Bear Mountain Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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, Bear Mountain State Park and Michie Stadium. 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.
Hotel Riu Plaza New York Times Square
Manhattan
Price was CA $1,480, price is now CA $919 per person
CA $919
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,790 reviews)
Our luggages were taken care off already while we were waiting in line for check in, staff consistently greeted guests, breakfast buffet was good value, and the buffet staff were efficient.
Reviewed on Feb 26, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was CA $1,527, price is now CA $945 per person
CA $945
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
The room size was excellent and very clean. The breakfast each day was great and well organised. Perfect location as Times Square is just around the corner. Would definitely stay here again.
Reviewed on Feb 25, 2026
The Fifth Avenue Hotel
Manhattan
Price was CA $3,660, price is now CA $2,274 per person
CA $2,274
per person
May 14 - May 17
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (159 reviews)
EVERYTHIING WAS 👌. 6 stars! Thank you Karla and the wonderful team.
Reviewed on Feb 21, 2026
JW Marriott Essex House New York
Manhattan
Price was CA $1,839, price is now CA $1,167 per person
CA $1,167
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,001 reviews)
Great location - expensive for your return.
Reviewed on Feb 16, 2026
Bear Mountain Hotel Deals
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Mar 4 to Mar 5
CA $135
CA $153 total
Mar 4 - Mar 5
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Excellent stay!
Reviewed on Feb 25, 2026
DoubleTree by Hilton Hotel Nanuet
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Mar 22 to Mar 23
CA $145
CA $169 total
Mar 22 - Mar 23
includes taxes & fees
9/10 Wonderful! (1,079 reviews)
We ordered from Expedia 2 nights, with breakfast
Reviewed on Feb 24, 2026
Sonesta Simply Suites Nanuet
20 Overlook Blvd Nanuet NY
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Mar 5 to Mar 6
CA $126
CA $146 total
Mar 5 - Mar 6
includes taxes & fees
8.4/10 Very Good! (1,108 reviews)
Everything was wonderful
Reviewed on Feb 24, 2026
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.
Explore a world of travel with Expedia
- 5 Star Hotels in Hudson River Valley
- Hotels near Bear Mountain State Park
- Apartments in Buchanan
- B&B in Buchanan
- Castles in Buchanan
- Cheap Hotels in Buchanan
- Hotels with a Pool in Buchanan
- Buchanan Hotels
- Lodges in Buchanan
- Farmstay in Fort Montgomery
- B&B in Fort Montgomery
- Castles in Fort Montgomery
- Beach Hotel Hotels in Fort Montgomery
- Cheap Hotels in Fort Montgomery
- Luxury Hotels in Fort Montgomery
- Mountain Hotels in Fort Montgomery
- Fort Montgomery Hotels
- Lodges in Fort Montgomery
- Hotels near Graymoor - The Holy Mountain
- B&B in Highland Falls
- Castles in Highland Falls
- Cheap Hotels in Highland Falls
- Hotels & Resorts for Couples in Highland Falls
- Honeymoon Resorts and in Highland Falls
- Mountain Hotels in Highland Falls
- Pet-Friendly Hotels in Highland Falls
- Highland Falls Hotels
- Lodges in Highland Falls
- B&B in Hudson River Valley
- Castles in Hudson River Valley
- Cheap Hotels in Hudson River Valley
- Luxury Hotels in Hudson River Valley
- Hudson River Valley Hotels
- Resorts in Hudson River Valley
- Treehouses in Hudson River Valley
- Manhattan Hotels
- Hotels near Michie Stadium
- Hotels near Monteverde at Oldstone
- New York Hotels
- Hotels near Paramount Hudson Valley Theater
- Boutique Hotels in Peekskill
- Business Hotels in Peekskill
- Cheap Hotels in Peekskill
- Hotels with Free Breakfast in Peekskill
- Hotels with Hot Tubs in Peekskill
- Hotels with smoking rooms in Peekskill
- Lgbt Friendly Hotels in Peekskill
- Luxury Hotels in Peekskill
- Mountain Hotels in Peekskill
- Pet-Friendly Hotels in Peekskill
- Spa Hotels in Peekskill
- Peekskill Hotels
- Lodges in Peekskill
- Hotels near Times Square
- Cheap Hotels in Tomkins Cove
- Luxury Hotels in Tomkins Cove
- Tomkins Cove Hotels
- Motels in Town of Highlands
- Hotels near United States Military Academy
- Cheap Hotels in Verplanck
- Verplanck Hotels
- Lodges in Verplanck
- Bannerman Castle
- Bear Mountain State Park
- Brewster Vacations
- Charles Point Pier Park
- Congers Vacations
- Cornwall Vacations
- Cronomer Hill Park
- Croton Landing Park
- Haas Audubon Sanctuary
- Hudson River Valley Vacations
- Ice Time Sports Complex
- Legoland® New York
- Lake Tiorati Beach
- Lyndhurst Mansion
- Michie Stadium
- Millwood Vacations
- Mount Peter Ski Area
- New City Vacations
- New Windsor Vacations
- New York Vacations
- Orange Lake Vacations
- Palaia Vineyards Winery
- Peekskill Vacations
- Sleepy Hollow Vacations
- Sterling Forest State Park
- Tarrytown Vacations
- Tuxedo Park Vacations
- Valhalla Vacations
- West Point Vacations
- Woodbury Common Premium Outlets
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
