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

A wooden bridge over a river, surrounded by autumn-colored trees and a hill in the background.
FlightsFlightsHotelsHotels

Bear Mountain

Bear Mountain

Top Town of Highlands Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Price was £2,286, price is now £1,061 per person
£1,061
per person
3 Aug - 6 Aug
found 5 hours ago
Return flight included
London (LHR) to New York (JFK)
8.4/10 Very good! (1,713 reviews)
the concierge were nice enough to switch me rooms since i was not satisfied.

Reviewed on 29 Jun 2026

The Sohotel

The Sohotel

4 out of 5
Manhattan
Price was £2,403, price is now £1,137 per person
£1,137
per person
16 Aug - 19 Aug
found 5 hours ago
Return flight included
London (LHR) to New York (JFK)
8.4/10 Very good! (1,000 reviews)
Room was super cute but warning no elevator so your suitcase has to go up multiple flights. They do have a porter who will help carry your bag up.

Reviewed on 30 Jun 2026

Sanctuary Hotel New York

Sanctuary Hotel New York

4.5 out of 5
Manhattan
Price was £2,262, price is now £1,079 per person
£1,079
per person
3 Aug - 6 Aug
found 5 hours ago
Return flight included
London (LHR) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
The front desk customer service was awesome, great information and tips for daily activities.

Reviewed on 28 Jun 2026

The Marmara Park Avenue

The Marmara Park Avenue

5 out of 5
Manhattan
Price was £2,619, price is now £1,292 per person
£1,292
per person
19 Aug - 22 Aug
found 5 hours ago
Return flight included
London (LHR) to New York (JFK)
8.6/10 Excellent! (1,002 reviews)
good location and good staff

Reviewed on 1 Jul 2026

Hotel Boutique at Grand Central

Hotel Boutique at Grand Central

4 out of 5
Manhattan
Price was £2,329, price is now £1,154 per person
£1,154
per person
3 Aug - 6 Aug
found 5 hours ago
Return flight included
London (LHR) to New York (JFK)
9/10 Wonderful! (1,346 reviews)
The room was tiny but considering that it is located in New York city it is okay. Great amenities and great location. I was traveling alone it is great for business trip as the top floor has comfy seating area to work and coffee

Reviewed on 27 Jun 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 £127 per night from 9 Jul to 10 Jul
£127
9 Jul - 10 Jul
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Temperature is controlled by a thermostat in the hallway of all the rooms. Bed was very uncomfortable. Beautiful and quiet on the positive side."

Reviewed on 1 Jul 2026

Overlook Lodge at Bear Mountain
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 £72 per night from 9 Jul to 10 Jul
£72
9 Jul - 10 Jul
includes taxes & fees
6/10 (2,264 reviews)
"La propiedad estaba completamente sucia. Terrible el estado de todo: paredes, colchones (sucios), cortinas, cerraduras. Había basura por todo el hotel. Parece una casa fantasma."

Reviewed on 1 Jul 2026

Armoni Inn & Suites
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
The price is £79 per night from 8 Jul to 9 Jul
£79
8 Jul - 9 Jul
includes taxes & fees
7.2/10 Good! (1,352 reviews)
"Great location right off the exit, older hotel, older furniture. Rug was new. Check in was fast, professional. They told me what I needed to know, where to park, wifi, breakfast pass. Breakfast is hot! Room was clean, bed was comfortable. Everything worked. AC was QUIET. 😊 Shower head was awesome. ..."

Reviewed on 29 Jun 2026

West Gate Inn Nyack
See all 952 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 £1,061, 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.

Stay near popular Town of Highlands attractions

Michie Stadium

9.2/10 (10 reviews)
Catch an event at Michie Stadium during your trip to West Point. Stroll along the riverfront or attend a sporting event in the area.
See properties

What to do in Town of Highlands

Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

£41
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
7 Hour Private Shopping Tour in Woodbury Common Premium Outlets

Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax

£580
per traveller
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
See all activities in Town of Highlands

* 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.