Caldwell Vacations from $727
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The Latest Caldwell Vacation Packages
- Hotel Riu Plaza Manhattan Times Square
Oct 23 - Oct 26Hotel Riu Plaza Manhattan Times Square + Flight
Manhattan3 nights4.0 star property9.2/10 - Wonderful (3,848 reviews)"Great location and a fine property that is well-managed. We had enough room in our room for three, with one on the fold-out couch."Reviewed August 4, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - EWR • Nonstop LGA - ATL • Nonstop - Radio Hotel
Oct 7 - Oct 11Radio Hotel + Flight
Manhattan4 nights4.0 star property8.6/10 - Excellent (2,494 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop JFK - ATL • Nonstop - 1 Hotel Brooklyn Bridge
Oct 17 - Oct 221 Hotel Brooklyn Bridge + Flight
Brooklyn5 nights5.0 star property9.0/10 - Wonderful (1,013 reviews)"We loved our stay at 1 Hotel BK! Service was phenomenal, beautiful views, and the room was absolutely gorgeous. 10/10 experience."Reviewed August 4, 2026Roundtrip • Dallas (DFW) - New York (JFK)DFW - JFK • Nonstop JFK - DFW • Nonstop - 33 Hotel, New York City, Seaport
Oct 6 - Oct 1133 Hotel, New York City, Seaport + Flight
Manhattan5 nights5.0 star property9.0/10 - Wonderful (1,009 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop JFK - ATL • Nonstop - Park Lane New York
Oct 7 - Oct 11Park Lane New York + Flight
Manhattan4 nights5.0 star property8.4/10 - Very Good (1,784 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - EWR • Nonstop EWR - ATL • Nonstop
Where to stay in Caldwell
West Caldwell
The restaurants and monuments are just a few features travelers like about West Caldwell. If you want to do some sightseeing nearby, Pleasantdale Chateau and Jumpnasium Kids Parties & More are a few top places to visit.
North Caldwell
Though North Caldwell might not have many top sights, you can venture to the surrounding area to see attractions like Willowbrook Mall and Jumpnasium Kids Parties & More.
Caldwell Hotel Deals
"Everything was absolutely wonderful we loved it"
"Great location to stay when you would like to be in the Chelsea neighborhood clean quiet rooms."
"The location was really good -- easy short walk to subway and to many shops and restaurants as well as attractions like Time Square and Broadway shows. Clean and convenient. Staff was friendly and felt safe."
"The AC was not working for one night and couldn’t fix until following day. Bedroom furniture was old and bed made noise every move."
"Solid hotel"
Club Quarters Hotel, World Trade Center
Club Quarters Hotel, World Trade Center"Staff were very helpful getting us settled in. I also appreciate the free distilled water, great to have on a hot day."
Courtyard New York Manhattan/ Midtown East
Courtyard New York Manhattan/ Midtown East"Great hotel space per room. Restrooms were clean. Overall stay was comfortable."
Paramount Times Square – A Generator Hotel
Paramount Times Square – A Generator Hotel"This is an older hotel."
Frequently Asked Questions
How much does a Caldwell vacation package cost?
You'll find cheap prices from $727 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.