Philipstown Holidays from £1,314

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Your Philipstown Holiday

Save time and energy on your travel planning by booking a Philipstown holiday package. A great neighbourhood to base yourself in this fascinating city is Montrose, which is great for walking and plenty more. Fill up your itinerary with visits to Hudson Highlands State Park, Oscawana Lake and Boscobel House and Gardens, some of the attractions you just have to see during your trip to Philipstown. Don't delay your visit to this city any longer. Your perfect Philipstown holiday is a few quick clicks away with Expedia.

Top Philipstown Flight + Hotel Deals

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

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was £2,212, price is now £1,314 per person
£1,314
per person
7 Sept - 14 Sept
found 22 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.6/10 Exceptional! (1,617 reviews)
Amazing stay! The rooftop has magical views of the city. The staff is great, very welcoming and asked us where we were from and if it’s our first time visiting NYC. The room was excellent with great cable tv and clean towels. Comfortable bed and pillows. Completely satisfied with our stay here , definitely will be coming back!

Reviewed on 15 Jul 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was £3,620, price is now £1,847 per person
£1,847
per person
2 Oct - 7 Oct
found 16 hours ago
Return flight included
London (LON) to New York (JFK)
9.2/10 Wonderful! (685 reviews)
Great location, great view

Reviewed on 5 Jul 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was £2,466, price is now £1,381 per person
£1,381
per person
7 Sept - 14 Sept
found 22 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,746 reviews)
There were issues with the elevators. Every time they stopped on our floor they were completely full. After waiting for 20 minutes we finally took the elevator going up just so we can go down.

Reviewed on 17 Jul 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was £3,882, price is now £2,182 per person
£2,182
per person
2 Oct - 7 Oct
found 16 hours ago
Return flight included
London (LON) to New York (JFK)
9/10 Wonderful! (1,006 reviews)

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was £2,477, price is now £1,403 per person
£1,403
per person
7 Sept - 14 Sept
found 22 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (3,130 reviews)
Unfortunately, the elevators did not work during our stay. Out of five elevators only two worked. The breakfast buffet was very good, well staffed and had a lot of variety.

Reviewed on 17 Jul 2026

Philipstown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Bear Mountain State Park, SplashDown Beach and Dia Beacon

Top hotels in Philipstown

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 £127 per night from 4 Aug to 5 Aug
£127
4 Aug - 5 Aug
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 £100 per night from 2 Aug to 3 Aug
£100
2 Aug - 3 Aug
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is £86 per night from 16 Aug to 17 Aug
£86
16 Aug - 17 Aug
includes taxes & fees
Spark by Hilton Fishkill
See all 1,023 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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 browsing the exhibits at Boscobel House and Gardens in 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

£41
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
7 Hour Private Shopping Tour in Woodbury Common Premium Outlets

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

£588
per traveller
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
See all activities in Philipstown

Frequently asked questions

How much does a Philipstown travel package cost?
From as little as £1,314. Yes, you read that correctly. Our Philipstown travel packages are the easiest way to make your budget stretch further. Combine your favourite hotels, flights and car rentals and get out and explore this wonderful destination.
If I'm not able to travel, can I cancel my Philipstown travel package?
We totally get it — life doesn't always go according to plan. If you've booked a Philipstown travel package and need to cancel or amend it, we can help. We suggest visiting our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to change your itinerary for free. If it's been more than 24 hours, your hotel, airline or car rental company may charge a fee.
How do I get a cheap travel package to Philipstown?
Bundle, bundle, bundle. Flights, hotels and rental cars — combine whatever you need into a Philipstown travel package to save a ton of cash. Score even bigger bargains when you include extras such as sightseeing tours to your booking. But that's not the only good part. You have the freedom to customize your trip your way. We offer more than 550 partner airlines and 1,000,000 properties throughout the world, so that everyone has a chance to travel and live out those holiday dreams.
Does Expedia offer Book Now, Pay Later Philipstown holidays?
Good news! We do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply click on the payment plan that works for you during the checkout process and take the stress out of budgeting for your next trip. Remember to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that suit all types of budgets, so you can have that well-earned holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your holiday in multiple transactions.
  • Low deposit holidays: When you stumble on an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock it in.

Where should I stay in Philipstown?
You'll want to stay where the action is. Many visitors like to book hotels within easy reach of top sights, like Boscobel House and Gardens, Garrison Art Centre and Little Stony Point Park.
What are the top hotels in Philipstown?
Book a stay at Comfort Inn. It's one of the neighbourhood's most sought-after hotels. Another well-known option in Philipstown is Heidis Inn.
How far in advance should I book my Philipstown holiday?
Smart travellers will likely want to book as early as possible. You can generally look up international airfares on Expedia up to 12 months before your flight. If you've left things to the last minute, don't worry. Discounted prices sometimes occur in the last weeks prior to departure.
What does an Expedia Philipstown travel package include?
That depends on you. You can select from a range of Philipstown packages, such as a flight, rental car and hotel. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like tours and activities. Whatever your perfect Philipstown getaway looks like, you're sure to save!
What should I know before booking a Philipstown travel package?
Our prices are always low. However, you'll pick up even better deals if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and a huge range of choice.
Can I choose my airline with a Philipstown Expedia travel package?
Expedia has access to more than 550 partner airlines globally, so you certainly can. Just pick your favourite carrier and put together your ideal Philipstown trip.

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. Flight-inclusive packages are ATOL protected.