Hillcrest Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Hillcrest

Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $1,831, price is now CA $1,119 per person
CA $1,119
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $2,681, price is now CA $1,531 per person
CA $1,531
per person
Jan 15 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on Nov 6, 2026

Eurostars The Chemists’ Club Hotel

Eurostars The Chemists’ Club Hotel

4 out of 5
Manhattan
Price was CA $3,020, price is now CA $1,759 per person
CA $1,759
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (555 reviews)
Very convenient location. Good sized rooms.

Reviewed on Nov 9, 2026

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Price was CA $3,333, price is now CA $2,079 per person
CA $2,079
per person
Feb 4 - Feb 7
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (673 reviews)
Excellent stay

Reviewed on Oct 26, 2026

The Mark

The Mark

5 out of 5
Manhattan
Price was CA $4,235, price is now CA $2,649 per person
CA $2,649
per person
Feb 4 - Feb 7
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (723 reviews)
Fire alarm went off three times in middle of the night and no apology or refund.

Reviewed on Nov 8, 2026

Where to stay in Hillcrest

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

Hillcrest 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 $253 per night from Nov 30 to Dec 1
CA $253
CA $360 total
Nov 30 - Dec 1
includes taxes & fees
8/10 Very good! (3,062 reviews)
"Literally around the corner from the major broadway theaters and easy access to the subway. The room was on the smaller side but perfect for me. The cons were there are too many stairs to get to the lobby and there was always a long line at the reception desk. I was in line 20 minutes trying to check ..."

Reviewed on Nov 9, 2026

ROW NYC
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
455 Madison Ave New York NY
Get rates
Lotte New York Palace
Pod Times Square

Pod Times Square

3 out of 5
400 W 42nd Street New York NY
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Nov 29 to Nov 30
CA $122
CA $187 total
Nov 29 - Nov 30
includes taxes & fees
Pod Times Square
See all 11,109 properties in Hillcrest
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 Hillcrest vacation package cost?
Starting from just CA $1,119, a package is your portal to low-cost travel. Customize your Hillcrest trip by picking from our comprehensive range of flights, hotels and rental cars.
How do I get a cheap travel package to Hillcrest?
Imagine all the fabulous things you could do in Hillcrest with a pile of extra cash in your pocket. Watch your savings stack up when you combine your flights and hotel into a Hillcrest vacation package. You have plenty of choice with Expedia too. In fact, you can pick from over 550 airlines and 1,000,000 properties across the globe. Whether you're heading away with the entire family or traveling with someone special, planning a getaway to Hillcrest is better with a package.
How far in advance should I book my Hillcrest vacation?
Reserving your spot early with Expedia means one less thing to worry about. A number of air carriers advertise prices up to 12 months prior to departure dates. This is typically the cheapest time to book. If circumstances have left you booking late, discount tickets to Hillcrest sometimes emerge a few weeks before departure.
What does an Expedia Hillcrest travel package include?
Travel packages include flights, hotels and rental cars, but you can mix and match them to create your ideal Hillcrest trip. You can also add on fun stuff like activities and tours once you've made your booking. You're in charge! When you combine your bookings with Expedia, you'll score discounts you won't find elsewhere.
What should I know before booking a Hillcrest travel package?
Discover deals that fit your budget with an Expedia package. Hotels, airfares, rental cars — we've got all of them. You'll save a packet just for combining your bookings. Whether you're embarking on a winter snow adventure or venturing someplace warm, your ideal getaway is just a few clicks away.
Can I choose my airline with a Hillcrest Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines all over the world. Our vacation packages give you the freedom to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Hillcrest vacation package?
It's difficult to predict what tomorrow might bring, so it's good to know that you can cancel or change your Hillcrest vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

Stay near popular Hillcrest attractions

Belson Stadium

6.4/10 (148 reviews)
Catch an event at Belson Stadium during your trip to Jamaica. Discover the top-notch restaurants and entertainment choices in this vibrant area.
See properties

Things to do

New York C3® by CityPASS®

New York C3® by CityPASS®

CA $154
per adult
New York C3® by CityPASS®
Central Park Zoo Admission Ticket with 4D Theater Access

Central Park Zoo Admission Ticket with 4D Theater Access

CA $32
per adult
84% of travellers recommend
Central Park Zoo Admission Ticket with 4D Theater Access
Brooklyn Bridge footpath with Manhattan in background

Boroughs Tour: Brooklyn, Bronx, Harlem, Queens & Coney Island

CA $59
per adult
86% of travellers recommend
Boroughs Tour: Brooklyn, Bronx, Harlem, Queens & Coney Island
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.