Title: Bear Mountain Vacation Packages & Trips 2025/2026 from CA $648 | Expedia.ca [Bear Mountain Travel Guide](https://expedia.ca/Bear-Mountain.dx183639)[Hotels in Bear Mountain](https://expedia.ca/Bear-Mountain-Hotels.d183639.Travel-Guide-Hotels)[Vacation Rentals in Bear Mountain](https://expedia.ca/Bear-Mountain-Vacation-Rentals.d183639.Travel-Guide-VacationRentals)[Flights to Bear Mountain](https://expedia.ca/Cheap-Flights-To-Bear-Mountain.d183639.Travel-Guide-Flights)[Things to do in Bear Mountain](https://expedia.ca/Things-To-Do-In-Bear-Mountain.d183639.Travel-Guide-Activities)[Bear Mountain Car Rentals](https://expedia.ca/Car-Rentals-In-Bear-Mountain.d183639.Car-Rental-Guide) ![](https://images.trvl-media.com/place/183639/985ee9c0-c331-4997-9abd-dfd80d6d3cf2.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Bear Mountain 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 Bear Mountain Vacation With everything planned before you head off, our Bear Mountain vacation packages mean you can concentrate on having a great time. Whether you're going to be based in the neighborhood of Montrose, which is great for walking, or another area, this exciting city promises a wealth of discoveries. If your trip to Bear Mountain includes some sightseeing, hit up famous attractions like [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). A couple of clicks is all it takes to craft a tailored Bear Mountain vacation on Expedia. ## Top Bear Mountain Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Millennium Hilton New York One UN Plaza](https://images.trvl-media.com/lodging/1000000/10000/1700/1639/ca159422_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Millennium Hilton New York One UN Plaza Manhattan CA $648 per person Jan 28 - Feb 1 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (NYC) 8.2/10 Very Good! (1,948 reviews) Rooms left much to be desired. Not a proper placement to room anyone considering rooms were being renovated above which directly affected the plumbing in our room. Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-28/2026-02-01/?FromAirport=YTO&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1639&paandie=true&dealMarker=lZp-S74AEpR9PreOTv5zaMFBIlY8WrbivQU0YT9QzfWVc5LXY44X9pSzbyJ0c5Ao) ![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Brooklyn Bridge CA $1,955 per person Jan 25 - Jan 30 found 13 hours ago Roundtrip flight included Toronto (YTO) to New York (NYC) 8.8/10 Excellent! (1,012 reviews) Overall, we loved everything about 1 hotel Brooklyn Bridge. It was a birthday gift trip for my husband, and he enjoyed every minute of our stay. Thank you and we will be back again! Definitely a 5 star hotel and will recommend to my friends. Reviewed on Nov 9, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-25/2026-01-30/?FromAirport=YTO&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15399642&paandie=true&dealMarker=hoMPBxtt3fOdPBTcbNc7rHGRh0oOGgJ97FECdDXIKi6gexnqyv1LTJ4DQmE9mX4Z) ![JW Marriott Essex House New York](https://images.trvl-media.com/lodging/1000000/540000/534200/534143/04695212_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### JW Marriott Essex House New York Manhattan CA $2,843 per person Jan 16 - Jan 20 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (NYC) 8.8/10 Excellent! (1,002 reviews) The price was most we ever paid for a room($907 night) We were there for the NYC Marathon and wanted to be in that area. We had a $25 day credit towards food and drinks, one morning we ate in restaurant and breakfast for 2 people was $104 before tip. They charge me $10 cup for coffee when it was complimentary in the lobby. We returned after long day and they did not leave washcloths, I went to front desk, she called housekeeping and said they would have them right up, 30 minutes