Caldwell Vacations from $128

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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.
Fidelia Room G

Fidelia Room G

2 out of 5
Central Ward
Save 100% on your flight
Price was $202, price is now $128 per person
$128
per person
Mar 1 - Mar 4
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
6.8/10 (30 reviews)
Great Owner super easy to get checked in.

Reviewed on Jul 6, 2025

Werry'S Cottages Motel & Pub By OYO East Stroudsburg Poconos

Werry'S Cottages Motel & Pub By OYO East Stroudsburg Poconos

2.5 out of 5
Save 100% on your flight
Price was $285, price is now $183 per person
$183
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
6.4/10 (83 reviews)
It was fun watching a World Series game at the bar while having a couple of beers and some chicken wings. Prices were affordable and the bar was friendly. Then just walk 100 feet to my motel room. Very convenient and no worries about driving.

Reviewed on Nov 4, 2025

Madison Hotel

Madison Hotel

4 out of 5
Save 100% on your flight
Price was $468, price is now $301 per person
$301
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,000 reviews)
Overall, excellent! Festive, fun, clean. Would appreciate some more Vegetarian and Vegan options for the breakfast!

Reviewed on Dec 23, 2025

Paradise Stream Resort

Paradise Stream Resort

3.5 out of 5
Save 100% on your flight
Price was $962, price is now $624 per person
$624
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,019 reviews)
Very cozy, great place. We'e been coming here for years now and plan to continue for years more!

Reviewed on Dec 23, 2025

Hilton Short Hills

Hilton Short Hills

4 out of 5
Price was $478, price is now $311 per person
$311
per person
Feb 2 - Feb 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,000 reviews)
The bar/restaurant is very nice and breakfast was delivered to our room hot and fresh. Some electronics in the room weren't working at a light bulb was out in our lamp, which was annoying. The one thing I do not like about this hotel is that there is ample parking and yet they feel compelled to charge for it. this is really an up charge on the room because hardly anyone would stay there without driving to the location.

Reviewed on Dec 16, 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 Jan 4 to Jan 5
$217 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
7.2/10 Good! (6,095 reviews)
The cleaning staff was efficient and kind. Very trustworthy

Reviewed on Dec 22, 2025

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
$189 nightly
The price is $221 total per night from Jan 18 to Jan 19
$221 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
8.2/10 Very Good! (6,397 reviews)
Best location

Reviewed on Dec 21, 2025

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
$148 nightly
The price is $174 total per night from Jan 25 to Jan 26
$174 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
7.6/10 Good! (6,324 reviews)
The room was clean, and the staff were friendly. The hotel was in an amazing location, so close to Broadway shows and Times Square. Overall great stay, and priced better than nearby options. They told me I could book a taxi back to the hotel for $75, it turned out quite a bit more than that, but ...

Reviewed on Dec 23, 2025

Millennium Hotel Broadway Times Square
See all 10,374 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 $128 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.