How much does a Sleepy Hollow vacation package cost?

You'll find cheap prices from $268 on Expedia for your Sleepy Hollow getaway. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Sleepy Hollow costs.

What are the cheapest months to go to Sleepy Hollow?

If you're hoping to book a cheap Sleepy Hollow vacation package, consider planning a trip in January, February and October. You'll usually find lower rates on accommodations and flights during these months — perfect for a budget-friendly getaway.

How many days is enough for Sleepy Hollow?

With a well-organized travel plan, you can easily hit the main Sleepy Hollow sights in a handful of days. But if you'd like to venture off the beaten track or go on day tours, think about booking your Sleepy Hollow vacation for longer.

Is it worth booking a vacation package to Sleepy Hollow?

Sleepy Hollow has everything you need for an awesome break — nature, culture and history are just the start. Whether you'd like to check out sights like Tarrytown Lighthouse and Old Dutch Church of Sleepy Hollow , or take the path less traveled, you'll find plenty to see and do on your Sleepy Hollow vacation.

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 customize 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 vacation as a package?

An Expedia vacation 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 vacation 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?

Choose when to travel: Check your calendar and get your bags packed. Your favorite season and the available activities will also help you decide when to escape to Sleepy Hollow. Work out your budget: Make sure you have enough money to pay for everything from dining out and transportation to flights and activities. Your accommodations will probably be the largest expense during your trip to Sleepy Hollow. Explore Sleepy Hollow with our trip planning tool : Gain insights into the top attractions and best hotels for your trip to Sleepy Hollow. You can also save your favorite places, collaborate with your group and organize your plans in one place. Decide how long to go for: Now that you know more about Sleepy Hollow, you can figure out the perfect length of your vacation. Pull together a rough itinerary and give yourself enough time for all the things you want to do. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Sleepy Hollow vacation package. Book any activities or excursions: Here's the fun part — locking in everything you want to do and see. Explore some of the exciting things to do in Sleepy Hollow and reserve your tickets in advance to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Sleepy Hollow vacation packages?

Jet off on your perfect escape to Sleepy Hollow with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait for payday — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stick to your budget and snap up bargains before they disappear.

Sleepy Hollow Vacation Packages 2025/2026 from $268

Your Sleepy Hollow Vacation

Lock in a custom vacation package to Sleepy Hollow and get ready for your next great escape. Stay in the neighborhood 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, organizing a tailored Sleepy Hollow vacation is a walk in the park with Expedia.

The Latest Sleepy Hollow vacation packages

Price found within the past 48 hours. Click for updated prices.

EVEN Hotel Norwalk by IHG

$268

per person

Jan 16 - Jan 19

found 1 day ago

Roundtrip flight included

Miami (MIA) to White Plains (HPN)

8.4/10 Very Good! (1,012 reviews)

I really enjoy this hotel. The lobby areas are very pleasant. Free lattes, the rooms are dark and quiet. Very pleased with my second stay here!

Reviewed on Nov 12, 2025

Tarrytown House Estate

$387

per person

Jan 22 - Jan 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

8/10 Very Good! (1,021 reviews)

The room was great. But the staff were exceptional. Every encounter we had was great.

Reviewed on Nov 9, 2025

Hotel NoMa, Trademark Collection by Wyndham

$373

per person

Jan 22 - Jan 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

8/10 Very Good! (1,002 reviews)

Staff is friendly and professional!

Reviewed on Nov 7, 2025

Hampton Inn & Suites Yonkers

Northwest Yonkers

$315

per person

Jan 22 - Jan 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

8.2/10 Very Good! (1,583 reviews)

The room was great - nice and clean! The free breakfast was awesome - great selection and really good food! The only downside was the pool was absolutely freezing. We were looking forward to using the pool every day....we only used it the first day for about 10 minutes because it was unbearable. That would be the only thing that could be better.

Reviewed on Nov 10, 2025

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Sleepy Hollow Hotel Deals

DoubleTree by Hilton Fort Lee - George Washington Bridge

2117 Route 4 Eastbound, Fort Lee, NJ

Fully refundableReserve now, pay when you stay

$130 nightly

$149 total

Nov 23 - Nov 24

Total with taxes and fees

7.4/10 Good! (1,008 reviews)

Didn't have breakfast, parking was safe and the room was clean.

