Town of Highlands Holidays

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Top Flight + Hotel Deals in Town of Highlands

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

Hotel St. James

2.5 out of 5
Manhattan
Save 100% on your flight
Price was €1,397, price is now €912 per person
€912
per person
14 Apr - 19 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (6,546 reviews)
Great hotel, awesome staff. Bilingual staff.

Reviewed on 10 Feb 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was €3,358, price is now €1,909 per person
€1,909
per person
20 Apr - 30 Apr
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
NobleDEN has very clean rooms. The staff are also very friendly and accommodating. There are some nice amenities included in your stay including discounts at nearby establishments with your keycard! Cool and unexpected.

Reviewed on 10 Feb 2026

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was €3,539, price is now €2,077 per person
€2,077
per person
20 Apr - 30 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,723 reviews)
Clean rooms, friendly housekeeping and great room service! Would love to go back again!

Reviewed on 9 Feb 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,869, price is now €1,154 per person
€1,154
per person
14 Apr - 19 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,790 reviews)
Great hotel, our room was warm and clean. The staff were very helpful and friendly. It was quite busy considering it was January but they were very organised. The breakfast selection was wonderful. Would recommend this hotel.

Reviewed on 8 Feb 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,786, price is now €1,112 per person
€1,112
per person
14 Apr - 19 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
Yes amazing will recommend and do it all over again

Reviewed on 11 Feb 2026

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 €113 per night from 12 Feb to 13 Feb
€113
12 Feb - 13 Feb
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
yup

Reviewed on 25 Jan 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 €198 per night from 12 Feb to 13 Feb
€198
12 Feb - 13 Feb
includes taxes & fees
8.8/10 Excellent! (685 reviews)
Beautiful architecture, friendly and profesional staff. Great dinning at MacArthur’s Riverview. Convenient and accesible for those visiting USMA.

Reviewed on 6 Feb 2026

The Thayer Hotel at West Point
West Point Motel

West Point Motel

2.5 out of 5
156 Main Street Highland Falls NY
Fully refundable
The price is €95 per night from 24 Feb to 25 Feb
€95
24 Feb - 25 Feb
includes taxes & fees
8.4/10 Very Good! (672 reviews)
…

Reviewed on 2 Feb 2026

West Point Motel
See all 912 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.

Frequently asked questions

How much does a Town of Highlands holiday package cost?
We make it easy to travel somewhere new, with Town of Highlands packages starting from just €912. You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate getaway, why not add some tours and activities to your itinerary?
How do I get a cheap travel package to Town of Highlands?
Combine your hotels and flights, add on extras such as activities or a rental car, and save with a Town of Highlands holiday package. You won't just walk away with amazing discounts on your adventure — you'll have plenty of choice within your reach too. When you book through Expedia, you'll have your pick of over 550 air carriers and 1,000,000 properties globally. Your affordable holiday starts right here, right now!
Where should I stay in Town of Highlands?
Stay where the action is. Many people favor hotels around popular sights, such as United States Military Academy, Michie Stadium and West Point Museum.
What are the top hotels in Town of Highlands?
If it's your first time staying in Town of Highlands, make a reservation at Stay On Main St ~walk To Everything West Point Mountain Views or Updated Home With Patio Half Mile To West Point. Both offer comfortable beds and are popular options with many travellers.
How far in advance should I book my Town of Highlands holiday?
Savvy travellers book early. Airlines generally advertise flight tickets nearly 12 months in advance, and this is a fantastic opportunity to score some of the cheapest prices. Boss just told you to use up all your holiday days next week? No sweat. Expedia are never short on fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Town of Highlands travel package include?
Flights, rental cars and hotels — we've got them well covered. With Expedia, you can shape your Town of Highlands package just the way you want. All you have to do is determine exactly what you need. Once you've made your booking, you can add extras like experiences and activities. The more you bundle, the more you save!
What should I know before booking a Town of Highlands travel package?
So many places to visit, so many things to see. With a travel package, you'll be able to check more of them off your list. Bundle your hotels, flights and rental cars and get ready to save.
Can I choose my airline with a Town of Highlands Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Town of Highlands holiday package?
Plans can change unexpectedly, so yes, you can. You may be able to cancel or alter your Town of Highlands holiday package at no cost within 24 hours of booking. For older bookings, you can still make changes, but your car rental company, hotel or airline may impose a fee. Need more information? Visit our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.