Title: Bear Mountain Vacation Packages & Trips 2025/2026 from CA $600 | 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 $600 per person Feb 13 - Feb 16 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (NYC) 16.4/10 Exceptional! (1,951 reviews) One of my favorite places to stay at actually. Thanms Reviewed on Nov 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-13/2026-02-16/?FromAirport=YHM&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1639&paandie=true&dealMarker=RD1r9_xB6uiwgqDRkIen2wNbroVPmssj6t7aTixwJrhkVCDNNv0rumSO5Dd3PDQk) ![Margaritaville Resort Times Square](https://images.trvl-media.com/lodging/67000000/66530000/66525900/66525849/a08f45bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Margaritaville Resort Times Square Manhattan CA $2,156 per person Dec 27 - Jan 1 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (NYC) 18.4/10 Exceptional! (3,941 reviews) fun atmosphere, great locations, several bars and places to eat in the hotel, nice pool area. Reviewed on Nov 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-01/?FromAirport=YHM&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=66525849&paandie=true&dealMarker=EpTXtkNf5KwK0GUNpIcttt4LSuzi61Eskzjl07JggVcbM63IakIs_-mZsqK9aIV_) ![Radio Hotel](https://images.trvl-media.com/lodging/74000000/73540000/73530400/73530346/e6a69d63_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Radio Hotel Manhattan CA $1,314 per person Dec 28 - Jan 3 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to New York (NYC) 17.2/10 Exceptional! (2,613 reviews) I’m honestly tempted to gatekeep this place because it’s such a gem. I was pleasantly surprised by how much I enjoyed my stay. The room was clean, spacious by NYC standards, and had a nice mid-to-modern vibe. The staff was great — attentive, kind, and fast. I requested room service and it happened quickly, and when I realized I was missing something from the room, they brought it right up with no issues. The on-property restaurant was amazing (truly delicious), and the front-of-house team was warm and on point the whole time. Overall, I don’t have a single complaint. they are doing an incredible job with customer service. Kudos to the entire team. Reviewed on Nov 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-03/?FromAirport=YTO&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=73530346&paandie=true&dealMarker=0mNqpxMLyEqw2NrE8fkPchAAobYwCXlj6WFGM3UTzEP0BDFaWtyZ7pL2BcTZwJWp) ![INNSiDE by Meliá New York Nomad](https://images.trvl-media.com/lodging/13000000/12630000/12628000/12627948/24f1e817_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### INNSiDE by Meliá New York Nomad Manhattan CA $1,345 per person Dec 21 - Dec 26 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (NYC) 18.4/10 Exceptional! (2,008 reviews) Had a very nice view. Hotel very central and calm Reviewed on Nov 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-21/2025-12-26/?FromAirport=YHM&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12627948&paandie=true&dealMarker=EpTXtkNf5KwK0GUNpIcttmsLSvBsvrATy7lfVntqKnKhZx2iyTMha2f_diI7efiG) ![Kimpton Theta New York - Times Square by IHG](https://images.trvl-media.com/lodging/1000000/20000/16000/15987/c970356b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Theta New York - Times Square by IHG Manhattan CA $1,715 per person Dec 30 - Jan 4 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (NYC) 17.6/10 Exceptional! (1,265 reviews) Room was fine. The wall decor was a bit strange and the bed was pretty hard. The staff was decently pleasant and helpful and the blow dryer was way better than the small ones some hotels leave ya. No major complaints. Reviewed on Nov 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-30/2026-01-04/?FromAirport=YTO&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15987&paandie=true&dealMarker=DIiod8PsM7LKk0CAC5KnoTRb66jjQgCwaHB_ReFE_52SkicE3WExM001dA5J6LZM) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=PKG_BF_PROMO_183639) ## 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 NY Fully refundableReserve now, pay when you stay CA $145 CA $165 total Nov 24 - Nov 25 includes taxes & fees 8.2/10 Very Good! (1,009 reviews) Great experience highly recommend. Reviewed on Nov 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=24%2F11%2F2025&endDate=25%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 (2,164 reviews) Outside pool went for swim - very nice time Reviewed on Nov 17, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=04%2F12%2F2025&endDate=05%2F12%2F2025&selected=12036&PinnedHotelID=12036&HadPinnedHotel=true®ionId=183639) [](https://expedia.ca/Hotel-Search?startDate=04%2F12%2F2025&endDate=05%2F12%2F2025&selected=12036&PinnedHotelID=12036&HadPinnedHotel=true®ionId=183639) ![West Gate Inn Nyack](https://images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/393dcf26_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### West Gate Inn Nyack 26 Route 59 Nyack NY Fully refundableReserve now, pay when you stay CA $127 CA $146 total Dec 21 - Dec 22 includes taxes & fees 7.2/10 Good! (1,157 reviews) It's a good choice for a reasonable price Reviewed on Nov 17, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F12%2F2025&endDate=22%2F12%2F2025&selected=5843352&PinnedHotelID=5843352&HadPinnedHotel=true®ionId=183639) [See all 696 properties in Bear Mountain](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=21%2F11%2F2025&endDate=22%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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