Reviewed on Nov 8, 2025

Hyatt Place Fort Lee / George Washington Bridge

2167 Route 4 East, Fort Lee, NJ

Fully refundableReserve now, pay when you stay

$149 nightly

$171 total

Nov 16 - Nov 17

Total with taxes and fees

8.8/10 Excellent! (1,837 reviews)

Everything was very sweet

Reviewed on Nov 5, 2025

DoubleTree by Hilton Stamford

1 First Stamford Pl, Stamford, CT

Fully refundableReserve now, pay when you stay

$155 nightly

$178 total

Nov 21 - Nov 22

Total with taxes and fees

7.4/10 Good! (1,008 reviews)

The room was clean and safe. The staff were friendly and the Hilton signature cookie was delicious. My one criticism is the place could use a little TLC. The faux leather on the chair is my room was cracked and peeling, the print hanging on the wall had slipped out of its matting and was crooked ...

Reviewed on Nov 8, 2025

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.

Things to do near Sleepy Hollow

Sleepy Hollow offers a picturesque setting perfect for outdoor and romantic getaways. Visitors can enjoy a variety of activities including shopping, skiing, and walking tours. The area is particularly vibrant during Halloween, featuring special events and cemetery tours that delve into the town's rich history. Whether you're looking for a day trip or unique experiences, Sleepy Hollow has something to captivate everyone.

Shopping

For shopping in Sleepy Hollow, visit Rockland Bakery, a great spot for delicious treats just 7 miles away. If you're up for a drive, check out Palisades Center, 5 miles away, or Westchester's Ridge Hill, 8 miles away, both offering a variety of shops and family-friendly vibes.

Recreation

Experience the vibrant atmosphere at Tarrytown Music Hall, where live performances will uplift your spirits. For a blend of culture and romance, enjoy a show at Westchester Broadway Theatre, just 2 miles away, offering family-friendly entertainment in a charming setting.

Adventure

Experience excitement at Legoland Discovery Center Westchester, 8 miles from Sleepy Hollow, with thrilling arcade games for the whole family. For outdoor fun, tackle the zipline and ropes course at Palisades Climb Adventure, located 5 miles away. Don't miss the karting at Grand Prix New York, 12 miles from town.

Nightlife

Sleepy Hollow's nightlife offers a charming mix of entertainment and romance. Enjoy drinks at Stonewall Inn, Dave & Buster's, or 51-53 Christopher Street, each providing a vibrant atmosphere perfect for unwinding and socializing after a day of exploring this historic area.

*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 charming blend of outdoor adventures and cultural experiences, perfect for romantic getaways or family trips. Explore the scenic beauty of local parks, visit the historic Sleepy Hollow Cemetery, and admire the iconic lighthouse. With its captivating landscapes and rich history, Sleepy Hollow is an ideal destination for those seeking to immerse themselves in nature and culture.

Westchester County Center: Located 5 miles from Sleepy Hollow, this vibrant arts center offers a mix of performances and events, highlighting local culture and talent. It’s a great venue to experience the artistic heartbeat of Westchester County.
Lyndhurst Mansion: Just 2 miles away, this stunning historic estate features beautiful architecture and lush gardens. Visitors can explore its rich history and enjoy guided tours that delve into the lives of its former residents.
Tarrytown Lighthouse: Situated within Sleepy Hollow, this charming lighthouse not only provides picturesque views of the Hudson River but also tells the story of maritime history in the region, making it a lovely spot for photography and exploration.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	30.6°F (-0.8°C)	Light Rain	Mostly Sunny	Low	Slightly Low
February	32.2°F (0.1°C)	Light Rain	Mostly Sunny	Low	Slightly Low
March	39.6°F (4.2°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	50.5°F (10.3°C)	Light Rain	Mostly Sunny	Average	Average
May	60.8°F (16.0°C)	Light Rain	Mostly Sunny	Average	Average
June	69.4°F (20.8°C)	Light Rain	Mostly Sunny	Average	Average
July	76.1°F (24.5°C)	Light Rain	Mostly Sunny	Average	Average
August	74.5°F (23.6°C)	Light Rain	Mostly Sunny	High	Average
September	67.6°F (19.8°C)	Light Rain	Mostly Sunny	High	Slightly High
October	56.8°F (13.8°C)	Light Rain	Mostly Sunny	High	Slightly High
November	45.0°F (7.2°C)	Light Rain	Mostly Sunny	Average	Average
December	36.9°F (2.7°C)	Light Rain	Mostly Sunny	Low	Slightly 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.

Language	English
Currency	U.S dollars
Closest Airport	John F. Kennedy Intl. Airport (JFK)
Population	10,200
Max Temp Winter	35ºF
Max Temp Summer	80ºF
Top Sights	Rockefeller Archive Center, Lyndhurst Mansion and Tarrytown Music Hall

Language

English

Currency

U.S dollars

Closest Airport

John F. Kennedy Intl. Airport (JFK)

Population

10,200

Max Temp Winter

35ºF

Max Temp Summer

80ºF