Sleepy Hollow Trip

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The Opus Westchester, Autograph Collection

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

Crowne Plaza Englewood by IHG

Crowne Plaza Englewood by IHG

3.5 out of 5
401 S Van Brunt St Englewood NJ
Fully refundable
The price is ₹14,093 per night from 26 Jul to 27 Jul
₹14,093
₹16,155 total
26 Jul - 27 Jul
includes taxes & fees
8.2/10 Very good! (1,368 reviews)
"Enjoyable staying at the hotel."

Reviewed on 4 Jul 2026

Crowne Plaza Englewood by IHG
Highbridge Hotel

Highbridge Hotel

2 out of 5
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
The price is ₹6,856 per night from 9 Jul to 10 Jul
₹6,856
₹8,201 total
9 Jul - 10 Jul
includes taxes & fees
9.2/10 Wonderful! (4,282 reviews)
"El personal es muy responsables y amigable. Los cuartos super limpios."

Reviewed on 5 Jul 2026

Highbridge Hotel
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
Fully refundableReserve now, pay when you stay
The price is ₹8,200 per night from 6 Jul to 7 Jul
₹8,200
₹9,131 total
6 Jul - 7 Jul
includes taxes & fees
6/10 (2,272 reviews)
"Needed to ask for towels. Ice machine was broken, needed walk across the hotel to get ice. No cups had to go to front desk to ask for cups. Shower drain slow. Refrigerator not working. Wallpaper in room peeling. No hair dryer. No coffee not even to purchase. Parking lot had large holes all sides ..."

Reviewed on 5 Jul 2026

Armoni Inn & Suites
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.

Stay near popular Sleepy Hollow attractions

Frequently asked questions

How much does a Sleepy Hollow holiday package cost?
You'll find cheap prices from ₹233,172 on Expedia for your Sleepy Hollow getaway. However, factors like the hotel choice, length of stay and season will influence how much your holiday to Sleepy Hollow costs.
What are the cheapest months to go to Sleepy Hollow?
If you're looking to book a cheap Sleepy Hollow holiday package, consider visiting in January, February and March. You're likely to find lower rates on flights and hotels during these months — perfect for budget-conscious travellers.
How many days is enough for Sleepy Hollow?
With a well-planned schedule, you can easily hit the main Sleepy Hollow sights in a few days. But if you'd like to discover hidden spots or take day trips, think about booking your Sleepy Hollow holiday for longer.
Is it worth booking a holiday package to Sleepy Hollow?
Sleepy Hollow has everything you need for an awesome trip — nature, culture and history are just the start. Whether you want to check out sights like Tarrytown Lighthouse and Old Dutch Church of Sleepy Hollow, or venture off the beaten track, you'll find plenty to see and do on your Sleepy Hollow holiday.
How to find the best Sleepy Hollow package deals?
Landing a cheap Sleepy Hollow package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can customise your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most economical Sleepy Hollow package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Sleepy Hollow holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging flights and hotels separately. Better still, you can tailor your Sleepy Hollow getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Sleepy Hollow?
If you've got your Sleepy Hollow travel dates finalized, book as early as you can to score some fantastic deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Sleepy Hollow?

  1. Pick your dates: What you'd like to do in Sleepy Hollow and your preferred season can help you decide when to go.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and food to flights and experiences. Your hotel will likely be the biggest expense during your trip to Sleepy Hollow.
  3. Decide how long to go away for: Now that you know more about Sleepy Hollow, you can figure out the right length of your break. Put together a rough plan and give yourself enough time for all the things you want to do.
  4. Combine your airfare and accommodation: After you've settled on your dates and duration, book the perfect Sleepy Hollow holiday package for you.

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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.