Philipstown Trips (flight + hotel)

Photo by Kiri Romero

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Top hotels in Philipstown

Countryside Motel

Countryside Motel

2 out of 5
3577 Route 9, Cold Spring, NY
Fully refundableReserve now, pay when you stay
The price is P5,463 per night from Aug 9 to Aug 10
P5,463
P5,921 total
Aug 9 - Aug 10
includes taxes & fees
7/10 Good! (243 reviews)
"Basic room for a short stay."

Reviewed on Jul 29, 2025

Countryside Motel
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
The price is P8,437 per night from Aug 24 to Aug 25
P8,437
P9,650 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,392 reviews)
"The rooms were large & bright. Bathroom too- Had elevator. Nice breakfast area. Great value for the money no matter part of country that we choose a Baymont Hotel."

Reviewed on Aug 4, 2025

Baymont by Wyndham White Plains - Elmsford
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 out of 5
3 Executive Blvd, Suffern, NY
Fully refundable
The price is P5,751 per night from Aug 24 to Aug 25
P5,751
P6,692 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Very nice property, would stay again! Dinner was great and staff turned on the fire pit outside. Very nice stay"

Reviewed on Aug 6, 2025

Crowne Plaza Suffern - Mahwah by IHG
See all 934 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.

What to do in Philipstown

BEST Woodbury Outlets Shopping 1-Day Tour from New York

Woodbury Outlets Shopping 1-Day Tour from New York-Kids 50 Percent Off

P3,606
per adult
100% of travellers recommend
Woodbury Outlets Shopping 1-Day Tour from New York-Kids 50 Percent Off
Bear Mountain State Park+ BeaconTown 1-Day Tour From NY

Bear Mountain State Park+ BeaconTown 1-Day Tour From NY

P5,467
per adult
Bear Mountain State Park+ BeaconTown 1-Day Tour From NY
Hudson Valley Wine Country Tour w/ Wine & Food Tasting from NYC

Hudson Valley Wine and Food Day Trip with Sommelier host from NYC

P9,248
per adult
Hudson Valley Wine and Food Day Trip with Sommelier host from NYC
See all activities in Philipstown

Frequently asked questions

How much does a Philipstown vacation package cost?
Offering great value package deals 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.

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