Sleepy Hollow Trip

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Things to do near Sleepy Hollow

Shopping

The Westchester Mall, located 9.7km from Sleepy Hollow, offers a vibrant mix of shopping, dining, and entertainment. Rockland Bakery, just 11.3km away, is perfect for picking up delightful local treats. If you're up for a drive, New Roc City, 20.9km away, boasts a lively atmosphere with more shopping options.

Recreation

Buttermilk Falls Park offers a tranquil retreat with its picturesque landscapes and calming waterfalls, perfect for relaxation. For entertainment, the Capitol Theatre presents an array of performances that foster cultural appreciation. Meanwhile, Westchester Country Club provides a splendid golfing experience amidst beautiful outdoor scenery, ideal for sports enthusiasts.

Adventure

Experience the thrill at Legoland Discovery Center Westchester, an exciting arcade AdventureZone located 12.9km from Sleepy Hollow. Alternatively, race at Grand Prix New York / Spins Bowl, a karting venue 19.3km away, or enjoy family fun at Sportime USA, an arcade AdventureZone only 4.8km away.

Nightlife

Sleepy Hollow's nightlife offers a charming blend of romance and entertainment. Venture to Dave & Buster's for a lively pub atmosphere, or explore the Stonewall Inn and 51-53 Christopher Street, both vibrant drinking pubs where you can enjoy drinks and socialise with locals.

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

Find the best attractions in and around Sleepy Hollow

Sleepy Hollow, New York, offers a delightful blend of outdoor activities, cultural experiences, and family-friendly attractions. Visitors can explore urban parks, modern colleges, and reserves, ensuring there's something for everyone. Key highlights include the historic Sleepy Hollow Cemetery and various local attractions, making it an ideal destination for romantic getaways or family holidays. Whether it's a casual stroll through picturesque landscapes or immersing oneself in the area's rich heritage, Sleepy Hollow promises an enchanting experience.

  • Tarrytown Lighthouse: This historic lighthouse offers a unique glimpse into maritime history, situated beautifully along the Hudson River. Visitors can enjoy picturesque views and a serene atmosphere, immersing themselves in the culture and heritage of the region.
  • Philipsburg Manor: A fascinating historic building, Philipsburg Manor showcases the colonial era with its restored structures and engaging exhibits. Here, you can learn about the area's rich history and the lives of those who shaped it, all while enjoying the cultural vibes of the setting.
  • Rockefeller Archive Center: Located 1.6km away, this history museum houses extensive collections that illuminate the Rockefeller family’s influence on American society. The centre offers insightful exhibitions and programmes, perfect for history enthusiasts eager to delve into the past.

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 during the off-peak season (typically January to March) for more affordable package holidays to Sleepy Hollow.
  • 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 ₹11,426 per night from 22 Feb to 23 Feb
₹11,426
₹13,068 total
22 Feb - 23 Feb
includes taxes & fees
8.2/10 Very Good! (1,561 reviews)
Rooms were clean.

Reviewed on 17 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 ₹15,339 per night from 1 Mar to 2 Mar
₹15,339
₹20,551 total
1 Mar - 2 Mar
includes taxes & fees
8.6/10 Excellent! (1,288 reviews)
Front desk staff was above & beyond welcoming. The valet people were exceptionally helpful & sweet.

Reviewed on 13 Feb 2026

Sonesta White Plains Downtown
Highbridge Hotel

Highbridge Hotel

2 out of 5
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (3,990 reviews)
Good

Reviewed on 16 Feb 2026

Highbridge 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.

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