Woodlawn Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Woodlawn
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
Manhattan
CA $991
per person
Jan 11 - Jan 15
found 10 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
The staff is incredible, and the hotel is very lovely and centrally located; everything was exactly as it appears in the photos.
Reviewed on Oct 25, 2026
Eurostars Wall Street
Manhattan
CA $1,570
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8/10 Very good! (1,000 reviews)
It is definitely older, Only 1 elevator was working, The fan was not working in the bathroom. The floors in the rooms need replacing as the vinyl flooring was peeling up. The bedding and heating was fine. But definitely not worth the 732.00 per night I paid.
Reviewed on Oct 24, 2026
Where to stay in Woodlawn
Find the best Woodlawn areas and neighborhoods for the activities you enjoy most. Learn more about Woodlawn
Manhattan
8 out of top 10 points of interest in this area
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.
Brooklyn
This bustling borough has everything — from pizza slices and pretzel vendors, to trendy galleries, and vintage stores -- all with killer views of the Manhattan skyline.
Midtown
Central portion of NYC, Midtown Manhattan boasts iconic landmarks like the Empire State Building and Times Square. Explore Broadway, Koreatown, and enjoy easy access to major transportation hubs like Grand Central Terminal.
Bronx
New York’s northernmost borough is one of its most diverse, featuring beautiful natural spaces alongside engaging history and the rousing spirit of its residents.
Williamsburg
Experience contemporary art, hipster culture, and vibrant nightlife in this Brooklyn gem. Discover cutting-edge galleries, trendy bars, and eclectic eateries for a taste of modern urban living.
Woodlawn Hotel Deals
ROW NYC
700 8th Avenue New York NY
Fully refundableReserve now, pay when you stay
CA $251
CA $357 total
Nov 15 - Nov 16
includes taxes & fees
8/10 Very good! (2,706 reviews)
"The location is quite central and convenient, although proximity to Times Square equals Street noise. The rooms and building in reasonable condition. Negatives: the walls are paper thin , and hard to sleep if noisy inconsiderate neighbour, coffee in the room would have been nice, and it seemed impossible ..."
Reviewed on Oct 26, 2026
Lotte New York Palace
455 Madison Ave New York NY
Fully refundableReserve now, pay when you stay
CA $633
CA $779 total
Nov 22 - Nov 23
includes taxes & fees
Pod Times Square
400 W 42nd Street New York NY
Fully refundableReserve now, pay when you stay
CA $150
CA $218 total
Nov 22 - Nov 23
includes taxes & fees
9.2/10 Wonderful! (6,222 reviews)
"Absolutely perfect hotel for a 4-day visit to New York with my 12-year-old daughter. The bunk pod room is tiny but had everything we needed. The beds were comfortable, and the large window had a great view filled the room with natural light during the day. We loved buying our breakfast pastries in ..."
Reviewed on Oct 26, 2026
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 Woodlawn vacation package cost?
The most affordable Woodlawn vacation package is CA $907, so your dream vacation can become a reality — without the high price tag. Combine flights, hotels and car rentals to create a package that matches your travel style.
How do I get a cheap travel package to Woodlawn?
Creating your own Woodlawn vacation package with Expedia is an easy way to save. We have more than 550 airlines and 1,000,000 properties throughout the world. With such an amazing range to select from, you'll have no worries creating your perfect vacation.
Where should I stay in Woodlawn?
Travelers come from all over to see Brooklyn Bridge and Yankee Stadium in Woodlawn. Book a room within a stone's throw of these terrific attractions to make sightseeing easy.
How far in advance should I book my Woodlawn vacation?
To land cheap prices, book early. Air carriers typically advertise flight tickets, along with some of the lowest fares, nearly a year prior to departure. Hotels, car rental and activities should also be booked early so you can have the pick of the bunch. If you've decided on a last-minute getaway in Woodlawn, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia Woodlawn travel package include?
Hotels, rental cars and flights, or any combination of them — it's up to you! Whether you're exploring Woodlawn with the kids or traveling solo, there's a package to fit your budget and style. Once you've made your booking, why not add on a couple of tours as well?
What should I know before booking a Woodlawn travel package?
When you book your flights, hotels and car rentals together, you'll walk away with awesome discounts. Whether you're organizing a mountain getaway in a cabin or prefer to stay in a comfortable hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Woodlawn Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You get to decide. We have more than 550 partner airlines around the world, so you have lots of choice when putting together your Woodlawn getaway.
If I'm not able to travel, can I cancel my Woodlawn vacation package?
We totally understand that life can throw you the odd curveball. If you've locked in a Woodlawn vacation package and need to amend or cancel it, we can help. We suggest visiting our Customer Service Portal first for information. But in general, if you've taken out your package within 24 hours, you may be able to amend or cancel your itinerary for free. If it's been more than 24 hours, your airline, hotel or car rental company may charge a fee.
Things to do
American Museum of Natural History Tickets
CA $50
per adult
82% of travellers recommend
Edge Immersive Observation Deck Ticket
CA $61
per adult
94% of travellers recommend
NYC: Museum of Modern Art (MoMA) Entry Ticket
CA $42
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.