Title: Philipstown Vacation Packages & Trips 2026 from CA $1,458 | Expedia.ca [Philipstown Travel Guide](https://expedia.ca/Philipstown.dx553248635975876159)[Hotels in Philipstown](https://expedia.ca/Philipstown-Hotels.d553248635975876159.Travel-Guide-Hotels)[Vacation Rentals in Philipstown](https://expedia.ca/Philipstown-Vacation-Rentals.d553248635975876159.Travel-Guide-VacationRentals)[Philipstown Car Rentals](https://expedia.ca/Car-Rentals-In-Philipstown.d553248635975876159.Car-Rental-Guide) ![](https://images.trvl-media.com/place/183656/1f7dd25e-330d-4ae6-9255-bf6a237ffa28.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Philipstown Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Bibek Magar - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### 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](https://www.expedia.ca/Hudson-Highlands-State-Park-New-York.d6093763.Vacation-Attraction), [Oscawana Lake](https://www.expedia.ca/Oscawana-Lake-Putnam-Valley.d553248635976194110.Vacation-Attraction) and [Boscobel House and Gardens](https://www.expedia.ca/Boscobel-House-And-Gardens-Cold-Spring.d6173931.Vacation-Attraction), 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. ## Top Philipstown Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Modern Comfort in the Heart of NYC](https://images.trvl-media.com/lodging/122000000/121820000/121816100/121816065/w1198h799x1y1-954a35fe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Modern Comfort in the Heart of NYC Southeast Yonkers CA $1,458 per person Jun 29 - Jul 5 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to White Plains (HPN) 2/10 (2 reviews) ![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/b1e6b86c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Brooklyn Bridge CA $2,065 per person Jun 28 - Jun 30 found 1 day ago Roundtrip flight included Montreal (YUL) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (1,003 reviews) Fantastic staycation! The spa was awesome and experience overall was solid. Would definitely stay here again! Reviewed on Mar 31, 2026 ![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/183802ec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Fifth Avenue Hotel Manhattan CA $1,918 per person May 15 - May 18 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9.6/10 Exceptional! (201 reviews) I did not have breakfast, but I heard the breakfast. There is amazing. The bar was awesome. Great selection.! Reviewed on Apr 4, 2026 ![Luxury 3BR Family Home Game Room Parking](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/2ea3fd3b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Luxury 3BR Family Home Game Room Parking Bryn Mawr CA $1,996 per person Jun 18 - Jun 20 found 13 hours ago Roundtrip flight included Toronto (YYZ) to White Plains (HPN) 9/10 Wonderful! (2 reviews) Beautiful layout. Property had everything that was needed for an awesome stay. Reviewed on Feb 27, 2026 ![Lotte New York Palace](https://images.trvl-media.com/lodging/1000000/10000/4900/4818/w1695h1110x0y0-027534be_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lotte New York Palace Manhattan CA $2,174 per person Jun 17 - Jun 21 found 24 hours ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (1,969 reviews) It’s the perfect place to stay. It’s right in the heart of the city and 2 blocks from Rockefeller. It’s very easy to see Broadway shows and the typical tourist attractions. The staff and concierge are wonderful and knowledgeable! We stayed for my mom’s birthday and they sent up complimentary macaroons and a birthday card! 10/10 recommend! Reviewed on Apr 7, 2026 ## Ready to book your vacation to Philipstown? Choose your dates ## Philipstown Hotel Deals ![Cold Spring Hotel](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005170/7d4cc9d9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cold Spring Hotel 124 Main St. Cold Spring NY CA $259 CA $301 total Apr 16 - Apr 17 includes taxes & fees 8.6/10 Excellent! (155 reviews) The owner is so warm and kind. The room was clean. Great place to stay for the weekend! Reviewed on Dec 29, 2025 [](https://expedia.ca/Hotel-Search?startDate=16%2F04%2F2026&endDate=17%2F04%2F2026&selected=23005170&PinnedHotelID=23005170&HadPinnedHotel=true®ionId=553248635975876159) ![Countryside Motel](https://images.trvl-media.com/lodging/12000000/11640000/11639800/11639769/e88332b9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Countryside Motel 3577 Route 9 Cold Spring NY Fully refundableReserve now, pay when you stay CA $132 CA $143 total Apr 10 - Apr 11 includes taxes & fees 7.2/10 Good! (265 reviews) I had an issue with the heat. Reviewed on Mar 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F04%2F2026&endDate=11%2F04%2F2026&selected=11639769&PinnedHotelID=11639769&HadPinnedHotel=true®ionId=553248635975876159) ![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham White Plains - Elmsford 540 Saw Mill River Rd Elmsford NY Fully refundableReserve now, pay when you stay CA $176 CA $201 total Apr 22 - Apr 23 includes taxes & fees 8.2/10 Very Good! (1,638 reviews) Plenty of parking Reviewed on Apr 8, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F04%2F2026&endDate=23%2F04%2F2026&selected=438&PinnedHotelID=438&HadPinnedHotel=true®ionId=553248635975876159) [See all 1,009 properties in Philipstown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F04%2F2026&endDate=10%2F04%2F2026®ionId=553248635975876159) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### What to do in Philipstown ![Bear Mountain State Park+ BeaconTown 1-Day Tour From NY](https://mediaim.expedia.com/localexpert/50302489/1ceb0837-f410-471c-80a4-908b6cbc0dd2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bear Mountain State Park+ BeaconTown 1-Day Tour From NY CA $129 per adult [](https://expedia.ca/things-to-do/bear-mountain-state-park-beacontown-1-day-tour-from-ny.a50302489.activity-details) ![Guided Shared Group Forest Bathing Session in Serene Woodland Park](https://mediaim.expedia.com/localexpert/5053705/e781c661-edeb-43a2-8ac4-cfd24a635eb9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Guided Shared Group Forest Bathing Session in Serene Woodland Park CA $75 per adult [](https://expedia.ca/things-to-do/guided-shared-group-forest-bathing-session-in-serene-woodland-park.a5053705.activity-details) ![7 Hour Private Shopping Tour in Woodbury Common Premium Outlets](https://mediaim.expedia.com/localexpert/46892132/cdde0413-4011-4c4f-84f3-dd3c0fe6c3c3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax CA $1,070 per traveller [](https://expedia.ca/things-to-do/black-suv-7hs-staying-woodbury-outlets-up-to-6pax-free-tax.a46892132.activity-details) [See all activities in Philipstown](https://expedia.ca/things-to-do/search?rid=553248635975876159) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app