Woodlawn Heights Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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

Top Holiday Package Deals in Woodlawn Heights

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

Radio Hotel

4 out of 5
Manhattan
Price was CA $1,707, price is now CA $971 per person
CA $971
per person
Jun 2 - Jun 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (2,565 reviews)
Stay was good, clean room. Cool staff and 2 complimentary drinks.👍

Reviewed on Apr 17, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was CA $5,409, price is now CA $2,911 per person
CA $2,911
per person
Jun 25 - Jun 28
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

Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was CA $4,830, price is now CA $2,804 per person
CA $2,804
per person
May 27 - Jun 1
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
10/10 Exceptional! (7 reviews)
Courteous and friendly staff

Reviewed on Nov 4, 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was CA $2,905, price is now CA $1,786 per person
CA $1,786
per person
May 25 - May 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
Everything is great about this Hotel.

Reviewed on Apr 9, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,958, price is now CA $3,086 per person
CA $3,086
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
Don’t ever think you will check in prior to the late 4pm check in. No matter what. Not even 5 minutes.

Reviewed on Apr 17, 2026

Where to stay in Woodlawn Heights

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

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 $185 per night from Apr 26 to Apr 27
CA $185
CA $280 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (5,399 reviews)
The front desk charged $45 per night, not mentioned on my booking. I was given a $45 voucher for breakfast, a very stingy one - actually the money returned to their restaurant, for a breakfast estimated at less than $10 - and they ask me to pay extra $6.5 only to sit on a table to have my ...

Reviewed on Apr 19, 2026

Hotel Edison Times Square
DoubleTree by Hilton New York Downtown

DoubleTree by Hilton New York Downtown

4 out of 5
8 Stone St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Apr 26 to Apr 27
CA $165
CA $194 total
Apr 26 - Apr 27
includes taxes & fees
8.4/10 Very Good! (3,678 reviews)
For the price it was fine. If I had to say anything negative it would be the rooms are small and it take time to get the elevator to tour floor

Reviewed on Apr 19, 2026

DoubleTree by Hilton New York Downtown
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 $212 per night from Apr 26 to Apr 27
CA $212
CA $303 total
Apr 26 - Apr 27
includes taxes & fees
Sheraton New York Times Square Hotel
See all 12,017 properties in Woodlawn Heights
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 Woodlawn Heights vacation package cost?
Maybe less than you imagined — from as low as CA $971, in fact! By bundling hotels, flights and car rentals into a tailor-made vacation package, your Woodlawn Heights escape is only clicks away.
How do I get a cheap travel package to Woodlawn Heights?
Combine your bookings with Expedia to save big bucks on your next big adventure. With over 550 air carriers and 1,000,000 hotels globally, your Woodlawn Heights vacation package can be tailored exactly to suit your budget. With all that extra money, why not throw in a few interesting tours and activities? It's an easy way to unlock even more savings. That vacation you've always dreamed of in Woodlawn Heights is much closer than you thought!
Where should I stay in Woodlawn Heights?
A trip to Woodlawn Heights isn't over until you've seen Brooklyn Bridge and Yankee Stadium. Stay at a hotel nearby so you can easily access these terrific attractions.
How far in advance should I book my Woodlawn Heights vacation?
You'll be rewarded with the widest variety and the cheapest prices by booking your Woodlawn Heights adventure early. Air carriers tend to release tickets around a year prior to departure, so secure your spot as soon as you can. Having said that, Expedia is dedicated to giving you the best deals around, so there's never a bad time to book your dream vacation!
What does an Expedia Woodlawn Heights travel package include?
That mostly depends on you. You can choose from a range of Woodlawn Heights bundles, such as a rental car, hotel and flight. You can also book a hotel with a flight, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your perfect Woodlawn Heights vacation looks like, get set to save!
What should I know before booking a Woodlawn Heights travel package?
Whether it's relaxation or adventure you're craving, a Woodlawn Heights vacation package lets you organize your escape your way. Plus, you'll get access to great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Woodlawn Heights Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You're in control. We have more than 550 airline partners across the globe, so you have options galore when organizing your Woodlawn Heights adventure.
If I'm not able to travel, can I cancel my Woodlawn Heights vacation package?
If your travel plans in Woodlawn Heights have been upended, it's comforting to know that you can amend or cancel your booking. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge fees. For more details, visit our Customer Service Portal.

Discover the most popular places to visit in Woodlawn Heights

Times Square

Times Square

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

Times Square
Central Park

Central Park

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

Central Park
view from top on Madison Square Garden and Empire State Building. Night Lights

Madison Square Garden

Whether you’re performing here, watching your favorite sports team or entertainer or touring the venue, you’re in for an exciting event.

Madison Square Garden

Things to do

SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

CA $66
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

CA $117
per adult
84% of travellers recommend
New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent
Empire State Building Observatory Tickets - General Admission & Express

Empire State Building Observation Deck & Museum Ticket

CA $66
per adult
90% of travellers recommend
Empire State Building Observation Deck & Museum 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.