Windsor Terrace 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 Windsor Terrace

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

Radio Hotel

4 out of 5
Manhattan
Price was CA $1,386, price is now CA $865 per person
CA $865
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (2,492 reviews)
Execllent

Reviewed on Aug 5, 2026

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Price was CA $4,608, price is now CA $2,581 per person
CA $2,581
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (726 reviews)

The Prince Kitano New York

The Prince Kitano New York

4.5 out of 5
Manhattan
Price was CA $2,903, price is now CA $1,817 per person
CA $1,817
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (2,317 reviews)
Staff was very friendly and welcoming. Amazing rooftop bar and a must stop. Conveniently located a few blocks from Grand Central station. We will likely visit and book hotel again as a family.

Reviewed on Aug 4, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,705, price is now CA $1,707 per person
CA $1,707
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (3,822 reviews)

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,833, price is now CA $1,795 per person
CA $1,795
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (3,255 reviews)
The only issue with the room...of the bathroom light was on, you could see the person in the shower...the full silhouette at least. Breakfast was great as it was included with our rate. The cost was a tad higher than I wanted to pay at over $500 for 1 night, but the experience and location were wonderful.

Reviewed on Aug 5, 2026

Where to stay in Windsor Terrace

Find the best Windsor Terrace areas and neighborhoods for the activities you enjoy most. Learn more about Windsor Terrace
A busy urban square with tall buildings, American flags, and a crowd of people.

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.

Find hotels in Manhattan

Windsor Terrace Hotel Deals

ROW NYC

ROW NYC

4 out of 5
700 8th Avenue New York NY
Fully refundableReserve now, pay when you stay
The price is CA $246 per night from Aug 19 to Aug 20
CA $246
CA $351 total
Aug 19 - Aug 20
includes taxes & fees
8.2/10 Very good! (745 reviews)
"Not to bad for Manhattan."

Reviewed on Aug 5, 2026

ROW NYC
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 $213 per night from Aug 16 to Aug 17
CA $213
CA $313 total
Aug 16 - Aug 17
includes taxes & fees
8.4/10 Very good! (7,509 reviews)
"Good"

Reviewed on Aug 5, 2026

Hyatt Grand Central New York
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
455 Madison Ave New York NY
Fully refundableReserve now, pay when you stay
The price is CA $633 per night from Aug 9 to Aug 10
CA $633
CA $772 total
Aug 9 - Aug 10
includes taxes & fees
9/10 Wonderful! (2,168 reviews)
"The staff was amazing! We had the best time, clean, comfortable and perfect location."

Reviewed on Aug 4, 2026

Lotte New York Palace
See all 13,093 properties in Windsor Terrace
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 Windsor Terrace vacation package cost?
Starting from as low as CA $865, you can customize your Windsor Terrace package the way you want. Simply combine flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Windsor Terrace?
Book everything in one place with our Windsor Terrace vacation packages. You'll find deals on hotels, flights, tours and more that'll keep your credit card happy and your adventurous spirit alive. And, with more than 550 partner airlines and 1,000,000 hotel options throughout the world to pick from, you have countless opportunities to mix and match as you like.
Where should I stay in Windsor Terrace?
Make sightseeing easier by staying right around the corner from Windsor Terrace's big attractions. Brooklyn Bridge and Yankee Stadium are two of the most popular.
How far in advance should I book my Windsor Terrace vacation?
Search Expedia to compare international airfares as soon as possible. You can generally purchase a ticket up to a year prior to departure. If it's too early for your preferred carrier, or you've left things to the last moment, fear not. Low prices to Windsor Terrace occasionally appear a few weeks before departure.
What does an Expedia Windsor Terrace travel package include?
Hotels, flights and rental cars — we have them covered. With Expedia, you can shape your Windsor Terrace travel package your way. All you have to do is decide exactly what you need. Once you've made your booking, you can add extras like activities and tours. The more you bundle, the more you save!
What should I know before booking a Windsor Terrace travel package?
You can look forward to saving with an Expedia travel package. Bundle your airfares, rental cars and hotels and unlock great discounts. You're not limited to hotels, though. We've got island resorts, cabins in the mountains and even houseboats and castles!
Can I choose my airline with a Windsor Terrace Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You're in control. We have more than 550 airline partners throughout the world, so you have lots of choice when putting together your Windsor Terrace getaway.
If I'm not able to travel, can I cancel my Windsor Terrace vacation package?
Yes, you can. We realize life doesn't always go to plan, so we're happy to help if you have to make changes to your Windsor Terrace vacation package. It may be possible to amend or cancel your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Stay near popular Windsor Terrace attractions

Park Slope Performing Arts

Enjoy an outing to Park Slope Performing Arts during your stay in Brooklyn. Discover the charming cafes and great live music in this vibrant area.
See properties

Things to do

Edge Observation Deck at Hudson Yards

Edge Immersive Observation Deck Ticket

CA $68
per adult
96% of travellers recommend
Edge Immersive Observation Deck Ticket
Statue of Liberty & Ellis Island Sunset Cruise

Statue of Liberty & Ellis Island Sunset Cruise

CA $71
per adult
78% of travellers recommend
Statue of Liberty & Ellis Island Sunset Cruise
NYC 60 Min. Sightseeing Cruise

Statue of Liberty & Manhattan Skyline Sightseeing Cruise

CA $50
per adult
Statue of Liberty & Manhattan Skyline Sightseeing Cruise
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.