Tarrytown Vacations from $271
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Tarrytown Vacation
Enjoy amazing adventures when you book a Tarrytown vacation package. Whether you're a history buff, art enthusiast or just a traveler who loves experiencing new places, there's something for everyone in this interesting city. Eager to do a little sightseeing? Spend some time enjoying well-known attractions like Webster Westside Flea Market during your trip to Tarrytown. Don't delay your visit to this city any longer. The ultimate Tarrytown vacation is only a few clicks away with Expedia.
The Latest Tarrytown vacation packages
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
$366
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9/10 Wonderful! (3,830 reviews)
The property is nice and well kept. Room is also very nice and comfortable but just need more lighting in the room.
Reviewed on Aug 31, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
$832
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9.2/10 Wonderful! (1,006 reviews)
Our family absolutely loved staying in the cottages. It was nicely updated and so much space for everyone to spread out. Although we didn’t have time to use them, the waterpark passes are a nice bonus. I’m sure we will likely stay here again when we are back in the area.
Reviewed on Aug 30, 2026
Tarrytown Hotel Deals
Days Inn by Wyndham Brooksville/Dade City
6320 Windmere Rd Brooksville FL
Fully refundableReserve now, pay when you stay
$69 nightly
$77 total
Sep 20 - Sep 21
Total with taxes and fees
7.6/10 Good! (302 reviews)
"Great place to stay at. Thanks again"
Reviewed on Aug 31, 2026
Hampton Inn Dade City - Zephyrhills
13215 Us Highway 301 Dade City FL
Fully refundableReserve now, pay when you stay
$89 nightly
$100 total
Sep 7 - Sep 8
Total with taxes and fees
Hotel Eastport
7065 Beebe Court Wildwood FL
Fully refundableReserve now, pay when you stay
$116 nightly
$124 total
Sep 3 - Sep 4
Total with taxes and fees
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.
Find the Best Tarrytown Vacation Packages
Tarrytown Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
More vacations you might like
Frequently asked questions
How much does a Tarrytown vacation package cost?
Offering great value package deals from $271 on Expedia, you'll be surprised at how little a vacation to Tarrytown costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Tarrytown?
June, July and October are great times to search for cheap Tarrytown vacation packages. Opting to travel in quieter months means you can generally find reduced prices on accommodations and flights.
How many days is enough for Tarrytown?
Typically, a handful of days is enough to check out the main sights during your Tarrytown vacation. But if you want to have time to kick back or take day tours, consider extending your itinerary.
How to find the best Tarrytown package deals?
Finding a cheap Tarrytown package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply some filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most affordable Tarrytown package deals. Want a simple trick to get the biggest savings? Be flexible 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?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still have the freedom to create a personalized Tarrytown vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Tarrytown?
If you have your Tarrytown vacation dates confirmed, book as soon as you can to grab some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for traveling on a whim.
Does Expedia offer Book Now, Pay Later Tarrytown vacation packages?
Your Tarrytown getaway is meant to be a relaxing escape from your busy life, not a source of money worries. So to allow you a little more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
