Hillside Vacations from $422

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
The George

The George

4 out of 5
Save 100% on your flight
Price was $672, price is now $422 per person
$422
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (412 reviews)
Meticulous and comfortable; a winning combination.

Reviewed on Aug 20, 2025

Mathis House, A Victorian Bed & Breakfast and Tea Room at 600 Main

Mathis House, A Victorian Bed & Breakfast and Tea Room at 600 Main

3.5 out of 5
Save 100% on your flight
Price was $991, price is now $598 per person
$598
per person
Oct 30 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (316 reviews)
The staff were very friendly and helpful. We Loved our stay at the Mathis House Victorian Bed & Breakfast and Tea Room luncheon. Beautifully decorated. Loved all the food selections. both Tea & breakfast. Rooms were lovely and very comfortable. Had a cute shop also. We loved the selections of teas & bought some for home. Highly recommend staying here.

Reviewed on May 27, 2025

The Asbury Hotel

The Asbury Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,270, price is now $789 per person
$789
per person
Oct 30 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,001 reviews)
It was nice. One rude staff member. Bathroom was leaking in our room. Air conditioning was not too cold. Room was nice and the lobby was gorgeous. Food was good too.

Reviewed on Aug 21, 2025

Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Save 100% on your flight
Price was $701, price is now $443 per person
$443
per person
Oct 31 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,466 reviews)
Beautiful view. Next to PATH train.

Reviewed on Aug 22, 2025

Paradise Stream Resort

Paradise Stream Resort

3.5 out of 5
Save 100% on your flight
Price was $1,063, price is now $683 per person
$683
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,006 reviews)
We enjoyed every bit of our stay

Reviewed on Aug 21, 2025

Don't see what you're looking for?
See all available trips from Columbus to Hillside
View all trips

Discover the most popular places to visit in Hillside

Prudential Center which includes a city and a high rise building

Prudential Center

See everything from electrifying hockey games and huge musical concerts to monster truck rallies and children’s shows at The Rock.

Prudential Center
New Jersey Performing Arts Center showing theater scenes, interior views and modern architecture

New Jersey Performing Arts Center

Come for a night at the theater and be dazzled by a Grammy Award-winning symphony orchestra, an international ballet company or a famous rock group.

New Jersey Performing Arts Center
This is where they shot the pool scene in Cocoon movie. This chateau is a divine estate for a wedding!

Pleasantdale Chateau

You can learn about the history of West Orange when you stop by Pleasantdale Chateau. Experience the great live music or attend a sporting event in this family-friendly area.

Pleasantdale Chateau

What to do in Hillside

Private New York Helicopter Airport Transfer and Scenic Tour

Private New York Helicopter Airport Transfer and Scenic Tour

$5,900
per traveler
Private New York Helicopter Airport Transfer and Scenic Tour
Breakup of Ancient Supercontinents to the Ice Age

2025: Fire and Ice TWO DAY Geology Expedition in NJ

$359
per adult
2025: Fire and Ice TWO DAY Geology Expedition in NJ
Mouth watering pizza

Taste the NJ Suburbs - Montclair Food Tour

$75
per adult
Taste the NJ Suburbs - Montclair Food Tour
See all activities 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
$202 nightly
The price is $235 total per night from Sep 1 to Sep 2
$235 total
Sep 1 - Sep 2
Total with taxes and fees
7.4/10 Good! (4,337 reviews)
"A great experience! The check-in process was lengthy but understandable due to construction."

Reviewed on Aug 22, 2025

Sheraton New York Times Square Hotel
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St, New York, NY
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $197 total per night from Sep 1 to Sep 2
$197 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (4,616 reviews)
Edison Hotel
"Room was lovely and clean. Staff were very helpful and the breakfast was very nice. Perfect place to stay. So close to Times Square."

Reviewed on Aug 23, 2025

Hotel Edison Times Square
Hotel St. James

Hotel St. James

2.5 out of 5
109 W. 45TH ST., New York, NY
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $240 total per night from Aug 25 to Aug 26
$240 total
Aug 25 - Aug 26
Total with taxes and fees
8.6/10 Excellent! (6,268 reviews)
Budget friendly, superb location!
"To get your head down to sleep rather than lounge about in your room type hotel. For us being four, the room was literally two beds in it and a bathroom but we had enough room for our suitcases and all the paraphernalia that comes with holidaying. It was just a short stay in NY before moving on to ..."

Reviewed on Aug 22, 2025

Hotel St. James
See all 10,858 properties in Hillside
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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Hillside vacation package cost?
Offering excellent value package deals from $422 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.