Philipstown Holidays

Photo by Kiri Romero
    deals illustration
    Better together
    Save up to S$134 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

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 S$132 per night from 23 Jun to 24 Jun
S$132
23 Jun - 24 Jun
includes taxes & fees
7/10 Good! (233 reviews)
"Great quiet spot but needs to be upgraded"

Reviewed on 14 Jun, 2025

Countryside Motel
Cold Spring Hotel
Cold Spring Hotel
3 out of 5
124 Main St., Cold Spring, NY
The price is S$270 per night from 30 Jun to 1 Jul
S$270
30 Jun - 1 Jul
includes taxes & fees
8.6/10 Excellent! (146 reviews)
"Very welcoming and attentive. Look forward to returning."

Reviewed on 1 Jun, 2025

Cold Spring Hotel
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 S$231 per night from 29 Jun to 30 Jun
S$231
29 Jun - 30 Jun
includes taxes & fees
8.2/10 Very Good! (1,353 reviews)
"Close to WMC, excellent service, helpful staff"

Reviewed on 20 Jun, 2025

Baymont by Wyndham White Plains - Elmsford
See all 932 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.

Frequently asked questions

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

  1. 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.
  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 accommodation 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 holiday package that brings all your bookings together.

What to do in Philipstown

Chuang Yen Monastery + Woodbury Common Premium Outlets 1-day Tour

Chuang Yen Monastery,Woodbury Outlet1-day Tour from NYC-Kids 50 Percent Off

S$163
per adult
Chuang Yen Monastery,Woodbury Outlet1-day Tour from NYC-Kids 50 Percent Off
Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

S$51
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
Beacon: Gourmet Beacon Food Tour

Beacon: Gourmet Beacon Food Tour

S$170
per adult
Beacon: Gourmet Beacon Food Tour
See all activities in Philipstown

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.