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 Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
per person
Oct 20 - Oct 23
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,004 reviews)
One of the nicest stays we've stayed And we stay at least in 20-25 hotels a year

Reviewed on Jul. 18, 2025

Outsite Chelsea

Outsite Chelsea

2 out of 5
Manhattan
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (8 reviews)
The place and amenities were really nice. The only bad thing was the bathroom got nasty really quick so for me the shared bathrooms won’t work. But they do have private bathroom rooms. Other than the dirty bathrooms not getting cleaned enough everything was great, location and space.

Reviewed on Jun. 25, 2025

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,273 reviews)
Right across from the subway entrance, a Starbucks, and next to a Walgreens. Down the street, McD’s, Subway, Panda, CVS. Blocks away from Rockefeller Center. A block away from police and fire, felt safe the whole time. The property was modern and clean. We used the microwave in the lobby, our room had a fridge. Normal room size and not NY size, bed was comfortable and room was quiet! Definitely want to stay here again on the next trip.

Reviewed on Aug. 3, 2025

Empire Hotel

Empire Hotel

4 out of 5
Manhattan
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (5,769 reviews)
The room that I was given needed renovations, beds where hard, Air conditioner kept going out had to call maintenance several times, phone in room did not work.

Reviewed on Aug. 3, 2025

The George

The George

4 out of 5
per person
Oct 10 - Oct 15
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (398 reviews)
Property was very clean

Reviewed on Jul. 17, 2025

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Bear Mountain Hotel Deals

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from Aug 25 to Aug 26
CA $188
CA $213 total
Aug 25 - Aug 26
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Great price. Wonderful location. Will be back!"

Reviewed on Jul. 31, 2025

Overlook Lodge at Bear Mountain
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303, Orangeburg, NY
The price is CA $99 per night from Sep 2 to Sep 3
CA $99
CA $111 total
Sep 2 - Sep 3
includes taxes & fees
6/10 (1,982 reviews)
"Good"

Reviewed on Jul. 20, 2025

Armoni Inn & Suites
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 out of 5
3 Executive Blvd, Suffern, NY
Fully refundable
The price is CA $143 per night from Aug 10 to Aug 11
CA $143
CA $167 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Beautiful property."

Reviewed on Jul. 30, 2025

Crowne Plaza Suffern - Mahwah by IHG
See all 688 properties in Bear Mountain
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
Family Vacations

Frequently asked questions

How much does a Bear Mountain vacation package cost?
Offering great value package deals from CA $768 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.