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
Bear Mountain
Top Town of Highlands Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
Manhattan
£1,624
per person
8 Nov - 13 Nov
found 1 day ago
Return flight included
Edinburgh (EDI) to New York (JFK)
9/10 Wonderful! (3,361 reviews)
Property was very clean and staff was very helpful. Location in Hell’s Kitchen was convenient to everything in Times Square. Free breakfast had numerous hot and cold options. Pay attention to the RIU location that you book because there are two properties in the area.
Reviewed on 30 Sept 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
55 Hessian Drive Bear Mountain NY
£95
1 Oct - 2 Oct
includes taxes & fees
8.4/10 Very good! (1,012 reviews)
"Friendly staff, quick check in, easy parking. Room was clean and comfortable. Easy access to Bear Mountain. Nice restaurant. No elevator in Overlook Lodge so a few trips required to bring luggage upstairs."
Reviewed on 30 Sept 2026
The Thayer Hotel at West Point
674 Thayer Road West Point NY
£194
25 Oct - 26 Oct
includes taxes & fees
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 Town of Highlands travel package cost?
Starting from as low as £1,247, 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.
West Point Museum
9.8/10 (25 reviews)
You can spend an afternoon exploring the galleries in West Point Museum in Highland Falls. Wander the riverfront or discover the area's mountain views.
West Point Golf Course
10.0/10 (1 review)
Enjoy a round of golf in West Point at West Point Golf Course. Wander the riverfront or discover the area's mountain views.
Christl Arena
8.0/10 (4 reviews)
Catch an event at Christl Arena during your trip to West Point. Amble around the area's riverfront or visit its cathedral.
Lichtenberg Tennis Center
Catch an event at Lichtenberg Tennis Center during your trip to West Point. Stroll along the riverfront or visit the cathedral while you're in the area.
Fort Putnam
You can find out about the history of West Point with a stop at Fort Putnam. Stroll along the riverfront or visit the cathedral while you're in the area.
Eisenhower Hall Theater
9.4/10 (6 reviews)
You can enjoy a show at Eisenhower Hall Theater on your trip to West Point. Wander the riverfront or discover the area's mountain views.
Fort Montgomery State Historic Site
You can find out about the history of Fort Montgomery with a stop at Fort Montgomery State Historic Site. Discover the mountain views while you're in the area.
What to do in Town of Highlands
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
£582
per traveller
* 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.
