Caldwell Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Your Caldwell Vacation

With plenty of highlights as well as some hidden gems, this city is best experienced with a Caldwell vacation package. Look for places to stay in Newark Central Business District, which is good for shopping, nightlife and history. Like to explore your surroundings? Livingston Mall, Jumpnasium Kids Parties & More and Monster Mini Golf are among the most popular places to visit during your trip to Caldwell. Whoever you're heading away with and whatever your bank balance, your ultimate Caldwell vacation is just clicks away with Expedia.

Top Caldwell Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Short Hills

Hilton Short Hills

4 out of 5
Price was CA $900, price is now CA $700 per person
CA $700
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,004 reviews)
The room was fine. But the service was very unfriendly, uncooperative, just not what you would expect from a Hilton. We accidentally left a cell phone in the room and staff would not let us retrieve it, just 10 minutes after checking out. We waited almost 45 minutes to get the phone. Staff were generally not helpful. Parking garage is immense with Very poor signage. Many other guests having problems with the parking. And they charge $24 for this. Altogether Disappointing.

Reviewed on Aug. 15, 2025

Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Price was CA $1,096, price is now CA $748 per person
CA $748
per person
Oct 4 - Oct 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,450 reviews)
The food is really good, the view is amazing...

Reviewed on Aug. 18, 2025

Modern Luxury Home near NYC FreeParking

Modern Luxury Home near NYC FreeParking

4 out of 5
Price was CA $3,439, price is now CA $2,554 per person
CA $2,554
per person
Sep 18 - Sep 25
found 2 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Newark Liberty Intl. Airport (EWR)
6/10 (6 reviews)
Madison Hotel

Madison Hotel

4 out of 5
Price was CA $1,534, price is now CA $1,142 per person
CA $1,142
per person
Sep 27 - Oct 2
found 1 hour ago
Roundtrip non-stop flight included
Vancouver (YVR) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,004 reviews)
Had a great experience. The room was nice and clean.

Reviewed on Aug. 14, 2025

Wyndham Garden North Bergen Near Secaucus

Wyndham Garden North Bergen Near Secaucus

3.5 out of 5
Price was CA $981, price is now CA $755 per person
CA $755
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,005 reviews)
Super clean, the apartment had everything we needed, great location.

Reviewed on Aug. 19, 2025

Ready to book your vacation to Caldwell?

 

Choose your dates

Caldwell 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
The price is CA $230 per night from Sep 1 to Sep 2
CA $230
CA $325 total
Sep 1 - Sep 2
includes taxes & fees
7.4/10 Good! (4,305 reviews)
"The hotel in a great location close to everything"

Reviewed on Aug. 18, 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
The price is CA $178 per night from Aug 24 to Aug 25
CA $178
CA $272 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (4,610 reviews)
"Stayed for four days and had a wonderful experience. The Hotel is in a great location and easy to get to many places especially when eating. Staff were super friendly and helpful!! I am never disappointed when I stay at Hotel Edison!!"

Reviewed on Aug. 16, 2025

Hotel Edison Times Square
Hotel St. James

Hotel St. James

2.5 out of 5
109 W. 45TH ST., New York, NY
The price is CA $232 per night from Aug 24 to Aug 25
CA $232
CA $271 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (6,261 reviews)
"Staff was very friendly! Bathroom was tiny!"

Reviewed on Aug. 18, 2025

Hotel St. James
See all 9,648 properties in Caldwell
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
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Frequently asked questions

How much does a Caldwell vacation package cost?
Offering great value package deals from CA $700 on Expedia, you'll be surprised at how little a vacation to Caldwell costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Caldwell?
You can usually find reduced prices and better availability in January, February and March. Explore our cheap Caldwell vacation packages and you could score some great off-season deals.
How many days is enough for Caldwell?
With around 2 days, you'll have plenty of time to enjoy popular neighbourhoods like West Caldwell and North Caldwell during your Caldwell vacation. Make sure to also add Monster Mini Golf and Cricket Hill Brewing Co to your list of must-sees. Up for some more adventures? Consider venturing outside of Caldwell on tours and day trips.
How to find the best Caldwell package deals?
Finding a cheap Caldwell package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Caldwell package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Caldwell vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Caldwell vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Caldwell?
If you've got your Caldwell vacation dates finalized, book as early as you can to grab some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Caldwell?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Caldwell.
  2. Plan your budget wisely: On top of the cost of your stay, you'll need to consider other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that could arise during your trip to Caldwell.
  3. Decide how long to go for: Now that you're more familiar with Caldwell, you can work out the right length of your break. Pull together a rough itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the ideal Caldwell 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.