Woodlawn Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Woodlawn

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $1,548, price is now CA $978 per person
CA $978
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (3,144 reviews)
The room was clean and comfortable

Reviewed on Jun 18, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was CA $3,768, price is now CA $1,686 per person
CA $1,686
per person
Jul 29 - Jul 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,662, price is now CA $2,901 per person
CA $2,901
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,000 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.

Reviewed on Jun 6, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $1,883, price is now CA $1,173 per person
CA $1,173
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,063 reviews)
Good location, big breakfast buffet that was decent, loved happy hour at the bar. The hall way to the room seemed a little dirty or musty to us and the room was pretty decent but the shower drain seemed clogged as it drained slowly and it was kinda awkward taking a shower because the toilet and shower is surrounded by frosted glass and when your showering everyone in the room gets a shadow show of you showering. I guess that’s ok for couples but if you are there with a family or friends then it is different level. lol but all in all we enjoyed it and we would stay again

Reviewed on Jun 17, 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was CA $1,791, price is now CA $1,154 per person
CA $1,154
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (7,435 reviews)
Very outdated room with small window unit. Cleaning staff would turn off the window unit while we were out exploring so it would be VERY hot/humid when we got back in. (We went in the beginning of June). I will say the location was absolutely perfect. It was right in the theatre district, next to a little bodega and restaurant, and a block from Times Square.

Reviewed on Jun 18, 2026

Where to stay in Woodlawn

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

Manhattan

8 out of top 10 points of interest in this area
4.5/5(3,072 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

Woodlawn Hotel Deals

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 CA $310 per night from Jun 21 to Jun 22
CA $310
CA $425 total
Jun 21 - Jun 22
includes taxes & fees
8.4/10 Very Good! (7,157 reviews)
"The rooms could be a bit more updated as well as the smell from all the moisture being locked in the room combined with the ac makes it a bit funky at times great staff amazing job they do to stay on top of things"

Reviewed on Jun 18, 2026

Hyatt Grand Central New York
Empire Hotel

Empire Hotel

4 out of 5
44 W 63rd St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $225 per night from Jul 6 to Jul 7
CA $225
CA $295 total
Jul 6 - Jul 7
includes taxes & fees
7.6/10 Good! (6,870 reviews)
"This was the first time I stayed at the Empire and I must say it was really good. The staff was very responsive and keen. Our room was quiet and well appointed. I must say, the shower had the best pressure washer I ever experienced! The location of the hotel is excellent and everything we needed ..."

Reviewed on Jun 18, 2026

Empire Hotel
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 $317 per night from Jul 3 to Jul 4
CA $317
CA $425 total
Jul 3 - Jul 4
includes taxes & fees
7.4/10 Good! (8,312 reviews)
"The location was great. Rooms are tight, barely moving around the beds. First time we were charged to hold our luggage until check-in as we were early. The breakfast restaurant hours was too early and way too short. People are on vacation we don't wake up at 6 am. Plenty of tables and chairs at the ..."

Reviewed on Jun 19, 2026

Sheraton New York Times Square Hotel
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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 Woodlawn vacation package cost?
The most affordable Woodlawn vacation package is CA $978, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.