Bear Mountain Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Bear Mountain

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is 3.999.622 ₫ per night from 4 Aug to 5 Aug
3.999.622 ₫
4.924.535 ₫ total
4 Aug - 5 Aug
includes taxes & fees
8.4/10 Very good! (1,007 reviews)
"Breakfast options were poor. Most Europeans would be dismayed faced with the dismal packaged items and pathetic looking baked goods. We stayed in Echo Lodge where all other occupants were part of a reunion group, so we didn’t feel comfortable using the common living room or porch. (Apparently, this ..."

Reviewed on 3 Aug 2026

Overlook Lodge at Bear Mountain
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
Get rates
Armoni Inn & Suites
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

3.5 out of 5
455 S Broadway Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is 3.293.771 ₫ per night from 2 Sept to 3 Sept
3.293.771 ₫
3.767.249 ₫ total
2 Sept - 3 Sept
includes taxes & fees
Sleepy Hollow Hotel, a Dolce by Wyndham
See all 766 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.

Frequently asked questions

How much does a Bear Mountain holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Bear Mountain costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Bear Mountain?
January, April and September are the best times to search for cheap Bear Mountain holiday packages. Choosing to travel in less busy months means you can generally find better prices on flights and hotels.
How many days is enough for Bear Mountain?
The ideal duration of your Bear Mountain holiday depends on what you'd like to do and see. Generally, a handful of days to a week will give you plenty of time to go to all the leading attractions and discover some hidden treasures along the way.
How to find the best Bear Mountain package deals?
Begin your search for a Bear Mountain package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Bear Mountain package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Bear Mountain adventure off to a flying start.
Is it cheaper to book a Bear Mountain holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Bear Mountain holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Bear Mountain?
Enjoy amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Bear Mountain break.
How to plan a trip to Bear Mountain?

  1. Choose your dates: The things you plan to do in Bear Mountain and your favourite season can help you decide when to get away.
  2. Budget wisely: In addition to the price of your accommodation, you'll need to factor in other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Bear Mountain.
  3. Decide how many days away: Start by compiling a list of the attractions and activities you want to get to in Bear Mountain. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your airfare and accommodation: Once you've settled on your travel dates and duration, book the right Bear Mountain holiday package for you.