Title: Highland Falls Vacation Packages & Trips 2026 from CA $1,051 | Expedia.ca [Hotels in Highland Falls](https://expedia.ca/Highland-Falls-Hotels.d9540.Travel-Guide-Hotels)[Vacation Rentals in Highland Falls](https://expedia.ca/Highland-Falls-Vacation-Rentals.d9540.Travel-Guide-VacationRentals)[Highland Falls Car Rentals](https://expedia.ca/Car-Rentals-In-Highland-Falls.d9540.Car-Rental-Guide) ![](https://images.trvl-media.com/place/9540/1a80d2d6-a654-47d6-9b04-cb28fa7e46d6.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Highland Falls Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## 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 Highland Falls Vacation Organizing your next big getaway is a cinch with a Highland Falls vacation package. The neighborhood of Montrose, which is great for walking, makes a good starting point to discover the marvels of this unique city. Want to get out and explore? [United States Military Academy](https://www.expedia.ca/United-States-Military-Academy-New-York.d6093733.Vacation-Attraction), [Bear Mountain State Park](https://www.expedia.ca/Bear-Mountain-State-Park-New-York.d6127050.Vacation-Attraction) and [Michie Stadium](https://www.expedia.ca/Michie-Stadium-West-Point.d6093735.Vacation-Attraction) are some of the top places to visit during a trip to Highland Falls. Stop dreaming and start doing. Check out the many options on Expedia today and finally put your Highland Falls vacation plans into motion! ## Top Highland Falls 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 $1,051 per person Apr 29 - May 3 found 1 day ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 2/10 (1 review) ![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 $3,976 per person Jun 11 - Jun 15 found 1 day ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 10/10 Exceptional! (1 review) Beautiful layout. Property had everything that was needed for an awesome stay. Reviewed on Feb 27, 2026 ![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 $1,821 per person May 15 - May 17 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (1,000 reviews) Excellent staff, clean room, fantastic onsite restaurants. Reviewed on Mar 10, 2026 ![Arthouse Hotel New York City](https://images.trvl-media.com/lodging/1000000/20000/12200/12117/0e6cbb94_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Arthouse Hotel New York City Manhattan CA $1,662 per person Jun 8 - Jun 14 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (1,843 reviews) Everything that I needed for my stay was met from the cleanliness and the staff that gave us a chauffeur ride to the airport. Not to mention the incredible coffee and bakery they have right in the hotel lobby! A true New York experience. Reviewed on Mar 24, 2026 ![The Ridge Hotel](https://images.trvl-media.com/lodging/2000000/1790000/1785000/1784927/28d93ae4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ridge Hotel Manhattan CA $1,367 per person Jun 8 - Jun 14 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Newark Liberty Intl. Airport (EWR) 8.2/10 Very Good! (1,032 reviews) Room small but clean. Staff were great, friendly and helpful. Reviewed on Mar 21, 2026 ## Ready to book your vacation to Highland Falls? Choose your dates ## Highland Falls Hotel Deals ![West Point Motel](https://images.trvl-media.com/lodging/5000000/4300000/4290600/4290545/0e4225ef_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### West Point Motel 156 Main Street Highland Falls NY Fully refundable CA $137 CA $155 total Apr 13 - Apr 14 includes taxes & fees 8.6/10 Excellent! (680 reviews) Clean but dated Reviewed on Mar 20, 2026 [](https://expedia.ca/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=4290545&PinnedHotelID=4290545&HadPinnedHotel=true®ionId=9540) ![FairBridge Inn & Suites at West Point](https://images.trvl-media.com/lodging/1000000/30000/26800/26729/2b8061bc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### FairBridge Inn & Suites at West Point 17 Main St Highland Falls NY Fully refundableReserve now, pay when you stay CA $117 CA $140 total Apr 1 - Apr 2 includes taxes & fees [](https://expedia.ca/Hotel-Search?startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&selected=26729&PinnedHotelID=26729&HadPinnedHotel=true®ionId=9540) ![DoubleTree by Hilton Hotel Nanuet](https://images.trvl-media.com/lodging/1000000/10000/800/736/c532560d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Hotel Nanuet 425 E Route 59 Nanuet NY Fully refundableReserve now, pay when you stay CA $151 CA $176 total Apr 23 - Apr 24 includes taxes & fees 9/10 Wonderful! (1,082 reviews) Everything was great. Customer service was genuine and welcoming!! Reviewed on Mar 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F04%2F2026&endDate=24%2F04%2F2026&selected=736&PinnedHotelID=736&HadPinnedHotel=true®ionId=9540) [See all 816 properties in Highland Falls](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F03%2F2026&endDate=26%2F03%2F2026®ionId=9540) 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) ## 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