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.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was €3,002, price is now €1,921 per person
€1,921
per person
26 Dec - 4 Jan
found 4 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
7.6/10 Good! (3,805 reviews)

The William Hotel Midtown, New York

The William Hotel Midtown, New York

3.5 out of 5
Manhattan
Price was €4,092, price is now €2,424 per person
€2,424
per person
26 Dec - 4 Jan
found 4 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.4/10 Exceptional! (275 reviews)

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Price was €4,367, price is now €2,682 per person
€2,682
per person
26 Dec - 4 Jan
found 4 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was €11,390, price is now €7,008 per person
€7,008
per person
26 Dec - 4 Jan
found 4 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on 6 Nov 2026

Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Price was €3,486, price is now €2,155 per person
€2,155
per person
26 Dec - 4 Jan
found 4 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
8.4/10 Very good! (1,813 reviews)

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 €124 per night from 29 Nov to 30 Nov
€124
29 Nov - 30 Nov
includes taxes & fees
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 refundable
The price is €249 per night from 16 Nov to 17 Nov
€249
16 Nov - 17 Nov
includes taxes & fees
The Thayer Hotel at West Point
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 €125 per night from 15 Nov to 16 Nov
€125
15 Nov - 16 Nov
includes taxes & fees
7.4/10 Good! (1,518 reviews)
"Stayed one night. The property was very conveniently located right by the highway. The front desk person was very friendly and helpful. The room was clean and quiet. Breakfast was included. It featured bacon and eggs, pancakes, French toast, coffee, a variety of juices, and bread for toast."

Reviewed on 14 Nov 2026

West Gate Inn Nyack
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 €1,921. 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.

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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.