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 $1,096 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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    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.
Harpoon House

Harpoon House

3 out of 5
Price was CA $1,839, price is now CA $1,169 per person
CA $1,169
per person
May 27 - Jun 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.4/10 Very Good! (150 reviews)
Room was clean. Bathroom was refinished.

Reviewed on Feb 15, 2026

42 Hotel

42 Hotel

3.5 out of 5
Price was CA $3,547, price is now CA $1,885 per person
CA $1,885
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (847 reviews)
This Hotel is so cool. The staff is beyond helpful and friendly. We cant wait to come back next year.

Reviewed on Apr 15, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was CA $7,147, price is now CA $3,975 per person
CA $3,975
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was CA $4,830, price is now CA $2,804 per person
CA $2,804
per person
May 27 - Jun 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
10/10 Exceptional! (7 reviews)
Courteous and friendly staff

Reviewed on Nov 4, 2025

The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
Price was CA $2,019, price is now CA $1,312 per person
CA $1,312
per person
May 27 - Jun 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.4/10 Exceptional! (253 reviews)
The room was spacious. I’m very clean. I was very impressed. Location easy to get in and out of highly recommend.

Reviewed on Apr 14, 2026

North Side Hotel Deals

Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Apr 26 to Apr 27
CA $185
CA $280 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (5,409 reviews)
The service was impeccable. Staff were friendly, helpful and accommodating. The experiences on sight i.e., Broadway waiters and curated jewelry were an added surprise.

Reviewed on Apr 19, 2026

Hotel Edison Times Square
DoubleTree by Hilton New York Downtown

DoubleTree by Hilton New York Downtown

4 out of 5
8 Stone St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Apr 26 to Apr 27
CA $166
CA $196 total
Apr 26 - Apr 27
includes taxes & fees
8.4/10 Very Good! (3,688 reviews)
Good staff, great view of the city, quite and good location.

Reviewed on Apr 19, 2026

DoubleTree by Hilton New York Downtown
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave New York NY
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Apr 26 to Apr 27
CA $212
CA $303 total
Apr 26 - Apr 27
includes taxes & fees
7.4/10 Good! (7,598 reviews)
Lobby renovation came out great, wish they would renovate the rooms that are desperately needing. Beds are comfortable, staff are wonderful people.

Reviewed on Apr 19, 2026

Sheraton New York Times Square Hotel
See all 11,942 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 $1,169, 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.

Discover the most popular places to visit in North Side

Montefiore Mount Vernon Hospital

Though Montefiore Mount Vernon Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Mount Vernon while you are here.

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