Midtown South Vacation Packages

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Top Holiday Package Deals in Midtown South

Price found within the past 48 hours. Click for updated prices.
The Wayne Inn

The Wayne Inn

2 out of 5
Price was CA $1,614, price is now CA $884 per person
CA $884
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
6.8/10 (291 reviews)
Clean room - hot shower -

Reviewed on May 5, 2026

New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Manhattan
Price was CA $2,403, price is now CA $1,298 per person
CA $1,298
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9.4/10 Exceptional! (4,403 reviews)
We’ll definitely definitely be staying there again! Very beautiful hotel, and it has a Starbucks on the first floor!

Reviewed on May 7, 2026

Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Price was CA $2,355, price is now CA $1,389 per person
CA $1,389
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (912 reviews)
Friendly staff, good coffee nearby and a restaurant next to the place. We will be staying again.

Reviewed on May 10, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $3,336, price is now CA $1,979 per person
CA $1,979
per person
Jul 23 - Jul 26
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (666 reviews)
Customer Service is outstanding

Reviewed on Apr 23, 2026

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $1,845, price is now CA $1,210 per person
CA $1,210
per person
Aug 5 - Aug 8
found 17 hours ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.8/10 Excellent! (1,003 reviews)
The hotel was nice, room was very clean, bed was comfortable. The mini-fridge in the room was purely a minibar with no room for storage (and the door was stuck when I tried to use it). I didn’t ask about this, but it’s something to mention that was unexpected.

Reviewed on May 8, 2026

Where to stay in Midtown South

Find the best Midtown South areas and neighborhoods for the activities you enjoy most. Learn more about Midtown South
Manhattan

Manhattan

8 out of top 10 points of interest in this area
4.5/5(3,072 area reviews)

Densely populated and culturally rich, this area boasts iconic attractions like Times Square, Central Park, and Grand Central Terminal. Explore diverse neighborhoods, such as bustling Chinatown and vibrant Koreatown, while enjoying world-class shopping on Fifth Avenue.

Find hotels in Manhattan

Midtown South Hotel Deals

NEW YORKER BY LOTTE HOTELS

NEW YORKER BY LOTTE HOTELS

4 out of 5
481 Eighth Ave. New York NY
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from May 25 to May 26
CA $217
CA $317 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (6,741 reviews)
Great stay! Central location, comfy beds, friendly staff 👌

Reviewed on May 10, 2026

NEW YORKER BY LOTTE HOTELS
Arlo Midtown

Arlo Midtown

4 out of 5
351 West 38th Street New York NY
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from May 25 to May 26
CA $196
CA $285 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (5,981 reviews)
The hotel is in a great location for anyone who is wanting to hit the main attractions of New York. Brilliant for first timers as you can access most things by foot or get the subway which is also close. I can confirm that the street is very quite despite it being so close to times square. You take ...

Reviewed on May 11, 2026

Arlo Midtown
Hilton Garden Inn New York Times Square South

Hilton Garden Inn New York Times Square South

3 out of 5
326 W 37th St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from May 25 to May 26
CA $192
CA $225 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (5,373 reviews)
Very clean room. Staff working front desk were delightful.

Reviewed on May 11, 2026

Hilton Garden Inn New York Times Square South
See all 1,364 properties in Midtown South
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
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Frequently asked questions

How much does a Midtown South vacation package cost?
Custom build your Midtown South vacation package from as little as CA $884. Choose from any combination of flights, hotels and rental cars to pull together the trip you've been dreaming of. Don't forget to add on some tours and experiences!
How do I get a cheap travel package to Midtown South?
You'll save tons of cash if you bundle your hotels, flights and car rentals into a Midtown South travel package. Sometimes cheap means fewer choices. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 properties throughout the world, which means you'll always have plenty of variety to choose from. Want to save even more? Add some exciting activities to your package deal and unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Midtown South?
A visit to Midtown South isn't complete without stopping by Times Square and Broadway. Book a room close by so you can easily access these famous attractions.
What are the top hotels in Midtown South?
Secure a room at Best Western Premier Empire State Hotel. It's one of the area's most in-demand hotels. Another reputable option in Midtown South is Pestana CR7 Times Square.
How far in advance should I book my Midtown South vacation?
Reserving your flights early with Expedia means one less thing to have to worry about. Most carriers advertise tickets up to 12 months in advance. This is often the cheapest time to book. If circumstances have left you booking late, great deals to Midtown South occasionally appear just weeks before departure.
What does an Expedia Midtown South travel package include?
Rental cars, hotels and flights — we've got them covered. With Expedia, you can create your Midtown South package however you want. All you have to do is determine what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the bigger your savings!
What should I know before booking a Midtown South travel package?
You'll save plenty with an Expedia travel package. Bundle your flights, rental cars and hotels and pick up fantastic discounts. Hotels aren't your only option, however. We've got oceanfront condos, city apartments and everything in between!
Can I choose my airline with a Midtown South Expedia vacation package?
Yes, you can. We offer more than 550 airline partners worldwide, so go with the carrier that suits your travel needs.
If I'm not able to travel, can I cancel my Midtown South vacation package?
Because we know life is full of surprises, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it free of charge. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.

Discover the most popular places to visit in Midtown South

view from top on Madison Square Garden and Empire State Building. Night Lights

Madison Square Garden

Whether you’re performing here, watching your favorite sports team or entertainer or touring the venue, you’re in for an exciting event.

Madison Square Garden
Empire State Building

Empire State Building

No trip to New York is complete without zooming up the top of this iconic building, where the views of Manhattan are unmatchable.

Empire State Building
The High Line Park

The High Line Park

This creative exploration of the potential for urban renewal is a pleasant place to go for a walk next to one of the trendiest neighborhoods in New York.

The High Line Park

Things to do

SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

CA $66
per adult
94% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
Top of the Rock Observation Deck

Top of the Rock Observation Deck

CA $71
per adult
90% of travellers recommend
Top of the Rock Observation Deck
Go City: New York Explorer Pass - Entry to 2 to 10 Top Attractions

New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent

CA $117
per adult
84% of travellers recommend
New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent
See all activities in New York
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.