Town of Highlands Holidays

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Your Town of Highlands Holiday

Reserve a holiday package to Town of Highlands and make travel planning a breeze. With the logistics organised before you depart, you can focus on enjoying every minute in this amazing destination. Begin your trip to Town of Highlands with some time exploring Bear Mountain visiting popular attractions like Michie Stadium and Lake Tiorati Beach. Highland Falls is another top city that lures travellers from all over. Dia Beacon and Michie Stadium are two of the leading places to see in this destination. From the moment you book your Town of Highlands holiday to when you get back home, Expedia has your back each step of the way.

Top destinations in Town of Highlands

George W. Perkins Memorial Drive with Hudson River and Bear Mountain Bridge, NY
FlightsFlightsHotelsHotels

Bear Mountain

Bear Mountain

Top Town of Highlands Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Saddle Brook by IHG

Crowne Plaza Saddle Brook by IHG

3.5 out of 5
Price was £1,486, price is now £780 per person
£780
per person
19 May - 22 May
found 7 hours ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,002 reviews)
2 weeks later they still have a hold on my card. Why??

Reviewed on 31 Mar 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was £3,526, price is now £1,382 per person
£1,382
per person
12 Jun - 16 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (2,221 reviews)
Aunque sólo estuvimos algunas horas en el Hotel, la atención y el confort fueron inmejorables.

Reviewed on 31 Mar 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was £6,442, price is now £3,872 per person
£3,872
per person
4 Jun - 11 Jun
found 1 day ago
Return direct flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,000 reviews)
Fantastic staycation! The spa was awesome and experience overall was solid. Would definitely stay here again!

Reviewed on 31 Mar 2026

WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Save 100% on your flight
Price was £2,205, price is now £1,369 per person
£1,369
per person
19 Jun - 26 Jun
found 9 hours ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,003 reviews)
The staff was very friendly and the amenities were fantastic.

Reviewed on 30 Mar 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was £3,110, price is now £1,938 per person
£1,938
per person
4 Jun - 11 Jun
found 1 day ago
Return direct flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,002 reviews)
Great location nice room and bar/restaurant

Reviewed on 28 Mar 2026

Town of Highlands Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)

Top hotels in Town of Highlands

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 £93 per night from 7 Apr to 8 Apr
£93
7 Apr - 8 Apr
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Bathroom toilet was not cleaned nor flushed. Someone had used it, not flushed. My 5 year old daughter went in as soon as we walked in the room and told us about it. I was offered to change rooms which meant I would have had to drive another mile back to the main lobby to get new card. I decided to ...

Reviewed on 1 Apr 2026

Overlook Lodge at Bear Mountain
The Thayer Hotel at West Point

The Thayer Hotel at West Point

3.5 out of 5
674 Thayer Road West Point NY
Fully refundableReserve now, pay when you stay
The price is £185 per night from 13 Apr to 14 Apr
£185
13 Apr - 14 Apr
includes taxes & fees
9/10 Wonderful! (698 reviews)
Great hotel. Highly recommend.

Reviewed on 1 Apr 2026

The Thayer Hotel at West Point
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
Fully refundableReserve now, pay when you stay
The price is £77 per night from 9 Apr to 10 Apr
£77
9 Apr - 10 Apr
includes taxes & fees
6/10 (2,174 reviews)
Stage was very polite and the room was well maintained

Reviewed on 1 Apr 2026

Armoni Inn & Suites
See all 939 properties in Town of Highlands
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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Town of Highlands travel package cost?
Starting from as low as £780, you can tailor your Town of Highlands travel package. Simply bundle flights, hotels and car rentals and be rewarded with discounts.
If I'm not able to travel, can I cancel my Town of Highlands travel package?
Because we know life is full of surprises, the answer is yes. For further details, head to our Customer Service Portal. But generally speaking, if you've booked your Town of Highlands travel package in the last 24 hours, you may be able to change or cancel it for no charge. Your hotel, airline or car rental company may impose a fee if your booking is older than that.
How do I get a cheap travel package to Town of Highlands?
One word: bundle. Flights, rental cars and hotels — combine whatever you need into a Town of Highlands holiday package and save. Score even more bargains when you include extras such as experiences or tours to your booking. But that's not the only good part. You have the freedom to put together your holiday your own way. We offer more than 550 airlines and 1,000,000 properties all over the world, so that everyone has a chance to travel and live out those holiday fantasies.
Does Expedia offer Book Now, Pay Later Town of Highlands holidays?
Good news! We do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in instalments. Simply select the payment plan that works for you during the checkout process and take the stress out of budgeting for your trip. Remember to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your travel buck. Check out our flexible payment options below:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's manageable monthly instalment plans. If paying bite-sized amounts each month sounds right for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your trip in multiple transactions.
  • Low deposit holidays: Pressing the "book now" button is much easier with this option. Put down a small deposit on your booking and then get on your way.

Where should I stay in Town of Highlands?
It makes sense to stay near the action. Many visitors book hotels around popular attractions, such as United States Military Academy, West Point Museum and Michie Stadium.
What are the top hotels in Town of Highlands?
Book a room at Super 8 by Wyndham Newburgh/West Point Near Stewart Airport. It's one of this neighbourhood's most in-demand properties. Another top option in Town of Highlands is Hampton Inn Harriman Woodbury.
How far in advance should I book my Town of Highlands holiday?
You'll be rewarded with the widest variety and the lowest prices by booking your adventure to Town of Highlands nice and early. Airlines usually sell flight tickets around 12 months in advance, so start your planning as soon as you can. That being said, Expedia is committed to giving you the best deals around, so it's always a good time to book your dream holiday!
What does an Expedia Town of Highlands travel package include?
You can choose from a combination of rental cars, hotels and flights. Once you've made your booking, you can also add on tours and experiences. Want to pick your fare class? That's easy to do too. The choice is yours when it comes to putting together your perfect Town of Highlands getaway.
What should I know before booking a Town of Highlands travel package?
When you book your hotels, flights and car rentals together, you'll nab incredible discounts. Whether you're organising a beach break in a villa or prefer to stay in a convenient hotel in the city, Expedia can make it happen for less.
Can I choose my airline with a Town of Highlands Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our packages give you the flexibility to pick from available flights, hotels and activities that suit you.

* 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.