Philipstown Holidays from AU$4,729
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Your Philipstown Holiday
Prepare to experience Philipstown your way with a custom Philipstown holiday package! Discovering the treasures of this captivating city is simpler with a base in a neighbourhood such as Montrose, which is good for walking, among plenty of other things. Fill your itinerary with visits to Hudson Highlands State Park, Manitoga The Russel Wright Design Centre and West Point Foundry Preserve, some of the attractions you shouldn't miss during your trip to Philipstown. No matter your travel plans or budget, organising a tailored Philipstown holiday is easy with Expedia.
The Latest Philipstown Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Philipstown Holiday
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, Dia Beacon and Brotherhood Winery |
Our pick of the best Philipstown Hotel Deals
West Gate Inn Nyack
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
AU$168
30 Sept - 1 Oct
includes taxes & fees
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
AU$178
29 Sept - 30 Sept
includes taxes & fees
8.4/10 Very good! (1,008 reviews)
"Beautiful and relaxing. Something I’d do different next time, I’d definitely stay at the Inn. As a solo female traveler, the Overlook was too secluded - it broke some of the solo traveling rules I’ve set for myself. Also, was a little bummed the next morning. Upon check in I was told about their ..."
Reviewed on 27 Sept 2026
Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
Fully refundable
AU$160
21 Oct - 22 Oct
includes taxes & fees
7.6/10 Good! (593 reviews)
"I always have low expectations here but this time, the towels were all stained, old soap left in the shower, found qtip in the floor ( not mine!), and weird black spots on wrinkled sheets . The floors are redone and the room itself is ok. Bed was comfortable enough. Walking distance to Vassar which ..."
Reviewed on 27 Sept 2026
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
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.
Little Stony Point Park
8.0/10 (3 reviews)
Enjoy the mountain views and explore Little Stony Point Park, a lovely green space in Philipstown. Amble around the area's riverfront or attend a sporting event.
Photo by louann ohora
Stonecrop Gardens
4.0/10 (1 review)
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.
Graymoor - The Holy Mountain
Learn about the local history of Philipstown when you spend time at Graymoor - The Holy Mountain. While you're in the area, stroll along the riverfront.
Manitoga The Russel Wright Design Center
You can spend an afternoon browsing the exhibits at Manitoga The Russel Wright Design Center during your travels in Philipstown. While you're in the area, stroll along the lakeside.
West Point Foundry Preserve
9.6/10 (7 reviews)
Learn about the local history of Philipstown when you take a trip to West Point Foundry Preserve. Stroll along the riverfront or attend a sporting event in the area.
Garrison Art Center
8.0/10 (1 review)
Enjoy an outing to Garrison Art Center during your stay in Philipstown. Stroll along the riverfront or attend a sporting event in the area.
Constitution Marsh Audubon Center and Sanctuary
7.0/10 (2 reviews)
Explore the campus of Constitution Marsh Audubon Center and Sanctuary during your travels in Philipstown. Stroll along the riverfront or attend a sporting event in the area.
What to do in Philipstown
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
AU$1,095
per traveller
Frequently asked questions
How much does a Philipstown holiday package cost?
Offering great value package deals from AU$4,729 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?
- 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.
- 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.
- 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.
- 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.
