Longwood Vacation Packages

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Top Holiday Package Deals in Longwood

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $1,165, price is now CA $686 per person
CA $686
per person
Oct 20 - Oct 23
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
Very large room, well maintained hotel, friendly helpful staff.

Reviewed on Aug. 25, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,736, price is now CA $2,074 per person
CA $2,074
per person
Oct 28 - Oct 31
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.

Reviewed on Aug. 21, 2025

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Price was CA $1,365, price is now CA $837 per person
CA $837
per person
Oct 1 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,296 reviews)
Good option to stay in NYC

Reviewed on Aug. 27, 2025

New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Manhattan
Price was CA $1,611, price is now CA $998 per person
CA $998
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (3,915 reviews)
Breakfast was awesome

Reviewed on Aug. 28, 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was CA $1,549, price is now CA $961 per person
CA $961
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (6,263 reviews)
The hotel was good and the staff were so nice. I would go again!

Reviewed on Aug. 27, 2025

Where to stay in Longwood

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

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 $288 per night from Sep 1 to Sep 2
CA $288
CA $391 total
Sep 1 - Sep 2
includes taxes & fees
7.4/10 Good! (4,432 reviews)
"Great property in the centre of it all. I will be back."

Reviewed on Aug. 27, 2025

Sheraton New York Times Square Hotel
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 $172 per night from Sep 1 to Sep 2
CA $172
CA $266 total
Sep 1 - Sep 2
includes taxes & fees
Hotel Edison Times Square
Hotel St. James

Hotel St. James

2.5 out of 5
109 W. 45TH ST., New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Sep 1 to Sep 2
CA $178
CA $209 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (6,303 reviews)
"The hotel was good and the staff were so nice. I would go again!"

Reviewed on Aug. 27, 2025

Hotel St. James
See all 11,538 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.
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Frequently asked questions

How much does a Longwood vacation package cost?
Live it up in Longwood from as little as CA $686. 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
Ed Sullivan Theater showing a city and signage as well as a large group of people

Broadway

4.5/5(2,214 reviews)

Visit the dazzling theater district of one of the world’s most exciting cities. Enjoy the shopping, dining and street entertainment as well.

Broadway

Things to do

SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

CA $71
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 $92
per adult
94% of travellers recommend
Statue of Liberty & Ellis Island Tour: All Options
Edge New York City

NYC Edge Observation Deck at Hudson Yards Admission Ticket

CA $54
per adult
84% of travellers recommend
NYC Edge Observation Deck at Hudson Yards Admission 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.