Tarrytown Vacations from $349

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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.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $794, price is now $349 per person
$349
per person
Jan 10 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (7,259 reviews)
We were super far from a free pool.

Reviewed on Nov 2, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,141, price is now $474 per person
$474
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,353 reviews)
Perfecto

Reviewed on Nov 1, 2026

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was $1,534, price is now $661 per person
$661
per person
Jan 4 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
The front staff was very helpful at check-in and were very kind. The room was exactly as described. We can't wait to return the next time we are in the area.

Reviewed on Oct 31, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was $1,503, price is now $704 per person
$704
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

Disney's Animal Kingdom Lodge

Disney's Animal Kingdom Lodge

4.5 out of 5
Bay Lake
Price was $3,139, price is now $1,583 per person
$1,583
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,002 reviews)

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Tarrytown Hotel Deals

Days Inn by Wyndham Brooksville/Dade City

Days Inn by Wyndham Brooksville/Dade City

2 out of 5
6320 Windmere Rd Brooksville FL
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $81 total per night from Nov 25 to Nov 26
$81 total
Nov 25 - Nov 26
Total with taxes and fees
7.6/10 Good! (358 reviews)
"O"

Reviewed on Oct 31, 2026

Days Inn by Wyndham Brooksville/Dade City
Hotel Eastport

Hotel Eastport

2 out of 5
7065 Beebe Court Wildwood FL
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $159 total per night from Nov 5 to Nov 6
$159 total
Nov 5 - Nov 6
Total with taxes and fees
Hotel Eastport
Hampton Inn Dade City - Zephyrhills

Hampton Inn Dade City - Zephyrhills

2.5 out of 5
13215 Us Highway 301 Dade City FL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $123 total per night from Nov 22 to Nov 23
$123 total
Nov 22 - Nov 23
Total with taxes and fees
8.8/10 Excellent! (969 reviews)
"SHOCKING CONDITIONS — EXTREME HUMIDITY, MOLD AND APPALLING NEGLECT This Hampton Inn should not have been occupied without an immediate environmental assessment. Humidity readings reached an astonishing 90% on the third floor and 68% on the second. These readings came from small, room-sized dehumidifiers ..."

Reviewed on Nov 1, 2026

Hampton Inn Dade City - Zephyrhills
See all 841 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.

Find the Best Tarrytown Vacation Packages

Tarrytown Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Tarrytown vacation package cost?
Offering great value package deals from $349 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.