Caldwell Vacations from $741

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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.
YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills

4 out of 5
Save 100% on your flight
Price was $1,143, price is now $741 per person
$741
per person
Jun 23 - Jun 27
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (522 reviews)
The property was pretty but there were no instructions, no maps, and no explanations as to what the property had to offer when we got there. The pool was pretty dirty as well. Hopefully that will be cleaned soon and hoping for more often.

Reviewed on May 18, 2026

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,276, price is now $764 per person
$764
per person
Aug 11 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (2,520 reviews)
Very clean and staff was nice.

Reviewed on May 20, 2026

Windrose On Hudson

Windrose On Hudson

3 out of 5
Save 100% on your flight
Price was $1,547, price is now $1,031 per person
$1,031
per person
Jul 26 - Aug 2
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (136 reviews)
Great location for quiet, serene and beautiful scenery.

Reviewed on May 17, 2026

LENNOX HILL NYC

LENNOX HILL NYC

2 out of 5
Manhattan
Save 100% on your flight
Price was $2,715, price is now $1,812 per person
$1,812
per person
Jul 24 - Jul 31
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
one of the best stays in the city. they answer quick. they are clean and i will be coming back for work trips...

Reviewed on May 17, 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,571, price is now $1,061 per person
$1,061
per person
Jul 12 - Jul 16
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (1,602 reviews)
We stayed in a few hotels when we were in NYC and NobleDEN had the friendliest and most welcoming staff. Sure, it wasn't the trendiest but it served us well and I enjoyed being so close to Chinatown.

Reviewed on May 21, 2026

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Caldwell Hotel Deals

Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
$259 nightly
The price is $301 total per night from May 25 to May 26
$301 total
May 25 - May 26
Total with taxes and fees
8.4/10 Very Good! (6,953 reviews)
"Great location and above average quality hotel. However driving to get to the hotel and waiting for your vehicle when checking out is a tremendous headache. I would only stay here again if I were commuting into the city."

Reviewed on May 23, 2026

Hyatt Grand Central New York
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
$234 nightly
The price is $272 total per night from May 25 to May 26
$272 total
May 25 - May 26
Total with taxes and fees
7.4/10 Good! (7,947 reviews)
"Excellent service from staff. Centrally located within walking distance from points of interest."

Reviewed on May 22, 2026

Sheraton New York Times Square Hotel
NEW YORKER BY LOTTE HOTELS

NEW YORKER BY LOTTE HOTELS

4 out of 5
481 Eighth Ave. New York NY
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $209 total per night from May 25 to May 26
$209 total
May 25 - May 26
Total with taxes and fees
8.2/10 Very Good! (6,766 reviews)
"Staff was very helpful with check-in (Mohammed) and cleaning staff."

Reviewed on May 23, 2026

NEW YORKER BY LOTTE HOTELS
See all 11,224 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 $741 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.