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.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was €1,708, price is now €1,135 per person
€1,135
per person
3 Jan - 10 Jan
found 2 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (2,030 reviews)
The view isn't the best. It's nice but has a hig water tower right in front of the windows. Nothing you can do about it...

Reviewed on 27 Oct 2025

Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,185, price is now €1,395 per person
€1,395
per person
3 Dec - 8 Dec
found 9 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (813 reviews)
clean and size of the room.

Reviewed on 21 Oct 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was €1,994, price is now €1,293 per person
€1,293
per person
3 Jan - 10 Jan
found 2 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,359 reviews)
Riu Plaza Manhattan was the perfect location and exceeded expectations.. Room was very quiet,no street noise! Staff was very helpful. My fourth stay at this hotel,never disappoints.

Reviewed on 27 Oct 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was €1,956, price is now €1,277 per person
€1,277
per person
3 Jan - 10 Jan
found 2 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (2,748 reviews)
I had a pleasant stay

Reviewed on 27 Oct 2025

Millennium Premier New York Times Square

Millennium Premier New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,463, price is now €1,671 per person
€1,671
per person
3 Dec - 8 Dec
found 8 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
7.8/10 Good! (1,008 reviews)
Property is in a superb location. It is a little dated in places and we had issues with hot water but the staff are very friendly and you are on the doorstep of where it all happens!

Reviewed on 26 Oct 2025

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 State Park, Bear Mountain, NY
The price is €116 per night from 3 Nov to 4 Nov
€116
3 Nov - 4 Nov
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Was exactly as expected

Reviewed on 21 Oct 2025

Overlook Lodge at Bear Mountain
FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point

2 out of 5
17 Main St, Highland Falls, NY
The price is €126 per night from 29 Oct to 30 Oct
€126
29 Oct - 30 Oct
includes taxes & fees
6.2/10 (771 reviews)
The hotel was a bit run-down, but it was comfortable. The staff - both the evening guy and the morning guy - were LOVELY. For a short stay, it was more than adequate.

Reviewed on 20 Oct 2025

FairBridge Inn & Suites 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
6/10 (2,135 reviews)
It's the best in its class

Reviewed on 23 Oct 2025

Get rates
Armoni Inn & Suites
See all 867 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 €1,135. 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.