For an exciting nightlife experience near Sleepy Hollow, visit the Stonewall Inn and Dave & Buster's, both offering vibrant atmospheres with entertainment and romance vibes, located approximately 24 to 40.2km away. Don't forget to check out 51-53 Christopher Street for more lively pub experiences.

*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 mix of outdoor activities, cultural experiences, and family-friendly attractions, making it ideal for various types of vacations. Visitors can explore urban parks, modern colleges, and nature preserves, while also enjoying notable sites such as the Sleepy Hollow Cemetery and other local attractions. Whether you're seeking romance or adventure, Sleepy Hollow promises a memorable getaway in this charming locale.

  • Westchester County Center: A vibrant arts venue nestled 8.0km from Sleepy Hollow, the Westchester County Center hosts a variety of performances and events. Immerse yourself in the local culture as you enjoy concerts, exhibitions, and other artistic showcases in this lively setting.
  • Lyndhurst Mansion: Located merely 3.2km away, this historic estate boasts stunning architecture and lush grounds. Explore the grandeur of the 19th-century mansion, offering guided tours that delve into its rich history and picturesque gardens, perfect for a leisurely stroll.
  • Rye Playland: Experience family fun 20.9km from Sleepy Hollow at this classic amusement park. With thrilling rides, games, and beautiful waterfront views, Rye Playland promises an adventurous day out for all ages, ideal for creating lasting memories.

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

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

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is £115 per night from 31 Mar to 1 Apr
£115
31 Mar - 1 Apr
includes taxes & fees
8.2/10 Very Good! (1,608 reviews)
Spotlessly clean in both rooms and common areas.

Reviewed on 15 Mar 2026

Baymont by Wyndham White Plains - Elmsford
Homewood Suites by Hilton Teaneck Glenpointe

Homewood Suites by Hilton Teaneck Glenpointe

4 out of 5
1 Glenwood Ave Ste A Teaneck NJ
Fully refundableReserve now, pay when you stay
The price is £134 per night from 29 Mar to 30 Mar
£134
29 Mar - 30 Mar
includes taxes & fees
9.2/10 Wonderful! (1,735 reviews)
Great indoor pool

Reviewed on 14 Mar 2026

Homewood Suites by Hilton Teaneck Glenpointe
Marriott Saddle Brook

Marriott Saddle Brook

4 out of 5
138 New Pehle Avenue Saddle Brook NJ
The price is £102 per night from 22 Mar to 23 Mar
£102
22 Mar - 23 Mar
includes taxes & fees
7.6/10 Good! (1,004 reviews)
Location was perfect due to meetings close to office in NJ. Staff was helpful. Hotel recently charging parking fee which was free until recently. Not sure why charge a fee since there is plenty of parking, its located in a suburban area. Not NYC and no mass transit near by. Not sure why charge a ...

Reviewed on 11 Mar 2026

Marriott Saddle Brook
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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* 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.