Philipstown Vacations from ￥329,651

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The Latest Philipstown Vacation Packages

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

Radio Hotel

4 out of 5
Manhattan
Price was ￥441,701, price is now ￥329,651 per person
￥329,651
per person
Sep 19 - Sep 23
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
8.6/10 Excellent! (2,500 reviews)
Staff was great but that’s about it. Rooms and bathrooms are extremely small. You can hear everything from the hallways

Reviewed on Jul 1, 2026

LGA AIRPORT

LGA AIRPORT

2 out of 5
Queens
Save 100% on your flight
Price was ￥2,193,946, price is now ￥1,567,711 per person
￥1,567,711
per person
Sep 21 - Sep 28
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
10/10 Exceptional! (2 reviews)
The best airbnb Ive stayed at in New York with the best price for our family of 6. The place was so clean, amenities looked brand new. It had a homey feel to it, my kids didnt want to leave. We will definently be booking again in the future.

Reviewed on Dec 24, 2025

Westgate New York Grand Central

Westgate New York Grand Central

4 out of 5
Manhattan
Save 100% on your flight
Price was ￥914,982, price is now ￥663,234 per person
￥663,234
per person
Sep 21 - Sep 28
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,206 reviews)
Clean and well-maintained room!

Reviewed on Jul 2, 2026

Sela V Hotel

Sela V Hotel

4 out of 5
Price was ￥619,368, price is now ￥458,100 per person
￥458,100
per person
Sep 21 - Sep 28
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (2 reviews)
This new hotel has a really cool vibe, with unique artifacts in the lobby, and comfortable couches near the bar.

Reviewed on Jul 1, 2026

Millennium Hilton New York One UN Plaza

Millennium Hilton New York One UN Plaza

4 out of 5
Manhattan
Save 100% on your flight
Price was ￥1,039,376, price is now ￥784,191 per person
￥784,191
per person
Sep 21 - Sep 28
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (2,084 reviews)
Excellent location and very friendly staff

Reviewed on Jul 2, 2026

Find the Best Philipstown Vacation Packages

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 ￥15,441 per night from Jul 3 to Jul 4
￥15,441
￥16,735 total
Jul 3 - Jul 4
includes taxes & fees
7.2/10 Good! (278 reviews)
"It was adequate for our needs"

Reviewed on Jul 1, 2026

Countryside Motel
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4 out of 5
400 High Avenue Nyack NY
Fully refundableReserve now, pay when you stay
The price is ￥20,717 per night from Jul 6 to Jul 7
￥20,717
￥28,098 total
Jul 6 - Jul 7
includes taxes & fees
Hotel Nyack, a JdV by Hyatt Hotel
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is ￥20,968 per night from Jul 12 to Jul 13
￥20,968
￥24,349 total
Jul 12 - Jul 13
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"AMAZING HOTEL!! if you need a place to stay for a night or two definitely choose this one! clean, nice quality, spacious affordable room, nice bathroom, nice indoor pool a& gym and inclusive breakfast! I often go back and forth to this area so I will be back!"

Reviewed on Jun 30, 2026

Hyatt Place Poughkeepsie / Hudson Valley
See all 1,040 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.

Stay near popular Philipstown attractions

A river winding through a green landscape with hills in the background.

Boscobel House and Gardens

8.8/10 (5 reviews)
You can spend time exploring the galleries in Boscobel House and Gardens during your trip to Philipstown. Stroll along the riverfront or discover the area's mountain views.
See properties

What to do in Philipstown

Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

￥8,797
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
See all activities in Philipstown

Frequently asked questions

How much does a Philipstown vacation package cost?
Offering great value package deals from ￥329,651 on Expedia, you'll be surprised at how little a vacation to Philipstown costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Philipstown?
If you're hoping to book a cheap Philipstown vacation package, consider traveling in January, March and December. You'll usually find better prices on hotels and flights during these months — ideal for travelers wishing to save money.
How many days is enough for Philipstown?
The ideal duration for your Philipstown vacation 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 vacation as a package?
An Expedia vacation 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 vacation package to Philipstown?
If you've got your Philipstown vacation 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 favorite 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 accommodations 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 vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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