Caldwell Vacation Packages

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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 $1,081, price is now CA $776 per person
CA $776
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,006 reviews)
I didn't like the dinning restrictions. No dinner!. Also the outside pool was dirty and cold. It was supposed to be a heated pool. Also the there's no USB PORT in the rooms The staff was very good. Beware it's a little pricey. The food and drinks. It's beautiful hotel and well kept.

Reviewed on Aug. 24, 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 $1,572, price is now CA $974 per person
CA $974
per person
Oct 30 - Nov 2
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,466 reviews)
This hotel had a beautiful view of the Hudson and the city. It was super convenient to the PATH station and parking garage.

Reviewed on Aug. 25, 2025

The George

The George

4 out of 5
Price was CA $1,630, price is now CA $1,181 per person
CA $1,181
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (412 reviews)
Meticulous and comfortable; a winning combination.

Reviewed on Aug. 20, 2025

Asbury Ocean Club Hotel

Asbury Ocean Club Hotel

4 out of 5
Price was CA $2,386, price is now CA $1,748 per person
CA $1,748
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (428 reviews)
Phone was brokn in the room, told the staff, still not fixes. Besides that Great place, so relaxing Staff was amazing

Reviewed on Aug. 24, 2025

Hilton Parsippany

Hilton Parsippany

4 out of 5
Price was CA $1,061, price is now CA $778 per person
CA $778
per person
Oct 24 - Oct 27
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (1,009 reviews)
The roads around the hotel were more of a problem. Has divider separating the road, makes in troublesome for in and out certain directions and accessing other businesses of that particular road.

Reviewed on Aug. 25, 2025

Ready to book your vacation to Caldwell?

 

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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 $387 per night from Sep 2 to Sep 3
CA $387
CA $505 total
Sep 2 - Sep 3
includes taxes & fees
7.4/10 Good! (4,362 reviews)
"Close to everything"

Reviewed on Aug. 23, 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
The price is CA $173 per night from Sep 1 to Sep 2
CA $173
CA $267 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (4,615 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
The price is CA $179 per night from Sep 1 to Sep 2
CA $179
CA $210 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (6,281 reviews)
"The staff was amazing!"

Reviewed on Aug. 23, 2025

Hotel St. James
See all 9,638 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.
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Frequently asked questions

How much does a Caldwell vacation package cost?
Offering great value package deals from CA $776 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.