Tarrytown Vacation Packages

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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.

Top Tarrytown Vacation Deals

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

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
per person
Mar. 27 - Apr. 2
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very Good! (1,003 reviews)
Perfect for vacation

Reviewed on Jan. 4, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
Save 100% on your flight
per person
Mar. 10 - Mar. 15
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very Good! (1,001 reviews)
Excelente lugar. Cerca de lugares para entrenenimiento. Me encantó la limpieza.

Reviewed on Jan. 5, 2025

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
per person
Feb. 17 - Feb. 22
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8/10 Very Good! (4,927 reviews)
The place was clean and staff friendly. We would stay again

Reviewed on Jan. 5, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
Feb. 8 - Feb. 15
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
7.8/10 Good! (1,138 reviews)
I think it's time to invest in changing the furniture and remodeling the rooms.

Reviewed on Dec. 28, 2024

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
Mar. 12 - Mar. 19
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8/10 Very Good! (3,918 reviews)
Our room was great and we loved the many pools. The parking situation is a major major problem. We were woken up at 4:00 am. to move our car as it wasn’t in an actual parking spot. We drive around for almost 40 minutes trying to find a parking spot, even up to a ten-15 minute walk from our condo without any luck. So we returned to our area and found a place to park that although it wasn’t a designated parking spot, it wasn’t blocking anything. So, at 4/00 a.m. security banged on our door to make us get up and move the car. Meanwhile approximately 20 parking spots were taken over with overflow storage containers for the resort. Otherwise, we enjoyed the stay at the resort.

Reviewed on Jan. 5, 2025

Ready to book your vacation to Tarrytown?

 

Choose your dates

Tarrytown Hotel Deals

Microtel Inn & Suites by Wyndham Brooksville
Microtel Inn & Suites by Wyndham Brooksville
2 out of 5
6298 Nature Coast Blvd, Brooksville, FL
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Jan. 7 to Jan. 8
CA $183
CA $204 total
includes taxes & fees
Jan 7 - Jan 8
8.4/10 Very Good! (1,000 reviews)
"Quiet and clean Perfect stay"

Reviewed on Dec. 24, 2024

Microtel Inn & Suites by Wyndham Brooksville
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
The price is CA $159 per night from Jan. 26 to Jan. 27
CA $159
CA $177 total
includes taxes & fees
Jan 26 - Jan 27
6.8/10 (1,000 reviews)
"Last stay I had a slight disappointment with water situation... However this stay was perfect. The gentleman at front desk really helped me out and the stay went well"

Reviewed on Dec. 24, 2024

Days Inn by Wyndham Brooksville/Dade City
Holiday Inn Express Hotel & Suites Brooksville, an IHG Hotel
Holiday Inn Express Hotel & Suites Brooksville, an IHG Hotel
2.5 out of 5
30455 Cortez Blvd, Brooksville, FL
Fully refundable
The price is CA $218 per night from Jan. 26 to Jan. 27
CA $218
CA $243 total
includes taxes & fees
Jan 26 - Jan 27
8.6/10 Excellent! (615 reviews)
"Excellent Service"

Reviewed on Jan. 3, 2025

Holiday Inn Express Hotel & Suites Brooksville, an IHG Hotel
See all 596 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Tarrytown vacation package cost?
Offering great value package deals from CA $641 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?
January, February and June are the best times to look for cheap Tarrytown vacation packages. Opting to travel in less busy periods means you can generally find lower prices on flights and hotels.
How many days is enough for Tarrytown?
The ideal length of your Tarrytown vacation depends on what you’d like to do and see. Typically, a handful of days to a week will give you plenty of time to hit all the main attractions and discover some hidden spots along the way.
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.
How to plan a trip to Tarrytown?

  1. Choose your travel dates: What you plan to do in Tarrytown and your preferred season can help you decide when to get away.
  2. Set your budget: Consider expenses such as flights, transportation and food when calculating how much to put aside for your trip to Tarrytown. Then, pick a property that suits your budget, whether that’s an economical stay or a high-end getaway.
  3. Work out your trip length: Think about how much time you’d like to spend exploring Tarrytown. Plan your days so you can get to all the activities and attractions you’re interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Tarrytown vacation package.

Discover the most popular places to visit in Tarrytown

Webster Westside Flea Market

4.5/5(2 reviews)

You can do some window-shopping at Webster Westside Flea Market during your trip to Webster. You can enjoy the coffeehouses while in the area.

Webster Westside Flea Market
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.