North Side 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

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in North Side

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 $2,226, price is now CA $1,249 per person
CA $1,249
per person
Jan 7 - Jan 10
found 6 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $3,588, price is now CA $2,144 per person
CA $2,144
per person
Dec 21 - Dec 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Price was CA $3,333, price is now CA $2,079 per person
CA $2,079
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (673 reviews)
Excellent stay

Reviewed on Oct 26, 2026

The Mark

The Mark

5 out of 5
Manhattan
Price was CA $4,235, price is now CA $2,649 per person
CA $2,649
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (723 reviews)
Fire alarm went off three times in middle of the night and no apology or refund.

Reviewed on Nov 8, 2026

The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Price was CA $2,095, price is now CA $1,311 per person
CA $1,311
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)
Very clean, attentive staff and very helpful

Reviewed on Nov 8, 2026

North Side Hotel Deals

ROW NYC

ROW NYC

4 out of 5
700 8th Avenue New York NY
Fully refundableReserve now, pay when you stay
The price is CA $253 per night from Nov 30 to Dec 1
CA $253
per night
Nov 30 - Dec 1
8/10 Very good! (3,085 reviews)
"Amazing location! Good value hotel. The lifts/elevators are an issue. They need to be updated. Room is basic but everything you need and appropriate for cost. Would recommend hotel"

Reviewed on Nov 9, 2026

ROW NYC
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
455 Madison Ave New York NY
9/10 Wonderful! (2,371 reviews)
"Loved the location of the property. We had a beautiful view of the St. Patrick's Cathedral from our room. Stacey at the front desk was amazing, wonderful customer service."

Reviewed on Nov 9, 2026

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Lotte New York Palace
Pod Times Square

Pod Times Square

3 out of 5
400 W 42nd Street New York NY
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Nov 29 to Nov 30
CA $127
per night
Nov 29 - Nov 30
9.2/10 Wonderful! (6,311 reviews)
"Wonderful would go again"

Reviewed on Nov 9, 2026

Pod Times Square
See all 11,064 properties in North Side
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.
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Frequently asked questions

How much does a North Side vacation package cost?
Our North Side packages, which start from just CA $1,249, are an easy way to save big bucks. Pick and choose your preferred hotels, flights and rental car to create your perfect getaway.
How do I get a cheap travel package to North Side?
Bundle your flights and hotels, add on extras such as a rental car or activities, and save with a North Side vacation package. You won't just pick up exciting discounts on your escape — you'll have a world of choice at your fingertips too. When you book through Expedia, you can select from more than 550 air carriers and 1,000,000 hotels worldwide. Your dream vacation begins right here, right now!
Where should I stay in North Side?
With fascinating attractions like Montefiore Mount Vernon Hospital and St. Pauls Church National Historic Site in this neighborhood, look for a hotel located near either of them. Willsons Woods Park is another sight that pulls the crowds.
How far in advance should I book my North Side vacation?
Travelers are normally able to look up international fares on Expedia within 12 months of departure. Booking last minute? With a bit of luck, it's still possible to purchase an affordable ticket just weeks before your flight.
What does an Expedia North Side travel package include?
You can select from a combination of flights, hotels and rental cars. Once you've made your booking, you can add tours and experiences. Want to pick your airfare class? That's also possible. The choice is all yours when it comes to crafting your perfect North Side getaway.
What should I know before booking a North Side travel package?
An Expedia travel package can be tailored to your budget and is a great way to make your hard-earned dollars stretch further. What you include is completely up to you. Rental cars, hotels and flights — decide on a combination that suits your plans.
Can I choose my airline with a North Side Expedia vacation package?
With a vacation package, you're always in charge. Whether you'd like to fly to North Side in economy or business class, simply choose from the available airline options. Expedia has access to over 550 airline partners across the world.
If I'm not able to travel, can I cancel my North Side vacation package?
We totally understand that life can throw you the odd curveball. If you've booked a North Side vacation package and need to change or cancel it, we're here to help. We recommend looking up our Customer Service Portal first for information. But generally, if you've taken out your package within 24 hours, you may be able to cancel or change your itinerary for free. If it's been more than 24 hours, your airline, hotel or car rental company may charge a fee.

Stay near popular North Side attractions

Willsons Woods Park

Willsons Woods Park is just one of the places to see in Mount Vernon, so why not enjoy the other things to explore during your travels? Stroll along the area's riverfront or experience its acclaimed art scene.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.