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.
The Wall Street Inn
Manhattan
CA $1,171
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,005 reviews)
Beautiful hotel, very clean room, great location. By having hotel with validated receipt (saved us $20 overnight), the valet parking garage across the street was quite convenient.
However, upon check-in on Saturday 5p, there was an Octoberfest a half-block away and everyone was heavily drinking with lots of DJ music and drunken noise. We asked the front desk about it at check-in but they said it would be quiet by 11:30pm and dismissed our concern. Even with the windows closed on our corner room, the decibel level was too high and lasted till 2:40am! Other guests we spoke to in different parts of the hotel had the same complaint. Hotel should provide earplugs upon arrival, like we received in a Newport, RI hotel in 2022.
Reviewed on Oct 12, 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 $123
CA $146 total
Nov 10 - Nov 11
includes taxes & fees
West Gate Inn Nyack
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
CA $135
CA $155 total
Nov 9 - Nov 10
includes taxes & fees
7.4/10 Good! (1,475 reviews)
"It's a dated hotel so don't expect nothing great. It's a place to rest your head for a nite or 2. Free basic breakfast included. Staff was all very nice and they make the most out of an older property. If you ask would I stay again for the price they charged, that is a definite NO!"
Reviewed on Oct 12, 2026
Sleepy Hollow Hotel, a Dolce by Wyndham
455 S Broadway Tarrytown NY
Fully refundableReserve now, pay when you stay
CA $202
CA $231 total
Oct 29 - Oct 30
includes taxes & fees
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
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
CA $1,091
per traveller
Frequently asked questions
How much does a Bear Mountain vacation package cost?
Offering great value package deals from CA $1,171 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.
