Bear Mountain Vacation Packages
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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.
Modern Comfort in the Heart of NYC
Southeast Yonkers
CA $1,143
per person
Nov 11 - Nov 15
found 14 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to White Plains (HPN)
3.6/10 (4 reviews)
It took calling the booking website customer service to get in contact with the host. I end up getting a different property that the one I reserved but the new on was more bedrooms, at the end I work out but it took some long coy with the host.
Reviewed on Jun 29, 2026
Ready to book your vacation to Bear Mountain?
Bear Mountain Hotel Deals
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
CA $185
CA $228 total
Sep 21 - Sep 22
includes taxes & fees
Crowne Plaza Suffern - Mahwah by IHG
3 Executive Blvd Suffern NY
Fully refundable
CA $169
CA $197 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (1,033 reviews)
"People were standoffish the reception desk was good but, workers can put a smile kn their face"
Reviewed on Aug 26, 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.
What to do in Bear Mountain
Guided Shared Group Forest Bathing Session in Serene Woodland Park
CA $77
per adult
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
CA $1,095
per traveller
Frequently asked questions
How much does a Bear Mountain vacation package cost?
Offering great value package deals from CA $1,019 on Expedia, you'll be thrilled with how little a vacation to Bear Mountain costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Bear Mountain?
If you're hoping to score a cheap Bear Mountain vacation package, consider planning a trip in January, April and September. You'll usually find lower rates on flights and hotels during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Bear Mountain?
Generally, a handful of days is enough to tick off the main sights during your Bear Mountain vacation. But if you'd like to have time to kick back or take day trips, consider extending your trip.
How to find the best Bear Mountain package deals?
Use Expedia's handy filters to find some of the best Bear Mountain package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Bear Mountain package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Bear Mountain vacation as a package?
You can enjoy significant savings on your next Bear Mountain escape by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to browse the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Bear Mountain?
If you've got your Bear Mountain travel dates confirmed, book as early as you can to score some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Bear Mountain?
- Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Bear Mountain.
- Set a budget: Factor in costs such as flights, transportation and food when working out how much to set aside for your trip to Bear Mountain. Then, choose a hotel that suits your budget, whether that's an economical stay or a swankier getaway.
- Work out your trip length: Consider how long you'd like to spend discovering Bear Mountain. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
- Combine your accommodations and airfare: Once you've settled on your trip dates and duration, lock in the ideal Bear Mountain vacation package for you.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
