Philipstown Holidays

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 S$119 per night from 26 Aug to 27 Aug
S$119
26 Aug - 27 Aug
includes taxes & fees
7/10 Good! (244 reviews)
"Basic room for a short stay."

Reviewed on 29 Jul, 2025

Countryside Motel
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59, Nyack, NY
Fully refundableReserve now, pay when you stay
The price is S$172 per night from 23 Aug to 24 Aug
S$172
23 Aug - 24 Aug
includes taxes & fees
7.2/10 Good! (1,016 reviews)
"Convenient. Handicap bathroom layed out by non handicapped person. Floor tiles are slippriest ever. Shower grab rail located on back wall. Toilet id "low boy" hard to get up from. Toilet grab rail useless. Nice shower head too high to reach."

Reviewed on 19 Aug, 2025

West Gate Inn Nyack
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is S$142 per night from 2 Sept to 3 Sept
S$142
2 Sept - 3 Sept
includes taxes & fees
7.2/10 Good! (522 reviews)
"I enjoyed the location. The place was clean and employees were very pleasant"

Reviewed on 21 Aug, 2025

The Crossroads Hotel, Newburgh
See all 930 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

New York Thift, Outlet, and Consignment Shopping Tour

NY Thrift Shopping & Wine Tour

S$513
per adult
NY Thrift Shopping & Wine Tour
7 Hour Private Shopping Tour in Woodbury Common Premium Outlets

Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax

S$1,002
per traveller
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
Hudson Valley Wine Country Tour w/ Wine & Food Tasting from NYC

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

S$204
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 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.

* 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.