Caldwell Vacations from $285

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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.
American Hotel

American Hotel

3.5 out of 5
Save 100% on your flight
Price was $455, price is now $285 per person
$285
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Miami (MIA) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Great location on Main Street. Close to dining and night life. Clean rooms, nice bathrooms. Staff is first rate.

Reviewed on Jan 16, 2026

The George

The George

4 out of 5
Save 100% on your flight
Price was $1,108, price is now $654 per person
$654
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (444 reviews)
Always love the George. Candy closet is the bomb! Staff is always on point!

Reviewed on Jan 27, 2026

Home2 Suites by Hilton Newark Airport

Home2 Suites by Hilton Newark Airport

3 out of 5
Save 100% on your flight
Price was $551, price is now $372 per person
$372
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,009 reviews)
I stay here with my husband and it was so clean and nice I would stay here again

Reviewed on Jan 25, 2026

Madison Hotel

Madison Hotel

4 out of 5
Save 100% on your flight
Price was $577, price is now $390 per person
$390
per person
Apr 7 - Apr 10
found 13 hours ago
Roundtrip flight included
Miami (MIA) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,000 reviews)
We ate at Rods, connected to the hotel5 stars for service and food!!!

Reviewed on Jan 22, 2026

Dharma Home Suites Hoboken at Novia

Dharma Home Suites Hoboken at Novia

4 out of 5
Save 100% on your flight
Price was $1,012, price is now $688 per person
$688
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (282 reviews)
Didn’t see any staff but facilities were great

Reviewed on Nov 18, 2025

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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! (6,655 reviews)
Friendly and very welcoming staff. We've requested to change out bed from queen to king. And immediately without any fuss she did give our request. Wonderful. Thank you. See u again soon

Reviewed on Jan 30, 2026

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
$146 nightly
The price is $171 total per night from Feb 8 to Feb 9
$171 total
Feb 8 - Feb 9
Total with taxes and fees
8.4/10 Very Good! (5,095 reviews)
Room was cozy. A little noisy if you on the street side - but it is right near Broadway so to be expected. If you want to see lots of broad shows this is a place for you. That’s right in the heart of midtown. The 6.50 breakfast is great. Staff at front counter could be a little bit more helpful. ...

Reviewed on Jan 27, 2026

Hotel Edison Times Square
DoubleTree by Hilton New York Downtown

DoubleTree by Hilton New York Downtown

4 out of 5
8 Stone St New York NY
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $121 total per night from Feb 5 to Feb 6
$121 total
Feb 5 - Feb 6
Total with taxes and fees
8.2/10 Very Good! (3,254 reviews)
Great location and the room is good compared what you paid

Reviewed on Jan 29, 2026

DoubleTree by Hilton New York Downtown
See all 11,089 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 $285 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.