later I called and they said they were on there way, after waiting I finally returned to front desk and told lady to tell me where to go and I would go get me some washcloths, she went herself and got some, when I returned to room my wife said housekeeping came but said they could only find one washcloth and brought it. $907 night, do your homework before you go. Reviewed on Nov 10, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-16/2026-01-20/?FromAirport=YTO&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=534143&paandie=true&dealMarker=JcsezJvJE_vgKWqUZq5V4ybsSiLPP20qeMVXNpVtore6VMf6FonLRjv3XRL7r2U-) ![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/d0a5c1e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Fifth Avenue Hotel Manhattan CA $1,938 per person Jan 16 - Jan 20 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.6/10 Exceptional! (151 reviews) A perfect place to stay!! Reviewed on Sep 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-16/2026-01-20/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96472655&paandie=true&dealMarker=WyYJzmyWvBVqFhIi-AWgQATk-Sfp9Vd_Vnr5YOGWO3L-RjW3JGl_WXFPq4w8WRaw) ![The Inn At Fox Hollow Hotel](https://images.trvl-media.com/lodging/1000000/880000/871900/871849/9f9215cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn At Fox Hollow Hotel CA $1,718 per person Dec 20 - Dec 27 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.2/10 Wonderful! (1,002 reviews) clean room, ample parking Reviewed on Nov 10, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-20/2025-12-27/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=871849&paandie=true&dealMarker=6QwFKm9-taLfkOA8T-o4V1_bsMYA8OkXsB4VxlK3HdH6Tbp2uHcRWEXdTn1GMqtz) ## Ready to book your vacation to Bear Mountain? Choose your dates ## Bear Mountain Hotel Deals ![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Overlook Lodge at Bear Mountain 55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY Fully refundableReserve now, pay when you stay CA $149 CA $169 total Nov 23 - Nov 24 includes taxes & fees 8.2/10 Very Good! (1,002 reviews) All good. 👍 Reviewed on Nov 3, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=3425772&PinnedHotelID=3425772&HadPinnedHotel=true®ionId=183639) ![Armoni Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/12100/12036/5f0c23aa_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Armoni Inn & Suites 329 Route 303, Orangeburg, NY Fully refundableReserve now, pay when you stay 6/10 (2,152 reviews) This is definitely my home away from home. The staff is helpful and friendly. The rooms are always clean and ready. Thank you Reviewed on Nov 5, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=25%2F11%2F2025&endDate=26%2F11%2F2025&selected=12036&PinnedHotelID=12036&HadPinnedHotel=true®ionId=183639) [](https://expedia.ca/Hotel-Search?startDate=25%2F11%2F2025&endDate=26%2F11%2F2025&selected=12036&PinnedHotelID=12036&HadPinnedHotel=true®ionId=183639) ![Sleepy Hollow Hotel](https://images.trvl-media.com/lodging/1000000/10000/4000/3956/ee0f5c7a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sleepy Hollow Hotel 455 S Broadway, Tarrytown, NY CA $186 CA $213 total Dec 2 - Dec 3 includes taxes & fees 6.6/10 (1,008 reviews) Yes the room was spotless and omg! yes staff was very courteous and helpful Reviewed on Nov 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F12%2F2025&endDate=03%2F12%2F2025&selected=3956&PinnedHotelID=3956&HadPinnedHotel=true®ionId=183639) [See all 697 properties in Bear Mountain](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F11%2F2025&endDate=13%2F11%2F2025®ionId=183639) 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 - 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[Flights from Verplanck](https://www.expedia.ca/lp/flights/3000449782/flights-from-verplanck) - [Flights