Longwood Vacation Packages

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Top Holiday Package Deals in Longwood

Price found within the past 48 hours. Click for updated prices.
Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Save 100% on your flight
per person
May 16 - May 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (5,920 reviews)
Such amazing staff and in a great location!

Reviewed on Mar. 30, 2025

Hudson Yards Hotel

Hudson Yards Hotel

2 out of 5
Manhattan
Save 100% on your flight
per person
Jun. 4 - Jun. 9
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
6.6/10 (577 reviews)
Overall was a good stay. The courtyard was locked off which was disappointing but overall the room served its purpose.

Reviewed on Mar. 30, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Jun. 12 - Jun. 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,010 reviews)
Such a wonderful welcome! One of the best check-in experiences - Sarah was so welcoming, gave me wine and had my bags taken up so I could go up to the roof terrace and enjoy the view! Marvelous!

Reviewed on Mar. 28, 2025

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
May 16 - May 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,007 reviews)
Great location and value for money!

Reviewed on Mar. 23, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
per person
May 8 - May 12
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
Clean, safe, and spacious

Reviewed on Mar. 29, 2025

Where to stay in Longwood

Find the best Longwood areas and neighborhoods for the activities you enjoy most. Learn more about Longwood
Wall Street which includes heritage architecture, street scenes and a city

Manhattan

8 out of top 10 points of interest in this area
4.5/5(3,032 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

Longwood Hotel Deals

Hyatt Grand Central New York
Hyatt Grand Central New York
4 out of 5
109 East 42nd Street, at Grand Central Terminal, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $250 per night from Apr. 6 to Apr. 7
CA $250
CA $358 total
includes taxes & fees
Apr 6 - Apr 7
8/10 Very Good! (4,911 reviews)
"Perfect Spot."

Reviewed on Mar. 28, 2025

Hyatt Grand Central New York
The Manhattan at Times Square Hotel
The Manhattan at Times Square Hotel
4 out of 5
790 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Apr. 7 to Apr. 8
CA $182
CA $282 total
includes taxes & fees
Apr 7 - Apr 8
5.6/10 (4,348 reviews)
"As it happened, the place was full of high school seniors conducting college tours. Unfortunately, they were up making noise in the hallways all night long, which sucked, but otherwise nice stay. Also, the hotel is under renovation. We were fortunate to get one of the "new" rooms. One person described ..."

Reviewed on Mar. 27, 2025

The Manhattan at Times Square Hotel
Millennium Hotel Broadway Times Square
Millennium Hotel Broadway Times Square
4 out of 5
145 W 44th St, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Apr. 6 to Apr. 7
CA $219
CA $306 total
includes taxes & fees
Apr 6 - Apr 7
7.4/10 Good! (4,956 reviews)
"The rooms are a bit tired, but everything is clean and staff is very friendly from check-in to cleaning staff."

Reviewed on Mar. 28, 2025

Millennium Hotel Broadway Times Square
See all 11,567 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Longwood vacation package cost?
Live it up in Longwood from as little as CA $914. 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 vacation 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 vacation 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 vacation?
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 vacation 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 organizing a luxury romantic escape or a low-cost family break, explore our vacation packages today.
Can I choose my airline with a Longwood Expedia vacation 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 vacation 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 vacation 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.

Discover the most popular places to visit in Longwood

Times Square

Times Square

4.5/5(3,459 reviews)

New York’s infamous neon wonderland is hustle and bustle at its best, and an essential stop for all tourists.

Times Square
Central Park showing flowers, a park and a pond

Central Park

4.5/5(2,909 reviews)

Offering blissful respite from Manhattan’s concrete jungle, this is the perfect spot to rest weary feet or enjoy a picnic.

Central Park
Grand Central Terminal

Grand Central Terminal

4.5/5(1,406 reviews)

This majestic, lively hub for commuters is a must-see for architecture buffs.

Grand Central Terminal

Things to do

SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

CA $67
per adult
92% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
Statue of Liberty & Ellis Island Tour + Pedestal Access

Statue of Liberty & Ellis Island Tour: All Options

CA $89
per adult
94% of travellers recommend
Statue of Liberty & Ellis Island Tour: All Options
Catacombs by Candlelight

Catacombs by Candlelight

CA $55
per adult
90% of travellers recommend
Catacombs by Candlelight
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.