Philipstown Holidays from NZ$2,883

Book a Hotel + Flight or Car together to unlock savings

Photo by Kiri Romero

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Philipstown Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
per person
17 Sept - 22 Sept
found 2 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
8/10 Very Good! (2,135 reviews)
The WiFi was spotty the two days we were staying. The staff gave us a modem but that didn’t help much. If you’re on vacation but still needing to work, I wouldn’t stay here. But for convenience and location—access to KTown—were excellent!

Reviewed on 14 Aug. 2025

Renaissance New York Times Square Hotel by Marriott

Renaissance New York Times Square Hotel by Marriott

4 out of 5
Manhattan
per person
17 Sept - 22 Sept
found 2 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (1,474 reviews)
Close to all events and activities

Reviewed on 11 Aug. 2025

Holiday Inn Express New York - Manhattan West Side by IHG

Holiday Inn Express New York - Manhattan West Side by IHG

2.5 out of 5
Manhattan
per person
17 Sept - 22 Sept
found 2 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
8/10 Very Good! (2,075 reviews)
The only problem is the room is a bit small

Reviewed on 14 Aug. 2025

Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Manhattan
per person
17 Sept - 22 Sept
found 2 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
8.4/10 Very Good! (1,404 reviews)
Nice hotel for price

Reviewed on 14 Aug. 2025

W New York - Times Square

W New York - Times Square

4.5 out of 5
Manhattan
per person
17 Sept - 22 Sept
found 2 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
8.6/10 Excellent! (1,740 reviews)
My family and I had an excellent experience at the W Hotel. The location was perfect, and our suite offered stunning views. The staff was warm and welcoming, and we enjoyed the live band on Friday night. The rooms were spotless, and overall the atmosphere was vibrant and inviting. I would gladly stay here again and highly recommend it to others.

Reviewed on 15 Aug. 2025

Philipstown Holiday

Our pick of the best Philipstown Hotel Deals

Countryside Motel

Countryside Motel

2 out of 5
3577 Route 9, Cold Spring, NY
Fully refundableReserve now, pay when you stay
The price is NZ$172 per night from 16 Aug to 17 Aug
NZ$172
16 Aug - 17 Aug
includes taxes & fees
7/10 Good! (244 reviews)
"Basic room for a short stay."

Reviewed on 29 Jul. 2025

Countryside Motel
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is NZ$275 per night from 24 Aug to 25 Aug
NZ$275
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,392 reviews)
"N/A"

Reviewed on 9 Aug. 2025

Baymont by Wyndham White Plains - Elmsford
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 out of 5
3 Executive Blvd, Suffern, NY
Fully refundable
The price is NZ$218 per night from 24 Aug to 25 Aug
NZ$218
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"It was very … elegant"

Reviewed on 12 Aug. 2025

Crowne Plaza Suffern - Mahwah by IHG
See all 934 properties in Philipstown
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.

Discover the most popular places to visit in Philipstown

Stonecrop Gardens

Stonecrop Gardens

Enjoy the mountain views and explore Stonecrop Gardens, a lovely green space in Philipstown. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

Stonecrop Gardens

Foundry Dock Park

Enjoy the mountain views and explore Foundry Dock Park, a lovely green space in Philipstown. Amble around the area's riverfront or attend a sporting event.

Foundry Dock Park

What to do in Philipstown

New York Thift, Outlet, and Consignment Shopping Tour

NY Thrift Shopping & Wine Tour

NZ$663
per adult
NY Thrift Shopping & Wine Tour
7 Hour Private Shopping Tour in Woodbury Common Premium Outlets

Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax

NZ$1,296
per traveller
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
Hudson Valley Wine Country Tour w/ Wine & Food Tasting from NYC

Hudson Valley Wine and Food Day Trip with Sommelier host from NYC

NZ$268
per adult
Hudson Valley Wine and Food Day Trip with Sommelier host from NYC
See all activities in Philipstown

Frequently asked questions

How much does a Philipstown holiday package cost?
Offering great value package deals from NZ$2,883 on Expedia, you'll be surprised at how little a holiday to Philipstown costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Philipstown?
If you're hoping to book a cheap Philipstown holiday package, consider travelling in January, March and December. You'll usually find better prices on hotels and flights during these months — ideal for travellers wishing to save money.
How many days is enough for Philipstown?
The ideal duration for your Philipstown holiday depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to hit all the top attractions and explore some hidden treasures along the way.
How to find the best Philipstown package deals?
Start your search for a Philipstown package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Philipstown package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Philipstown getaway off to a flying start.
Is it cheaper to book a Philipstown holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and hotels individually. Better still, you can tailor your Philipstown trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Philipstown?
If you've got your Philipstown holiday dates locked in, book as soon as you can to snap up some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Philipstown?

  1. Choose when to get away: Check your schedule and get packing. Your favourite season and the activities on offer will also help you decide when to visit Philipstown.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and dining out to activities and airfares. Your accommodation will likely be the largest expense during your trip to Philipstown.
  3. Set the duration of your trip: Start by making a list of all the attractions and activities you want to experience in Philipstown. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Philipstown holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.