How much does a Sleepy Hollow vacation package cost?

You'll find cheap prices from $235 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.

Discover Sleepy Hollow Vacation Packages, Book from $235

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.

Courtyard by Marriott Poughkeepsie

$235

per person

Mar 15 - Mar 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

8.8/10 Excellent! (1,002 reviews)

Yes it was very nice and convenient

Reviewed on Jan 11, 2026

Hampton Inn & Suites Yonkers

Northwest Yonkers

Save 100% on your flight

$344

per person

Mar 16 - Mar 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

8.2/10 Very Good! (1,621 reviews)

Besides the parking not being free ($15) everything else was great. Great italian restaurant nearby also.

Reviewed on Jan 12, 2026

The Abbey Inn & Spa

Save 100% on your flight

$649

per person

Feb 19 - Feb 22

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

9.2/10 Wonderful! (217 reviews)

Friendly staff and a great place to get away and recharge!

Reviewed on Dec 31, 2025

Luxury NY Home 3BR with Easy Parking

Southeast Yonkers

Save 100% on your flight

$1,485

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to White Plains (HPN)

3/10 (4 reviews)

Spacious 3BR Luxe Escape near NYC

Southeast Yonkers

$615

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to White Plains (HPN)

No reviews

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Sleepy Hollow Hotel Deals

Executive Inn - Fort Lee

2339 Route 4 Fort Lee NJ

Fully refundableReserve now, pay when you stay

$98 nightly

$112 total

Jan 14 - Jan 15

Total with taxes and fees

7.8/10 Good! (784 reviews)

Very clean

Reviewed on Jan 12, 2026

Highbridge Hotel

1263 Edward L Grant Highway Bronx NY

Fully refundableReserve now, pay when you stay

$80 nightly

$95 total

Jan 15 - Jan 16

Total with taxes and fees

9/10 Wonderful! (3,907 reviews)

Front desk was awesome!

Reviewed on Jan 12, 2026

Radio Hotel

2420 Amsterdam Ave New York NY

Fully refundableReserve now, pay when you stay

$119 nightly

$140 total

Jan 18 - Jan 19

Total with taxes and fees

8.4/10 Very Good! (2,585 reviews)

The room

Reviewed on Jan 7, 2026

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, New York, is perfect for outdoor adventures and family or romantic getaways. Visitors can explore vibrant shopping areas and enjoy local theater. Notable activities include engaging Halloween events, scenic day trips, walking tours, and cemetery tours, all of which highlight the town's rich history and folklore. Embrace the charm of Sleepy Hollow as you discover its unique attractions and experiences.

Shopping

In Sleepy Hollow, you can shop at Rockland Bakery, just 7 miles away, for delightful baked goods. If you're up for a drive, head to Palisades Center, 5 miles away, for a variety of shops and entertainment, or visit Westchester's Ridge Hill, 8 miles away, for more family-friendly options.

Recreation

Tarrytown Music Hall offers an enchanting atmosphere filled with live performances, perfect for an entertaining night out. The Westchester Broadway Theatre provides a charming blend of culture and romance, showcasing captivating productions that delight families. For sports enthusiasts, Yankee Stadium delivers an electrifying experience just 18 miles away.

Adventure

Experience the excitement at Legoland Discovery Center Westchester, 8 miles from Sleepy Hollow, with family-friendly arcade adventures. Challenge yourself at Palisades Climb Adventure, located 5 miles away, featuring thrilling zipline and ropes courses. For high-speed fun, head to Grand Prix New York / Spins Bowl, 12 miles away, for karting excitement.

Nightlife

Experience the vibrant nightlife in Sleepy Hollow with a visit to the Stonewall Inn or Dave & Buster's, both offering great drinks and a lively atmosphere about 24 to 25 miles away. For a unique vibe, check out 51-53 Christopher Street, where entertainment and romance thrive.

*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 and cultural experiences for families, couples, and solo travelers. Explore the picturesque Sleepy Hollow Lighthouse and the historic Sleepy Hollow Cemetery, or enjoy the scenic beauty of local parks and preserves. Whether you're seeking adventure or a relaxing getaway, Sleepy Hollow has something for everyone to enjoy amidst its charming surroundings.

Westchester County Center: Located 5 miles from Sleepy Hollow, this vibrant arts center hosts a variety of cultural events, including concerts and art exhibitions. Its welcoming atmosphere and diverse programming make it a hub for creativity and community engagement, perfect for art enthusiasts and families alike.
Lyndhurst Mansion: Just 2 miles away, this stunning historic mansion offers a glimpse into the opulence of the 19th century. Surrounded by beautiful gardens and scenic views of the Hudson River, visitors can explore its rich architecture and learn about its fascinating history through guided tours.
Tarrytown Lighthouse: Situated within Sleepy Hollow, this iconic lighthouse is a picturesque spot for photography and relaxation. With its charming design and historical significance, it's a perfect location to enjoy the river views and immerse yourself in local maritime history.

Best time to go to Sleepy Hollow

The best time to visit Sleepy Hollow is dependent 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