Bear Mountain Holidays from £1,006
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Your Bear Mountain Holiday
With everything planned before you head off, our Bear Mountain holiday packages mean you can concentrate on having a great time. Whether you're going to be based in the neighbourhood 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 holiday on Expedia.
Top Bear Mountain Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
33 Hotel, New York City, Seaport
Manhattan
£1,570
per person
19 Sept - 26 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (1,005 reviews)
When checking in the front desk informed me that I had $42 to spend in room order including patronage at the restaurant on site. They did not mention that the spend doesn’t include or cannot apply to gratuity. I spent $40 on the entire bill at the restaurant and the hotel only took off the portion without the gratuity. The toilet was not flushing well and toward the end of my stay the water never stopped running so I had to call the front desk at 10pm. The elevator was not working but the technician appeared to not communicate to hotel guests by just standing there. I had to carry 3 bags and took a few steps down to another elevator.
Reviewed on 11 Aug 2026
Bear Mountain Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Westchester County Airport (HPN) |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Eisenhower Hall Theatre, Michie Stadium and West Point Museum |
Top hotels in Bear Mountain
Crowne Plaza Suffern - Mahwah by IHG
3 Executive Blvd Suffern NY
Fully refundable
£105
23 Aug - 24 Aug
includes taxes & fees
9/10 Wonderful! (1,018 reviews)
"Great stop, very good restaurant and comfortable rooms, pet friendly to"
Reviewed on 15 Aug 2026
Sleepy Hollow Hotel, a Dolce by Wyndham
455 S Broadway Tarrytown NY
Fully refundableReserve now, pay when you stay
£127
19 Aug - 20 Aug
includes taxes & fees
7/10 Good! (1,002 reviews)
"I swear there was absolutely no soundproofing at all in my room. I heard screaming and shouting from the pool, the hallway, a phone ringing in another room...it was awful. It was after midnight before it was quiet enough to try to get to sleep. The restaurant was ridiculously overpriced. The only ..."
Reviewed on 15 Aug 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
£41
per adult
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
£585
per traveller
Frequently asked questions
Why should I book my Bear Mountain holiday with Expedia?
Choose Expedia to arrange your next escape easily and all in one convenient place. Our top tip for bagging a great deal on a Bear Mountain retreat? Bundle your flights, hotel and/or hire car into a package holiday. Then throw in a few exciting tours and activities. Many bookings also come with flexible cancellation policies, so there's no need to worry if you have to change your travel plans. Round-the-clock assistance with making tweaks to your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Bear Mountain?
If you love the excitement that comes with peak season, visit Bear Mountain in March, June and August. Travelling during the quieter months of January, September and October will help you avoid the crowds. With daytime average temperatures of -1ºC, January is the coolest period in Bear Mountain. The warmest month is July, when you can expect average temperatures of 23ºC throughout the day. Whatever the temperature, you'll discover plenty of things to keep you entertained here.
What is the top hotel for my holiday in Bear Mountain?
Thayer Hotel sets the scene for an exciting escape in Bear Mountain, offering all the conveniences you need and more.
How do I get a cheap holiday to Bear Mountain?
Booking a Bear Mountain holiday with Expedia is a great way to save. We offer more than 400 partner airlines and 321,000 hotels spread across the globe. With such a fabulous range to pick from, you'll have no hassles putting together your perfect holiday. Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Bear Mountain holiday?
There are lots of places to visit while enjoying your holiday in Bear Mountain. Michie Stadium, West Point Museum, Christl Arena and Eisenhower Hall Theatre are among this city's best attractions.
What is the best area to stay in when on holiday in Bear Mountain?
If you plan to check out Bear Mountain State Park, save yourself the hassle of commuting and book a stay close by. It's one of the best attractions in Bear Mountain.
Do I need a visa for my Bear Mountain holiday?
Official government websites will have all the information you need on visa requirements, application procedures and any supporting documentation. Your nationality and reason for travelling, whether it be for tourism or business, will determine if you'll need a visa for Bear Mountain. Also make sure your passport is up to date and has a minimum of six months validity remaining beyond the date of your intended return. Finalise all your travel planning well ahead of time to avoid any last-minute surprises.
What should I wear on my Bear Mountain holiday?
Consider the types of things you'll be doing during your holiday in Bear Mountain and create a travel wardrobe that can be mixed and matched. For fashion inspiration or information on any dress codes, browse style blogs or relevant social media accounts. Pack appropriately by checking the forecast in Bear Mountain. July brings the warmest temperatures, with daytime averages of 23ºC, while January days average -1ºC, making it the coolest month.
What does an Expedia Bear Mountain holiday include?
It comes down to what sort of trip you're planning. Bear Mountain holiday deals can include car hires, hotels and flights. You can mix and match to find the travel package that suits your needs. You can also add on activities and experiences after you've booked to get even bigger discounts. You'll have the freedom to customise your escape, including which place to stay. Hotels are the most popular property type in Bear Mountain, but you'll also find loads of other options on Expedia.
Does Expedia offer Book Now, Pay Later Bear Mountain holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has devised a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book an incredible getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Consider one of these flexible payment options:
- Pay monthly holidays: If paying across multiple transactions works for you, Klarna can help. Paying in easy monthly instalments will make that dream holiday possible.
- No-deposit holidays: If not paying upfront for your trip makes hitting that "book now" button more stress-free, consider a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!
Can I choose my airline with a Bear Mountain Expedia holiday?
With a holiday package, you're in charge. Whether you're looking to fly to Bear Mountain in economy or business class, simply select from the available airline options. Expedia has access to over 400 partner airlines across the world.
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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. Flight-inclusive packages are ATOL protected.
