Caldwell Vacations from $237

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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.
DoubleTree by Hilton Mahwah

DoubleTree by Hilton Mahwah

4 out of 5
Save 100% on your flight
Price was $327, price is now $237 per person
$237
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (921 reviews)
👉 “It was kind of okay, but messy, and there was no free breakfast.”

Reviewed on Dec 2, 2025

Casa Francesca 6BR Villa & Heated Pool

Casa Francesca 6BR Villa & Heated Pool

3.5 out of 5
Save 100% on your flight
Price was $2,880, price is now $2,012 per person
$2,012
per person
Feb 26 - Mar 2
found 6 hours ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
No reviews
Hilton Hasbrouck Heights/Meadowlands

Hilton Hasbrouck Heights/Meadowlands

3.5 out of 5
Save 100% on your flight
Price was $430, price is now $301 per person
$301
per person
Feb 27 - Mar 3
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,000 reviews)
Good customer care and clean

Reviewed on Dec 6, 2025

Canopy by Hilton Jersey City Arts District

Canopy by Hilton Jersey City Arts District

4 out of 5
Downtown Jersey City
Save 100% on your flight
Price was $380, price is now $270 per person
$270
per person
Feb 14 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (954 reviews)
Staff was unprofessional

Reviewed on Dec 4, 2025

TKC Log

TKC Log

2 out of 5
Weequahic
Price was $348, price is now $251 per person
$251
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
6/10 (20 reviews)
Room was in good condition

Reviewed on Nov 2, 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
$194 nightly
The price is $226 total per night from Jan 4 to Jan 5
$226 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
7.4/10 Good! (5,811 reviews)
Great location, easy walk to Broadway, Times Square, and tons of fun things! Stayed during Thanksgiving and the elevators were overloaded, took over an hour to get to our room multiple times, like it was not equipped for a maxed out hotel. Had to haul our luggage down 12 flights of stairs to try ...

Reviewed on Dec 6, 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
$159 nightly
The price is $186 total per night from Jan 7 to Jan 8
$186 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
8.4/10 Very Good! (4,819 reviews)
Great location, wonderful lobby and restaurants attached. The bar with the live music was terrific. Rooms are small and clean. Not updated, but that didn’t matter to us. Bed was comfortable.

Reviewed on Dec 7, 2025

Hotel Edison Times Square
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
$207 nightly
The price is $241 total per night from Jan 5 to Jan 6
$241 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
8.2/10 Very Good! (6,361 reviews)
Staff wa

Reviewed on Dec 2, 2025

Hyatt Grand Central New York
See all 10,222 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 $237 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.