Tarrytown Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, 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.

Top Tarrytown Vacation Deals

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 CA $1,168, price is now CA $670 per person
CA $670
per person
Dec 17 - Dec 22
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Orlando (MCO)
8.4/10 Very good! (7,259 reviews)

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was CA $1,913, price is now CA $963 per person
CA $963
per person
Jan 1 - Jan 8
found 18 hours ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (4,064 reviews)
It was a clean and quaint little spot. It had all the things I needed for a restful stay.

Reviewed on Oct 26, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was CA $4,439, price is now CA $2,259 per person
CA $2,259
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (565 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was CA $3,420, price is now CA $1,881 per person
CA $1,881
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was CA $2,194, price is now CA $1,250 per person
CA $1,250
per person
Jan 1 - Jan 8
found 18 hours ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.6/10 Exceptional! (1,234 reviews)

Ready to book your vacation to Tarrytown?

 

Choose your dates

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
The price is CA $98 per night from Nov 9 to Nov 10
CA $98
CA $109 total
Nov 9 - Nov 10
includes taxes & fees
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
The price is CA $200 per night from Oct 28 to Oct 29
CA $200
CA $214 total
Oct 28 - Oct 29
includes taxes & fees
9.6/10 Exceptional! (289 reviews)
"Super clean nice sound proof beautiful"

Reviewed on Oct 26, 2026

Hotel Eastport
Hampton Inn Dade City - Zephyrhills

Hampton Inn Dade City - Zephyrhills

2.5 out of 5
13215 Us Highway 301 Dade City FL
The price is CA $165 per night from Nov 2 to Nov 3
CA $165
CA $185 total
Nov 2 - Nov 3
includes taxes & fees
8.8/10 Excellent! (965 reviews)
"Clean room. Excellent pillows. Breaky was yummy"

Reviewed on Oct 22, 2026

Hampton Inn Dade City - Zephyrhills
See all 835 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?
You can snap up a vacation package to this top destination from CA $670 on Expedia. However, how much your vacation to Tarrytown costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Tarrytown?
You can typically find lower rates and better availability in January, February and June. Explore our cheap Tarrytown vacation packages and you could land some excellent off-season deals.
How many days is enough for Tarrytown?
The ideal duration of your Tarrytown vacation depends on what you'd like to do. Usually, a few days to a week will give you time to check out all the major sights and discover some hidden treasures along the way.
How to find the best Tarrytown package deals?
Finding a cheap Tarrytown package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Tarrytown 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 generally lower.
Is it cheaper to book a Tarrytown vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations and flights separately. Better still, you can personalize your Tarrytown escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Tarrytown?
Score incredible bargains by booking your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Tarrytown trip.
How to plan a trip to Tarrytown?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Tarrytown.
  2. Set your budget: Factor in costs like flights, food and transportation when working out how much to save for your trip to Tarrytown. Then, pick a hotel that suits your budget, whether that's a wallet-friendly stay or a deluxe getaway.
  3. Set the duration of your trip: Start by listing all the sights and activities you want to get to in Tarrytown. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Tarrytown vacation package.

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