Hillside Vacations from $239

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Your Hillside Vacation

There's a lot to like about Hillside, from its welcoming locals to its spectacular views and beyond. When you're ready to say hi to this captivating city, our Hillside vacation packages will be right up your alley. Make your trip to Hillside even more enjoyable by including some sightseeing. Prudential Center, The Mills at Jersey Gardens and New Jersey Performing Arts Center are among the major attractions you'll want to explore. Stop dreaming and start traveling. Check out the wide range of options on Expedia today and put your Hillside vacation plans into gear!

The Latest Hillside vacation packages

Price found within the past 48 hours. Click for updated prices.
American Hotel
The Asbury Hotel
Mountain Springs Lake Resort
Home2 Suites by Hilton Newark Airport
DoubleTree by Hilton Hotel Newark Airport
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Discover the most popular places to visit in Hillside

What to do in Hillside

Hillside Hotel Deals

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
$186 nightly
The price is $217 total per night from Feb 8 to Feb 9
$217 total
Feb 8 - Feb 9
Total with taxes and fees
7.2/10 Good! (6,378 reviews)
Clean room , friendly and patient front desk staff

Reviewed on Jan 8, 2026

Sheraton New York Times Square Hotel
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
$182 nightly
The price is $212 total per night from Jan 17 to Jan 18
$212 total
Jan 17 - Jan 18
Total with taxes and fees
8.2/10 Very Good! (6,388 reviews)
The room was good, although there was some noise at night....I think it was the aircon systems, eventhough ours was off at night. The hot water didn't work for a day, but they fixed that quickly when reported, I was disappointed that they charged $4 per bag for holding on day of departure & arrival. ...

Reviewed on Jan 9, 2026

Hyatt Grand Central New York
Hyatt Regency Times Square

Hyatt Regency Times Square

3.5 out of 5
1605 Broadway New York NY
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $224 total per night from Jan 18 to Jan 19
$224 total
Jan 18 - Jan 19
Total with taxes and fees
8.6/10 Excellent! (231 reviews)
The room was a little warm and hard to get the temperature down even with the heat off. Window opens but then a little loud (sirens) throughout the night. Only complaint. Staff were all amazing and helpful rooms were nice and update and clean! Would stay here again.

Reviewed on Jan 7, 2026

Hyatt Regency Times Square
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.

Find the Best Hillside Vacation Packages

Hillside Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
22,200
Max Temp Winter
40ºF
Max Temp Summer
80ºF
Top Sights
Turtle Back Zoo, Montclair Art Museum and Newark Museum

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Frequently asked questions

How much does a Hillside vacation package cost?
Offering excellent value package deals from $239 on Expedia, you'll be surprised at how little a vacation to Hillside costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Hillside?
You can typically find lower rates and greater availability in December, January and February. Take a look at our cheap Hillside vacation packages and you could land some great off-season deals.
How many days is enough for Hillside?
The ideal duration for your Hillside vacation depends on what you'd like to do. Usually, a few days to a week will give you time to hit all the major attractions and explore some hidden gems along the way.
How to find the best Hillside package deals?
Use Expedia's filter tool to help you find some of the best Hillside package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Hillside package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Hillside vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component separately. And you'll still have the freedom to create a customized Hillside vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Hillside?
Land fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Hillside escape.
Does Expedia offer Book Now, Pay Later Hillside vacation packages?
Jet off on your ideal getaway to Hillside with help from Expedia's Book Now, Pay Later vacations. There's no need to save up or wait until your next paycheck — we've teamed up with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stay on budget and snap up travel deals before they disappear.

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