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.
Sound View Greenport

Sound View Greenport

4 out of 5
per person
Sep 21 - Sep 24
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.4/10 Very Good! (544 reviews)
Property, views, and interior design is beautiful. Staff was underwhelming. Front desk woman seemed like didnt want to be there. They have a beautiful lobby area with stunning views and a little cafe but you cant enjoy coffee or anything before 5pm which was odd and a waste of a beautiful space. So if its cloudy/cool and you want to sit and enjoy views with a coffee you cant. Bizarre. Also no room service. For the money the amenities were underwhelming.

Reviewed on Aug. 6, 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.8/10 Good! (1,511 reviews)
We loved the location. What we didn’t like was that there was no refrigerator or microwave in the room. There was also a fight in the room next door to ours and no one checked in to see if we were okay.

Reviewed on Aug. 5, 2025

Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (843 reviews)
Good location in the middle of Manhattan. Room was small than expected for 2 people but it was fine. Easy to walk to & from.

Reviewed on Aug. 6, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
per person
Oct 20 - Oct 23
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) 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

Empire Hotel

Empire Hotel

4 out of 5
Manhattan
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (5,769 reviews)
Decor too dark and dreary. Small. The pool is so small, cannot swim in it. Photos misleading. Room smells.

Reviewed on Aug. 6, 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
The price is CA $189 per night from Sep 4 to Sep 5
CA $189
CA $214 total
Sep 4 - Sep 5
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"The hotel is unique and provides so many amenities! First we were greeted by very friendly and helpful staff at check in! Our room was clean and the lodge has a beautiful common area and view. The zoo, museums and park area is amazing! So many trails to take all within the park. Can’t wait to come ..."

Reviewed on Aug. 2, 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 (1,990 reviews)
Nice last-minute booking
"It was your basic last minute motel booking nice enough to spend the night if you have to clean rooms despite the outside of appearance, but don’t make it your first pick restaurant closed bar closed, but on the high side pool is beautiful and open and open late."

Reviewed on Jul. 28, 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 $128 per night from Aug 10 to Aug 11
CA $128
CA $149 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Excellent hotel with quality accommodations! The bed was super comfortable and the room beautifully decored. We enjoyed our 2night stay."

Reviewed on Aug. 5, 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
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Frequently asked questions

How much does a Bear Mountain vacation package cost?
Offering great value package deals from CA $732 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.