Hillcrest Vacation Packages

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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 St. James

Hotel St. James

3 out of 5
Manhattan
Price was CA $1,463, price is now CA $932 per person
CA $932
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (7,519 reviews)
Hotel was in a good location but lacked in amenities. There was no coffee provided on any part of the hotel. We stayed during a heat wave and the portable ac units were not on before we entered the room.

Reviewed on Jul 7, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $5,651, price is now CA $3,232 per person
CA $3,232
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (681 reviews)
Great location, great view

Reviewed on Jul 5, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $5,984, price is now CA $3,724 per person
CA $3,724
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!

Reviewed on Jul 5, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $4,519, price is now CA $2,841 per person
CA $2,841
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (284 reviews)
little far from time square.

Reviewed on Jun 30, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was CA $14,977, price is now CA $9,489 per person
CA $9,489
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (152 reviews)
Amazing

Reviewed on May 29, 2026

Ready to book your vacation to Hillcrest?

 

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Hillcrest Hotel Deals

Crowne Plaza Englewood by IHG

Crowne Plaza Englewood by IHG

3.5 out of 5
401 S Van Brunt St Englewood NJ
Fully refundable
The price is CA $206 per night from Aug 3 to Aug 4
CA $206
CA $236 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very good! (1,382 reviews)
"The room was dirty especially the bathroom with black mold and pink growth. The carpet was old and stained with tears. The floor lamp didn't work."

Reviewed on Jul 7, 2026

Crowne Plaza Englewood by IHG
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Jul 8 to Jul 9
CA $122
CA $136 total
Jul 8 - Jul 9
includes taxes & fees
6/10 (2,280 reviews)
"Broken mattress, air conditioning not functioning"

Reviewed on Jul 6, 2026

Armoni Inn & Suites
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 $127 per night from Jul 23 to Jul 24
CA $127
CA $145 total
Jul 23 - Jul 24
includes taxes & fees
7.6/10 Good! (1,841 reviews)
"Property was falling apart. The room was comfortable."

Reviewed on Jul 6, 2026

Days Inn by Wyndham Wayne
See all 1,162 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.
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What to do in Hillcrest

Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

CA $78
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
See all activities in Hillcrest

Frequently asked questions

How much does a Hillcrest vacation package cost?
You can pick up a vacation package to this destination from CA $932 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.

Explore a world of travel with Expedia

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