Sleepy Hollow Holidays

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Things to do near Sleepy Hollow

Sleepy Hollow offers a delightful blend of outdoor activities ideal for families and couples alike. Visitors can enjoy a vibrant shopping area and theatre, alongside exciting attractions such as live music events, fun tours, and time sightseeing. Don't miss the lively block party, which showcases the community's spirit and charm. This charming destination promises a memorable experience filled with entertainment and exploration.

Shopping

For a delightful shopping experience in Sleepy Hollow, explore local boutiques and shops. If you're up for a drive, Westfield Garden State Plaza and The Outlets at Bergen Town Center, both located 25.7km away, offer a variety of shops and entertainment. Riverside Square Mall is also 24.1km away.

Recreation

Experience the serene greens at Sprain Lake Golf Course, just 11.3km away, perfect for a relaxing round of golf amidst nature. Enjoy captivating performances at Tarrytown Music Hall, only 966m away, for an enriching cultural encounter. For sports enthusiasts, Yankee Stadium, 29.0km away, offers thrilling games.

Adventure

Experience the thrill of Legoland Discovery Center Westchester, an arcade adventure zone 12.9km from Sleepy Hollow, perfect for family fun. Explore the Orange Trailhead for outdoor adventure 3.2km away, or hike the scenic Yellow Trailhead, located 4.8km from Sleepy Hollow, for breathtaking views.

Nightlife

In Sleepy Hollow, nightlife offers a charming atmosphere with venues like Dave & Buster's, Stonewall Inn, and 51-53 Christopher Street, all providing a blend of romance and entertainment vibes. Explore these local pubs for a delightful evening filled with drinks and lively conversations.

*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, is ideal for outdoor, family, and romantic getaways. Explore popular attractions such as urban parks, modern colleges, and nature reserves that cater to diverse interests. Essential activities include visiting the iconic Sleepy Hollow Cemetery and discovering local attractions, ensuring a well-rounded cultural and family experience in this charming village.

  • Fordham University: Experience the vibrant atmosphere of Fordham University, a modern institution located 25.7km from Sleepy Hollow. Stroll through its picturesque campus, where urban energy meets academic excellence, providing an engaging environment for exploration.
  • George Washington Bridge: At 27.4km from Sleepy Hollow, the historic George Washington Bridge offers stunning views and a glimpse into its cultural significance. Walk across this engineering marvel and soak in the rich history that surrounds this iconic landmark.
  • Van Cortlandt Park: Just 20.9km away, Van Cortlandt Park is a delightful urban retreat perfect for families. Enjoy outdoor activities amidst scenic landscapes, making it an ideal spot for picnics, leisurely walks, and engaging in nature.

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.

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 S$180 per night from 22 Feb to 23 Feb
S$180
22 Feb - 23 Feb
includes taxes & fees
8.2/10 Very Good! (1,527 reviews)
Room was very clean and comfortable.

Reviewed on 1 Feb, 2026

Baymont by Wyndham White Plains - Elmsford
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is S$272 per night from 9 Mar to 10 Mar
S$272
9 Mar - 10 Mar
includes taxes & fees
8.6/10 Excellent! (1,277 reviews)
Checks all the boxes!

Reviewed on 8 Feb, 2026

Sonesta White Plains Downtown
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 S$213 per night from 19 Feb to 20 Feb
S$213
19 Feb - 20 Feb
includes taxes & fees
9/10 Wonderful! (1,714 reviews)
Staff and parking

Reviewed on 5 Feb, 2026

Homewood Suites by Hilton Teaneck Glenpointe
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.

What to do in Sleepy Hollow

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