from Highland Falls](https://www.expedia.ca/lp/flights/9540/flights-from-highland-falls) - [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) ### Packages - [Bannerman Castle](https://www.expedia.ca/Bannerman-Castle-New-York.d6203306.Vacation-Attraction) - [Bear Mountain State Park](https://www.expedia.ca/Bear-Mountain-State-Park-New-York.d6127050.Vacation-Attraction) - [Brewster Vacations](https://www.expedia.ca/Brewster.d183644.Destination-Travel-Guides) - [Charles Point Pier Park](https://www.expedia.ca/Charles-Point-Pier-Park-Peekskill.d553248621587293695.Vacation-Attraction) - [Congers Vacations](https://www.expedia.ca/Congers.d3000448249.Destination-Travel-Guides) - [Cornwall Vacations](https://www.expedia.ca/Cornwall.d6052301.Destination-Travel-Guides) - [Cronomer Hill Park](https://www.expedia.ca/Cronomer-Hill-Park-Newburgh.d6148025.Vacation-Attraction) - [Croton Landing Park](https://www.expedia.ca/Croton-Landing-Park-Croton-on-Hudson.d553248621587293679.Vacation-Attraction) - [Haas Audubon Sanctuary](https://www.expedia.ca/Haas-Audubon-Sanctuary-Mount-Kisco.d553248621558039724.Vacation-Attraction) - [Hudson River Valley Vacations](https://www.expedia.ca/Hudson-River-Valley.d3000419472.Destination-Travel-Guides) - [Ice Time Sports Complex](https://www.expedia.ca/Ice-Time-Sports-Complex-Newburgh.d6181843.Vacation-Attraction) - [Legoland® New York](https://www.expedia.ca/LEGOLAND-New-York-Goshen.d553248635997928006.Vacation-Attraction) - [Lake Tiorati Beach](https://www.expedia.ca/Lake-Tiorati-Beach-New-York.d553248621558786498.Vacation-Attraction) - [Lyndhurst Mansion](https://www.expedia.ca/Lyndhurst-Mansion-Tarrytown.d6093725.Vacation-Attraction) - [Michie Stadium](https://www.expedia.ca/Michie-Stadium-West-Point.d6093735.Vacation-Attraction) - [Millwood Vacations](https://www.expedia.ca/Millwood.d3000449093.Destination-Travel-Guides) - [Mount Peter Ski Area](https://www.expedia.ca/Mount-Peter-Ski-Area-Warwick.d553248621532664438.Vacation-Attraction) - [New City Vacations](https://www.expedia.ca/New-City.d183700.Destination-Travel-Guides) - [New Windsor Vacations](https://www.expedia.ca/New-Windsor.d10021.Destination-Travel-Guides) - [New York Vacations](https://www.expedia.ca/New-York.d178293.Destination-Travel-Guides) - [Orange Lake Vacations](https://www.expedia.ca/Orange-Lake.d3000008168.Destination-Travel-Guides) - [Palaia Vineyards Winery](https://www.expedia.ca/Palaia-Vineyards-Winery-Highland-Mills.d553248621532664457.Vacation-Attraction) - [Peekskill Vacations](https://www.expedia.ca/Peekskill.d183704.Destination-Travel-Guides) - [Sleepy Hollow Vacations](https://www.expedia.ca/Sleepy-Hollow.d6208414.Destination-Travel-Guides) - [Sterling Forest State Park](https://www.expedia.ca/Sterling-Forest-State-Park-New-York.d6093765.Vacation-Attraction) - [Tarrytown Vacations](https://www.expedia.ca/Tarrytown.d7243.Destination-Travel-Guides) - [Tuxedo Park Vacations](https://www.expedia.ca/Tuxedo-Park.d6171670.Destination-Travel-Guides) - [Valhalla Vacations](https://www.expedia.ca/Valhalla.d3000449748.Destination-Travel-Guides) - [West Point Vacations](https://www.expedia.ca/West-Point.d9700.Destination-Travel-Guides) - [Woodbury Common Premium Outlets](https://www.expedia.ca/Woodbury-Common-Premium-Outlets-Central-Valley.d6127054.Vacation-Attraction) ### Cars - [Car rental Peekskill](https://www.expedia.ca/Car-Rentals-In-Peekskill.d183704.Car-Rental-Guide) - [Dollar Rent A Car Rental Cars in Highland Falls](https://www.expedia.ca/Dollar-Rent-A-Car-Car-Rentals-In-Highland-Falls.d9540-c43.Car-Rental-Guide-Suppliers) ### Other - [Things to do in Tomkins Cove](https://www.expedia.ca/Things-To-Do-In-Tomkins-Cove.d3000449714.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)