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.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Save 100% on your flight
Price was £2,111, price is now £1,367 per person
£1,367
per person
10 Sept - 19 Sept
found 24 hours ago
Return flight included
Edinburgh (EDI) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (3,217 reviews)
All-around wonderful stay; excellent location, very accommodating staff. Many thanks!

Reviewed on 30 Jun 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was £6,142, price is now £3,255 per person
£3,255
per person
4 Sept - 11 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Nicely designed hotel with beautiful views. Staff was very nice but service was generally slow.

Reviewed on 28 Jun 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was £4,846, price is now £3,153 per person
£3,153
per person
4 Sept - 11 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to New York (JFK)
9.2/10 Wonderful! (681 reviews)
We celebrated our anniversary with an overnight stay at the Towers & given the cost, had high hopes. The room was spacious & clean with a nice view but the service was sub par. The receptionist was neither friendly nor welcoming when we arrived & a different receptionist ignored us at checkout. The little things matter. There are many luxury hotels in the city & we’ll be staying at another next time.

Reviewed on 25 Jun 2026

The Plaza, A Fairmont Hotel

The Plaza, A Fairmont Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was £5,865, price is now £3,829 per person
£3,829
per person
4 Sept - 11 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,004 reviews)
- Air conditioner in our room was not working. It worked on and off eventually. - Only received turn down service one night. - Door security inside the hotel was rude and wouldn’t let my wife in one afternoon and physically moved to block her…not good. - Trash in our hallway every day - Overall, it needs better management that cares

Reviewed on 29 Jun 2026

Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was £3,305, price is now £2,164 per person
£2,164
per person
24 Aug - 31 Aug
found 15 hours ago
Return flight included
Manchester (MAN) to New York (JFK)
8.4/10 Very good! (655 reviews)
The Soundview is one of my favorite hotels in greenport ( favorite) we had an amazing room I never wanted to leave!!

Reviewed on 20 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 £125 per night from 5 Jul to 6 Jul
£125
5 Jul - 6 Jul
includes taxes & fees
8.4/10 Very good! (1,010 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 5 Jul to 6 Jul
£72
5 Jul - 6 Jul
includes taxes & fees
6/10 (2,261 reviews)
"Good"

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 £1,367, 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.