Caldwell Vacations from $383

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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.

The Latest Caldwell vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Save 100% on your flight
Price was $612, price is now $383 per person
$383
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (6,546 reviews)
Best location!!! Room itself was dated and small but it was clean and fine for our needs. Staff was helpful and allowed early check in for $25 and late checkout plus baggage holding.

Reviewed on Feb 9, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was $1,711, price is now $866 per person
$866
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,790 reviews)
Great hotel, our room was warm and clean. The staff were very helpful and friendly. It was quite busy considering it was January but they were very organised. The breakfast selection was wonderful. Would recommend this hotel.

Reviewed on Feb 8, 2026

Mountain Springs Lake Resort

Mountain Springs Lake Resort

3.5 out of 5
Save 100% on your flight
Price was $776, price is now $420 per person
$420
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (234 reviews)
The staff was friendly and helpful. They were great!

Reviewed on Feb 2, 2026

Pestana Park Avenue

Pestana Park Avenue

4 out of 5
Manhattan
Price was $1,498, price is now $832 per person
$832
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (749 reviews)
I highly recommend the Pestana. The staff was so kind and the accommodations were fantastic. The staff was so kind to my parents and me - thank you! The room was so clean and quiet. It was very comfortable. For folks staying at the Pestana: the location is ideal as it is a walk away from Grand Central.

Reviewed on Feb 6, 2026

The Iroquois New York

The Iroquois New York

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,571, price is now $932 per person
$932
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (1,609 reviews)
Professional and friendly staff, allowed us to check in early, clean room with heated bathroom floors. Our second time staying and we will return.

Reviewed on Feb 8, 2026

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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
$186 nightly
The price is $217 total per night from Feb 22 to Feb 23
$217 total
Feb 22 - Feb 23
Total with taxes and fees
7.2/10 Good! (6,735 reviews)
Excellent service very friendly staff

Reviewed on Feb 7, 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
$192 nightly
The price is $224 total per night from Feb 21 to Feb 22
$224 total
Feb 21 - Feb 22
Total with taxes and fees
8.2/10 Very Good! (6,472 reviews)
Friendly staff, clean and comfortable room in a great location

Reviewed on Feb 6, 2026

Hyatt Grand Central New York
Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
145 W 44th St New York NY
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $181 total per night from Feb 10 to Feb 11
$181 total
Feb 10 - Feb 11
Total with taxes and fees
7.6/10 Good! (6,545 reviews)
Clean bathroom. Complimentary waters. Convenient. Great staff

Reviewed on Feb 9, 2026

Millennium Hotel Broadway Times Square
See all 11,132 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.

Find the Best Caldwell Vacation Packages

Caldwell Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
7,900
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Cricket Hill Brewing Co, Funtime Junction and Grover Cleveland Birthplace

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Frequently asked questions

How much does a Caldwell vacation package cost?
You'll find cheap prices from $383 on Expedia for your Caldwell break. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Caldwell costs.
What are the cheapest months to go to Caldwell?
December, January and February are the best times to look for cheap Caldwell vacation packages. Choosing to travel in quieter months means you can usually find reduced prices on accommodations and flights.
How many days is enough for Caldwell?
With a well-planned itinerary, you can easily tick off the top Caldwell attractions in a few days. But if you prefer to discover hidden gems or go on day tours, think about booking your Caldwell vacation for longer.
How to find the best Caldwell package deals?
Use Expedia's filters to find some of the best Caldwell package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Caldwell package deals in the off-season. Switch up 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 Caldwell vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and hotels separately. Better still, you can personalize your Caldwell escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Caldwell?
Land incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Caldwell vacation.
Does Expedia offer Book Now, Pay Later Caldwell vacation packages?
Set off on your ideal getaway to Caldwell with Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait for your next paycheck — we've joined forces with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snap up bargains 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.