Philipstown Vacations from $554
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Your Philipstown Vacation
Save time and energy on your travel planning by booking a Philipstown vacation package. A great neighborhood 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 vacation is a few quick clicks away with Expedia.
The Latest Philipstown vacation packages
Price found within the past 48 hours. Click for updated prices.
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View all tripsStay near popular Philipstown attractions
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.
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 exploring the galleries in Manitoga The Russel Wright Design Center during your trip to 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)
Enjoy the collegiate vibe when you visit Constitution Marsh Audubon Center and Sanctuary, during your travels in Philipstown. Stroll along the riverfront or attend a sporting event in the area.
Philipstown Hotel Deals
West Gate Inn Nyack
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
$93 nightly
$106 total
Oct 4 - Oct 5
Total with taxes and fees
7.4/10 Good! (1,446 reviews)
"Good property for the value breakfast is nice staff nice Good location A bit older property but I would stay again"
Reviewed on Oct 2, 2026
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$79 nightly
$97 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"Friendly staff, quick check in, easy parking. Room was clean and comfortable. Easy access to Bear Mountain. Nice restaurant. No elevator in Overlook Lodge so a few trips required to bring luggage upstairs."
Reviewed on Sep 30, 2026
Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
Fully refundable
$93 nightly
$108 total
Nov 1 - Nov 2
Total with taxes and fees
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.
Find the Best Philipstown Vacation Packages
Philipstown Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Westchester County Airport (HPN) |
Top Sights | Clarence Fahnestock State Park, Manitoga The Russel Wright Design Center and Putnam History Museum |
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Frequently asked questions
How much does a Philipstown vacation package cost?
Offering great value package deals from $554 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 snag a cheap Philipstown vacation package, consider visiting in December, January and February. You'll usually find better rates on flights and accommodations during these months — perfect for travelers wishing to save money.
How many days is enough for Philipstown?
With a well-planned itinerary, you can easily visit the most popular Philipstown sights in a handful of days. But if you want to discover lesser-known spots or take day trips, consider booking your Philipstown vacation for longer.
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?
- Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Philipstown.
- Set a budget: Consider costs such as transportation, flights and meals when working out how much to put aside for your trip to Philipstown. Then, select a property that suits your budget, whether that's a low-cost stay or a lavish getaway.
- Use Expedia's trip planning tool to discover Philipstown: Research every part of your trip to Philipstown with this comprehensive planner. Invite friends or family to collaborate on a group getaway, search for hotels or things to do and make bookings.
- Decide how long to go away for: Now that you're more familiar with Philipstown, you can figure out the ideal length of your break. Create a rough plan and give yourself enough time to cover everything you want to do.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find a Philipstown vacation package that brings all your bookings together.
- Add on experiences and excursions: Read our travel guide to find some fun things to do in Philipstown in Philipstown. Book tickets or make reservations in advance to save time and avoid the stress of trying to find activities once you arrive.
Does Expedia offer Book Now, Pay Later Philipstown vacation packages?
Secure your dream escape to Philipstown with help from our Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next paycheck — we've joined forces with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
