Hillcrest Vacation Packages

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

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Your Hillcrest Vacation

When you book a vacation package to Hillcrest, you can relax and enjoy your getaway knowing that all your travel arrangements are in order. Discover the many gems of this amazing city from your base in a neighborhood like Montrose, which is good for walking. You'll want to take in some sights during your trip to Hillcrest. Carve out some time for top attractions such as New York Country Club, Sunbridge Institute and St. Pauls Episcopal Church. Your dream Hillcrest vacation is a couple of clicks away. Search hotels, airfares and more on Expedia for a trip that's tailored to suit your travel style.

Top Hillcrest Vacation Deals

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

Hotel AKA NoMad

4 out of 5
Manhattan
Price was CA $1,701, price is now CA $1,124 per person
CA $1,124
per person
Dec 31 - Jan 3
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,054 reviews)
It’s October in nyc: 70*+ every day. The hotel decided to put the heater on and disable a/c except for the suites on the 16th floor. I cancelled my room after it wouldn’t get below 75* after hours of the window open (only opens like an inch). Staff were accommodating with the cancellation but basically just tried rationalizing the crazy room temps / lack of A/C. Most hotels in the city do this in winter .. not when it’s still hot out.

Reviewed on Oct 30, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was CA $4,023, price is now CA $2,374 per person
CA $2,374
per person
Jan 12 - Jan 19
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (1,002 reviews)

The Mark

The Mark

5 out of 5
Manhattan
Price was CA $7,966, price is now CA $4,902 per person
CA $4,902
per person
Jan 12 - Jan 19
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.6/10 Exceptional! (723 reviews)

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,262, price is now CA $2,748 per person
CA $2,748
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $5,261, price is now CA $3,450 per person
CA $3,450
per person
Jan 12 - Jan 19
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.6/10 Exceptional! (286 reviews)

Ready to book your vacation to Hillcrest?

 

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Hillcrest Hotel Deals

Executive Inn - Fort Lee

Executive Inn - Fort Lee

3.5 out of 5
2339 Route 4 Fort Lee NJ
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Nov 2 to Nov 3
CA $165
CA $189 total
Nov 2 - Nov 3
includes taxes & fees
Executive Inn - Fort Lee
LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built

3 out of 5
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Nov 30 to Dec 1
CA $180
CA $212 total
Nov 30 - Dec 1
includes taxes & fees
LIV Hotel Bronx - Newly Built
Days Inn by Wyndham Wayne

Days Inn by Wyndham Wayne

2.5 out of 5
1850 State Route 23 North Wayne NJ
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Nov 23 to Nov 24
CA $109
CA $125 total
Nov 23 - Nov 24
includes taxes & fees
7.6/10 Good! (2,054 reviews)
"Nice clean location. Good price."

Reviewed on Oct 29, 2026

Days Inn by Wyndham Wayne
See all 1,156 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
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Frequently asked questions

How much does a Hillcrest vacation package cost?
You can pick up a vacation package to this destination from CA $1,124 on Expedia. However, how much your vacation to Hillcrest costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Hillcrest?
You're likely to find lower rates and greater availability in January, February and March. Explore our cheap Hillcrest vacation packages and you could get some great off-season deals.
How many days is enough for Hillcrest?
The ideal duration of your Hillcrest vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you plenty of time to go to all the major attractions and discover some hidden spots along the way.
How to find the best Hillcrest package deals?
Bagging a cheap Hillcrest package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most affordable Hillcrest package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Hillcrest vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking stays and flights separately. Better still, you can customize your Hillcrest trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Hillcrest?
Secure fantastic discounts by reserving your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Hillcrest getaway.
How to plan a trip to Hillcrest?

  1. Pick your dates: What you'd like to do in Hillcrest and your favourite season can help you decide when to travel.
  2. Plan your budget wisely: On top of the price of your stay, you'll need to factor in other expenses too. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Hillcrest.
  3. Work out your trip length: Think about how long you'd like to spend discovering Hillcrest. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the right Hillcrest vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.