Cortlandt Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

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

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

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Your Cortlandt Vacation

When you organize a vacation package to Cortlandt, you can relax and enjoy your escape knowing that all your travel arrangements have been worked out ahead of time. Uncover the many charms of this city while staying in a neighborhood like Montrose, which is great for walking. Fill your free time with visits to Franklin D. Roosevelt State Park, Van Cortlandt Manor and Paramount Hudson Valley Theater, some of the things you just have to see during a trip to Cortlandt. No matter your travel plans or the size of your budget, organizing a tailored Cortlandt vacation is a piece of cake with Expedia.

Top Cortlandt Vacation Deals

Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $1,722, price is now CA $1,010 per person
CA $1,010
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

LGA AIRPORT

LGA AIRPORT

2 out of 5
Queens
Price was CA $5,106, price is now CA $3,089 per person
CA $3,089
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
10/10 Exceptional! (2 reviews)
The best airbnb Ive stayed at in New York with the best price for our family of 6. The place was so clean, amenities looked brand new. It had a homey feel to it, my kids didnt want to leave. We will definently be booking again in the future.

Reviewed on Dec 24, 2025

The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,122, price is now CA $1,343 per person
CA $1,343
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,006 reviews)

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $3,195, price is now CA $2,085 per person
CA $2,085
per person
Dec 28 - Dec 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,435 reviews)

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $3,512, price is now CA $2,299 per person
CA $2,299
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (286 reviews)

Ready to book your vacation to Cortlandt?

 

Choose your dates

Cortlandt Hotel Deals

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is CA $267 per night from Nov 22 to Nov 23
CA $267
CA $342 total
Nov 22 - Nov 23
includes taxes & fees
Tarrytown House Estate
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Nov 15 to Nov 16
CA $156
CA $178 total
Nov 15 - Nov 16
includes taxes & fees
West Gate Inn Nyack
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
Get rates
Armoni Inn & Suites
See all 955 properties in Cortlandt
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

Stay near popular Cortlandt attractions

Monteverde at Oldstone

After visiting Monteverde at Oldstone, make a plan to see the other sights and activities in Cortlandt.
See properties

Frequently asked questions

How much does a Cortlandt vacation package cost?
Offering great value package deals from CA $1,010 on Expedia, you'll be thrilled with how little a vacation to Cortlandt costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Cortlandt?
To score cheap Cortlandt vacation packages, plan your trip outside of busy periods like public holidays and major festivals. You'll typically find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Cortlandt?
We recommend planning a Cortlandt vacation for a minimum of 2 days. This will give you time to visit top attractions such as Peekskill Landing Park and Charles Point Pier Park, and also check out neighbourhoods like Lake Peekskill and Montrose. You could even fit in a day trip or two beyond Cortlandt.
How to find the best Cortlandt package deals?
Landing a cheap Cortlandt package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly Cortlandt package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Cortlandt vacation as a package?
You can enjoy significant savings on your Cortlandt retreat by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Cortlandt?
Enjoy fantastic discounts by booking your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Cortlandt escape.
How to plan a trip to Cortlandt?

  1. Pick your travel dates: What you want to do in Cortlandt and your preferred season can help you decide when to get away.
  2. Budget wisely: As well as the price of your hotel, you'll need to factor in other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that could arise during your trip to Cortlandt.
  3. Decide your trip length: Consider how long you want to spend exploring Cortlandt. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your accommodations and airfare: After you've settled on your trip dates and duration, book the ideal Cortlandt vacation package for you.

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