Tarrytown Vacations from $310

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Your Tarrytown Vacation

Choose a Tarrytown vacation package and focus on what matters — having fun. There's no more planning stresses, just lots more time to immerse yourself in what's special about this fascinating city, such as its rich history and spectacular views. You'll want to do some exploring during your trip to Tarrytown. Make time for famous attractions like Westchester County Center, The Westchester Mall and Lyndhurst Mansion. Don't put off exploring this destination any longer. The perfect Tarrytown vacation is just a few clicks away with Expedia.

The Latest Tarrytown vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Save 100% on your flight
Price was $452, price is now $310 per person
$310
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
7.8/10 Good! (1,123 reviews)
Quiet friendly clean

Reviewed on Aug 21, 2025

Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
Save 100% on your flight
Price was $888, price is now $627 per person
$627
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Tampa (TPA) to White Plains (HPN)
6.8/10 (1,007 reviews)
The staff was very very helpful/kind/responsive!!!

Reviewed on Aug 18, 2025

The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
Save 100% on your flight
Price was $447, price is now $318 per person
$318
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
7.8/10 Good! (1,106 reviews)
There was a very serious incident our last night in the hotel that I called the front desk about. Apparently about two dozen others had gone down to the desk to complain about it as well, the manager could've cared less about everyone's safety and gaslighted us about our concerns. Will never stay there again.

Reviewed on Aug 22, 2025

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Save 100% on your flight
Price was $626, price is now $445 per person
$445
per person
Sep 22 - Sep 26
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8/10 Very Good! (1,003 reviews)
Nice place but a little tired.

Reviewed on Aug 23, 2025

Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester

2.5 out of 5
Northeast Yonkers
Save 100% on your flight
Price was $440, price is now $334 per person
$334
per person
Oct 30 - Nov 2
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.8/10 Excellent! (1,001 reviews)
Convienent location

Reviewed on Aug 22, 2025

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Discover the most popular places to visit in Tarrytown

The original bridge of Sleepy Hollow where the headless horseman crossed to get to the other side. Are you familiar with the American Folklore Legend?

Sleepy Hollow Cemetery

5/5(4 reviews)

Learn about the local history of Sleepy Hollow with a stop at Sleepy Hollow Cemetery. Wander the riverfront in this family-friendly area.

Sleepy Hollow Cemetery
This mansion was built in 1838 and is situated on 65 acres on the Hudson river and was home to New York City Major William Paulding Jr., merchant George Merritt and railroad tycoon Jay Gould consecutively.

Lyndhurst Mansion

4.5/5(9 reviews)

Learn about the local history of Tarrytown with a stop at Lyndhurst Mansion. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Lyndhurst Mansion
Kykuit was home to four generations of the Rockefeller family, beginning with the philanthropist John D. Rockefeller, founder of Standard Oil. #Museums #Architecture

Kykuit

4/5(6 reviews)

You can learn about the history of Tarrytown when you stop by Kykuit. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Kykuit

What to do in Tarrytown

LEGOLAND® Discovery Center Westchester Tickets

LEGOLAND® Discovery Center Westchester Tickets

$30
per adult
76% of travellers recommend
LEGOLAND® Discovery Center Westchester Tickets
See all activities in Tarrytown

Tarrytown Hotel Deals

Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
455 S Broadway, Tarrytown, NY
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $200 total per night from Sep 22 to Sep 23
$200 total
Sep 22 - Sep 23
Total with taxes and fees
6.6/10 (1,002 reviews)
"The staff was very very helpful/kind/responsive!!!"

Reviewed on Aug 18, 2025

Sleepy Hollow Hotel
Westchester Marriott

Westchester Marriott

4.5 out of 5
670 White Plains Rd, Tarrytown, NY
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $191 total per night from Aug 28 to Aug 29
$191 total
Aug 28 - Aug 29
Total with taxes and fees
8.8/10 Excellent! (344 reviews)
"Safe. Hotel staff were respectful and kind."

Reviewed on Aug 20, 2025

Westchester Marriott
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane, Tarrytown, NY
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $230 total per night from Sep 14 to Sep 15
$230 total
Sep 14 - Sep 15
Total with taxes and fees
7.8/10 Good! (1,001 reviews)
"Incredible place, from the outdoor seating areas, to the restaurant and bar, the pool, this place is absolutely incredible."

Reviewed on Aug 19, 2025

Tarrytown House Estate
See all 2,108 properties in Tarrytown
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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Frequently asked questions

How much does a Tarrytown vacation package cost?
You'll find cheap prices from $310 on Expedia for your Tarrytown break. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Tarrytown costs.
What are the cheapest months to go to Tarrytown?
If you're looking to book a cheap Tarrytown vacation package, consider planning a trip in January, February and October. You'll usually find lower rates on flights and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for Tarrytown?
With a well-organized travel plan, you can easily hit the top Tarrytown sights in a few days. But if you want to discover lesser-known spots or go on day tours, think about booking your Tarrytown vacation for longer.
Is it worth booking a vacation package to Tarrytown?
It's no wonder a Tarrytown vacation is on the must-do list of many travelers. Well-known attractions like Lyndhurst Mansion are just the beginning of things to see and do here.
How to find the best Tarrytown package deals?
Finding a cheap Tarrytown package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a few filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most economical Tarrytown package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Tarrytown vacation as a package?
You can enjoy significant savings on your next Tarrytown escape by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Tarrytown?
If you've got your Tarrytown vacation dates confirmed, book as soon as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Tarrytown?

  1. Choose when to go: Check your diary and get your bags packed. Your favorite time of year and the available activities will also help you decide when to vacation in Tarrytown.
  2. Work out your budget: Ensure you have enough money to cover everything from food and transportation to activities and airfares. Your accommodations will likely be the largest expense during your trip to Tarrytown.
  3. Organize your Tarrytown getaway with Expedia's trip planning tool: Search for and book accommodations and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Tarrytown together.
  4. Decide how many days away: Start by making a list of all the sights and activities you want to experience in Tarrytown. Then, estimate how long you'll need for each, including any travel time.
  5. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the right Tarrytown vacation package for you.
  6. Book any excursions or activities: Now to the fun part — organizing everything you want to see and do. Check out some of the incredible things to do in Tarrytown and reserve your tickets in advance to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Tarrytown vacation packages?
Your Tarrytown break is meant to be a relaxing escape from your daily routine, not a source of money worries. So to allow you a bit more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.