Midtown South Holidays

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    Save up to S$1,300 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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Price found within the past 48 hours. Click for updated prices.
OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was S$1,337, price is now S$885 per person
S$885
per person
18 Sept - 21 Sept
found 1 day ago
Return flight included
Boston (BOS) to New York (JFK)
6.8/10 (1,962 reviews)
Great location, big rooms

Reviewed on 26 Jun, 2026

San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Manhattan
Save 100% on your flight
Price was S$1,635, price is now S$964 per person
S$964
per person
18 Sept - 21 Sept
found 1 day ago
Return flight included
Boston (BOS) to New York (JFK)
9.4/10 Exceptional! (1,831 reviews)
This was our 2nd time staying at the San Carlos as didn’t disappoint. Location perfect for walking to Central Park, Grand Central. Located near subway station. Room was very spacious, clean with tv & air con. Staff very pleasant and helpful.

Reviewed on 22 Jun, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was S$1,924, price is now S$1,158 per person
S$1,158
per person
18 Sept - 21 Sept
found 1 day ago
Return flight included
Boston (BOS) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,080 reviews)
Breakfast was excellent

Reviewed on 26 Jun, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was S$1,806, price is now S$1,095 per person
S$1,095
per person
18 Sept - 21 Sept
found 1 day ago
Return flight included
Boston (BOS) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,636 reviews)
Staff ,servicio excelente. Mi hijo dejo.la cámara por accidente en la habitación y sin problema ninguno la recupere

Reviewed on 26 Jun, 2026

The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was S$1,582, price is now S$1,043 per person
S$1,043
per person
18 Sept - 21 Sept
found 1 day ago
Return flight included
Boston (BOS) to New York (JFK)
9/10 Wonderful! (1,525 reviews)
All staff were helpful and friendly. My daughter is in wheelchair. The accessibility was superior to other hotels we have stayed in. Only improvement would be to add safety bars by toilet and in shower. Overall very pleasant stay and I highly recommend the Lombardy to others.

Reviewed on 21 Jun, 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
A busy urban square with tall buildings, American flags, and a crowd of people.

Manhattan

8 out of top 10 points of interest in this area
4.5/5(1,990 area reviews)

Power and wealth and breathtaking scenery are concentrated on this very small island. Immerse yourself for a few days or a lifetime.

Find hotels in Manhattan

Top hotels in Midtown South

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 S$270 per night from 6 Jul to 7 Jul
S$270
6 Jul - 7 Jul
includes taxes & fees
8.2/10 Very good! (6,912 reviews)
"Good old hotel but maintained neat and clean. Staff at check in helpfull"

Reviewed on 26 Jun, 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 S$299 per night from 1 Jul to 2 Jul
S$299
1 Jul - 2 Jul
includes taxes & fees
9.2/10 Wonderful! (5,924 reviews)
"Great location, super helpful staff and comfy rooms. No work table in rooms so might not suit those who have work to do"

Reviewed on 27 Jun, 2026

Arlo Midtown
Moxy NYC Times Square

Moxy NYC Times Square

4 out of 5
485 7th Avenue New York NY
Fully refundableReserve now, pay when you stay
The price is S$269 per night from 2 Jul to 3 Jul
S$269
2 Jul - 3 Jul
includes taxes & fees
8.8/10 Excellent! (2,730 reviews)
"At first, I was kinda thrown off because I thought that the room was really small, but it actually grew on me after a day or so. Quaint and quirky is how I would describe the room. Really clean, and well maintained. Staff was super helpful and friendly. Only real complaint is that the elevator system ..."

Reviewed on 24 Jun, 2026

Moxy NYC Times Square
See all 1,359 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.

Frequently asked questions

How much does a Midtown South holiday package cost?
Custom build your Midtown South holiday package from as little as S$885. 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 holiday?
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 holiday 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 holiday 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.

Stay near popular Midtown South attractions

A cityscape with prominent skyscrapers, including the Empire State Building, and a large circular building with a dome.

Madison Square Garden

8.8/5 (35,993 reviews)
Whether you’re performing here, watching your favorite sports team or entertainer or touring the venue, you’re in for an exciting event.
See properties

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.