Longwood Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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
Price found within the past 48 hours. Click for updated prices.
  • Meeting facility
    Jul 17 - Jul 22

    Radio Hotel + Flight

    Manhattan
    5 nights
    4.0 star property
    8.6/10 - Excellent (2,494 reviews)
    "Staff was helpful and friendly."
    Reviewed May 23, 2026
    Return • Toronto (YYZ) - New York (JFK)
    YYZ - JFK • Direct JFK - YYZ • Direct
    Save 100% on your flight
    S$2,246
    S$1,302
    per traveller
    found 1 day ago
    Radio Hotel
  • Breakfast, lunch, dinner and brunch served
    Jul 17 - Jul 22

    INNSiDE by Meliá New York Nomad + Flight

    Manhattan
    5 nights
    4.5 star property
    9.2/10 - Wonderful (2,234 reviews)
    "Great hotel. Modern with spacious rooms. "
    Reviewed May 20, 2026
    Return • Toronto (YYZ) - New York (JFK)
    YYZ - JFK • Direct JFK - YYZ • Direct
    S$3,863
    S$2,036
    per traveller
    found 1 day ago
    INNSiDE by Meliá New York Nomad
  • Front of property
    Jul 17 - Jul 22

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    5 nights
    4.0 star property
    9.0/10 - Wonderful (3,040 reviews)
    "During my stay, the experience often felt more focused on extra fees than guest comfort. Requests like double beds or early check-in came with added charges, making the stay feel transactional rather than welcoming. The room also had issues. The toilet seats creaked and felt unstable, which was disappointing given the room rates. Additionally, the street-facing rooms were extremely noisy. Better sound insulation would greatly improve comfort and sleep quality. The elevator key card system was..."
    Reviewed May 25, 2026
    Return • Toronto (YYZ) - New York (JFK)
    YYZ - JFK • Direct LGA - YYZ • Direct
    Save 100% on your flight
    S$3,309
    S$1,851
    per traveller
    found 1 day ago
    Hotel Riu Plaza New York Times Square
  • Breakfast served
    Jul 17 - Jul 22

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    5 nights
    4.0 star property
    9.2/10 - Wonderful (3,526 reviews)
    "Room is modern and spacious, nestled right above Times Square and minutes away from Rockefeller Plaza. I would recommend it to anyone looking to stay in midtown NY especially, but nearby subway access makes all of NY accessible given that it’s also feet away from the hotel."
    Reviewed May 25, 2026
    Return • Toronto (YYZ) - New York (JFK)
    YYZ - JFK • Direct LGA - YYZ • Direct
    Save 100% on your flight
    S$3,201
    S$1,796
    per traveller
    found 1 day ago
    Hotel Riu Plaza Manhattan Times Square
  • Premium bedding, pillow-top beds, in-room safe, blackout curtains
    Jul 17 - Jul 22

    Row NYC + Flight

    Manhattan
    5 nights
    4.0 star property
    7.6/10 - Good (109 reviews)
    "I stayed for 2 nights - location is top. They just opened so probably going through some "teething issues". Overall nice hotel with impressive lobby and nice staff. Rooms are a bit small. Not sure that's included in the destination / resort fee. No bottle of water / cups (even plastic ones) or lotion in the room. Despite going for a superior room, it did not have a desk, which was a bit annoying,"
    Reviewed May 25, 2026
    Return • Toronto (YYZ) - New York (JFK)
    YYZ - JFK • Direct JFK - YYZ • Direct
    Save 100% on your flight
    S$2,348
    S$1,455
    per traveller
    found 1 day ago
    Row NYC

Where to stay in Longwood

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

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 Longwood

Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
The price is S$391 per night from 29 May to 30 May
S$391
29 May - 30 May
includes taxes & fees
8.4/10 Very Good! (6,974 reviews)
"."

Reviewed on 25 May, 2026

Hyatt Grand Central New York
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 S$422 per night from 31 May to 1 Jun
S$422
31 May - 1 Jun
includes taxes & fees
7.4/10 Good! (7,979 reviews)
"Good"

Reviewed on 25 May, 2026

Sheraton New York Times Square Hotel
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$282 per night from 31 May to 1 Jun
S$282
31 May - 1 Jun
includes taxes & fees
NEW YORKER BY LOTTE HOTELS
See all 13,130 properties in Longwood
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 Longwood holiday package cost?
Live it up in Longwood from as little as . We offer a great selection of rental cars, hotels and flights to suit every budget. Land even more discounts when you add a few activities or tours to your holiday package.
How do I get a cheap travel package to Longwood?
Combining your hotel and flight with Expedia won't just save precious time — it'll save you cash too. A Longwood holiday package makes it simple to put together your ideal trip. With more than 550 airlines throughout the world to choose from, finding flights that fit your schedule won't be a hassle. On top of that, we have over 1,000,000 hotels globally to select from. Talk about choice! No matter who you are, Expedia puts the world within your reach.
Where should I stay in Longwood?
Tick Yankee Stadium off your bucket list and then stay right near it. Soak up the exciting vibe around this big attraction and visit whenever you please!
How far in advance should I book my Longwood holiday?
It's always wise to book early. Air carriers typically advertise flight tickets nearly 12 months prior to departure, and this is when you can land some of the lowest prices. Just been told you need to take all your holiday days next week? Don't fret. Expedia are never short on fantastic deals to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Longwood travel package include?
It depends on what sort of getaway you have in the works. Longwood travel deals can include flights, car rentals and hotels. You can mix and match to create the bundle that suits you. You can also add on experiences and activities after you've booked to score even bigger discounts.
What should I know before booking a Longwood travel package?
You'll land terrific savings when you bundle your hotels, flights and rental cars into a travel package. Not only that, booking everything in one spot will make your trip planning easier. So why waste time or money? Whether you're organising a luxury romantic escape or a low-cost family break, explore our holiday packages today.
Can I choose my airline with a Longwood Expedia holiday package?
Expedia has access to more than 550 partner airlines globally, so you sure can! Simply pick the carrier that suits you and create the perfect Longwood escape.
If I'm not able to travel, can I cancel my Longwood holiday package?
Because we understand life can throw you a few curveballs, the answer is yes. To learn more, check out our Customer Service Portal. But generally speaking, if you've booked your Longwood holiday package in the last 24 hours, you may be able to cancel or change it for no charge. Your hotel, airline or car rental company may charge a fee if your booking is older than that.

Popular places to visit

Times Square

Times Square

4/5(1,717 reviews)

Brash, bold and flashy – there is something truly captivating about the bright lights and hypnotic hubbub of Times Square.

Times Square
Central Park

Central Park

4.5/5(1,416 reviews)

Escape the shadow of the crowded skyscrapers for an all-American afternoon enjoying the sights and sounds of Central Park.

Central Park
Grand Central Terminal

Grand Central Terminal

4.5/5(1,563 reviews)

With sweeping marble staircases, world-renowned artworks and chandeliers gracing its elegant colonnades, Grand Central Terminal is more than just a train station.

Grand Central Terminal

Things to do

SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

S$61
per adult
94% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
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

S$107
per adult
84% of travellers recommend
New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent
NYC: Museum of Modern Art

NYC: Museum of Modern Art (MoMA) Entry Ticket

S$38
per adult
92% of travellers recommend
NYC: Museum of Modern Art (MoMA) Entry Ticket
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. 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.