Philipstown Vacations from $502

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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.
Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC

4 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $877, price is now $502 per person
$502
per person
Oct 17 - Oct 20
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
3.6/10 (4 reviews)
It took calling the booking website customer service to get in contact with the host. I end up getting a different property that the one I reserved but the new on was more bedrooms, at the end I work out but it took some long coy with the host.

Reviewed on Jun 29, 2026

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,044, price is now $548 per person
$548
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.6/10 Excellent! (2,492 reviews)

Vintedge Residences

Vintedge Residences

2 out of 5
Save 100% on your flight
Price was $1,615, price is now $903 per person
$903
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
No reviews

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,761, price is now $1,014 per person
$1,014
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,822 reviews)

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 $5,715, price is now $3,373 per person
$3,373
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (689 reviews)
Beautiful hotel. Great experience.

Reviewed on Jul 30, 2026

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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.
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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

$55
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
See all activities in Philipstown

Philipstown Hotel Deals

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
$127 nightly
The price is $145 total per night from Aug 23 to Aug 24
$145 total
Aug 23 - Aug 24
Total with taxes and fees
8.4/10 Very Good! (1,771 reviews)
"Clean room. Great amenities."

Reviewed on Jul 30, 2026

Baymont by Wyndham White Plains - Elmsford
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $98 total per night from Aug 2 to Aug 3
$98 total
Aug 2 - Aug 3
Total with taxes and fees
7.4/10 Good! (1,382 reviews)
"The lobby and restaurant were very nice. The landscaping was pretty as was the atrium and hallway. The staircase was gorgeous. As for the room, it was clean. Due to thunderstorms the TV was down. The rooms need a major update. It looked like it was from the late 60's. The restaurant had character ..."

Reviewed on Jul 30, 2026

West Gate Inn Nyack
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
$149 nightly
The price is $171 total per night from Aug 10 to Aug 11
$171 total
Aug 10 - Aug 11
Total with taxes and fees
Hotel Nyack, a JdV by Hyatt Hotel
See all 1,013 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.

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 $502 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.