Highland Falls Holidays from £996

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Your Highland Falls Holiday

Organising your next big getaway is a cinch with a Highland Falls holiday package. The neighbourhood of Montrose, which is great for walking, makes a good starting point to discover the marvels of this unique city. Want to get out and explore? United States Military Academy, Bear Mountain State Park and Michie Stadium are some of the top places to visit during a trip to Highland Falls. Stop dreaming and start doing. Check out the many options on Expedia today and finally put your Highland Falls holiday plans into motion!

Top Highland Falls Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Shoreham

The Shoreham

4 out of 5
Manhattan
Price was £2,163, price is now £996 per person
£996
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
7.6/10 Good! (1,505 reviews)
I was really impressed when I walked into my room, very spacious and with a seating area separate from the bedroom. My room facing 55th Street, extremely quite through the night but there were loud men outside my windows picking up the garbage or some kind of work, laughing out loud, obnoxious jokes. Then early in the morning around 8am whoever were the guests across from my room. A family with children decided to improvise the hallway as their own playground and the parents did nothing to stop them running back n forth, yelling as if they owned the hotel!! After that family moment in front of my door, I could not go back to sleep. Next time I book with Shoreham I wanna make sure that no children are anywhere near my room. This was the one negative about my stay at this hotel, everything else was outstanding. I will return to stay with them again, my new favorite hotel.

Reviewed on 2 Jul 2026

Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Price was £2,286, price is now £1,061 per person
£1,061
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
8.4/10 Very good! (1,713 reviews)
Clean but noisy

Reviewed on 2 Jul 2026

Hotel 57

Hotel 57

4 out of 5
Manhattan
Price was £2,259, price is now £1,054 per person
£1,054
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
8.2/10 Very good! (942 reviews)
Terrific location esp for hopping on the subway to get around. Was a really nice walk later at night after a loud evening with friends. Would def stay again.

Reviewed on 2 Jul 2026

YOTEL New York Times Square

YOTEL New York Times Square

4 out of 5
Manhattan
Price was £2,222, price is now £1,045 per person
£1,045
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
7.8/10 Good! (2,859 reviews)
Cozy, efficient, clean space, staff was exceptionally courteous and helpful

Reviewed on 2 Jul 2026

The Sohotel

The Sohotel

4 out of 5
Manhattan
Price was £2,403, price is now £1,137 per person
£1,137
per person
16 Aug - 19 Aug
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
8.4/10 Very good! (1,000 reviews)
Room was super cute but warning no elevator so your suitcase has to go up multiple flights. They do have a porter who will help carry your bag up.

Reviewed on 30 Jun 2026

Highland Falls Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
3,800
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Eisenhower Hall Theatre, Michie Stadium and West Point Museum

Top hotels in Highland Falls

West Point Motel

West Point Motel

2.5 out of 5
156 Main Street Highland Falls NY
Fully refundable
The price is £111 per night from 16 Jul to 17 Jul
£111
16 Jul - 17 Jul
includes taxes & fees
8.6/10 Excellent! (717 reviews)
"Great dtay"

Reviewed on 27 Jun 2026

West Point Motel
FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point

2 out of 5
17 Main St Highland Falls NY
Fully refundableReserve now, pay when you stay
The price is £140 per night from 9 Jul to 10 Jul
£140
9 Jul - 10 Jul
includes taxes & fees
6.2/10 (827 reviews)
"The room is in ok cleaness. There are bugs and spiders in the room. Bed sheet has a dirt. Water come leak from the next room to the floor. It is liveable but not great"

Reviewed on 29 Jun 2026

FairBridge Inn & Suites at West Point
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4 out of 5
400 High Avenue Nyack NY
Fully refundableReserve now, pay when you stay
The price is £126 per night from 12 Jul to 13 Jul
£126
12 Jul - 13 Jul
includes taxes & fees
8.6/10 Excellent! (1,166 reviews)
"Very good! :) :) :) Clean room, Staff, Breakfast, Bar"

Reviewed on 2 Jul 2026

Hotel Nyack, a JdV by Hyatt Hotel
See all 844 properties in Highland Falls
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

Stay near popular Highland Falls attractions

West Point Museum

9.8/10 (25 reviews)
America's oldest federal museum showcases military artefacts from the Revolutionary War to modern times. Explore weapons, uniforms, and equipment while learning about the nation's military heritage at this free treasure.
See properties

Frequently asked questions

Why should I book my Highland Falls holiday with Expedia?
With exceptional-value flights, accommodation and car hire choices all in one convenient place, Expedia makes planning your Highland Falls adventure easy. Plus, we can help you bundle your bookings into a package holiday so you can get even more savings. Pick from fantastic escapes, add your flights and/or a hire car (and maybe also some exciting activities!) and score unbeatable prices. Need to change plans? Expedia offers a flexible cancellation policy for many bookings. To learn more, check out our Customer Service Portal link.
When is the best time of year to holiday in Highland Falls?
June, July and August are the busiest months in Highland Falls, while February, October and December are generally quieter. Plan your escape to Highland Falls according to what type of adventure you want. January is the coolest time of year, when daytime temperatures average -2ºC. In July, the warmest period, expect temperatures of around 23ºC during the day.
What is the top hotel for my holiday in Highland Falls?
Unwind in Highland Falls by choosing Thayer Hotel as your gateway to adventure and fun.
How do I get a cheap holiday to Highland Falls?
Booking a hotel and flight together with Expedia won't just save precious time — it'll save you a nice amount too. A Highland Falls holiday makes it easy to organise your dream adventure. With more than 400 airlines worldwide to select from, finding flights that suit your busy schedule won't be a challenge. On top of that, we have over 321,000 properties globally to select from. Now that's choice! No matter who you are, Expedia puts more of the world within your reach. Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Highland Falls holiday?
There are so many places to visit while on your holiday in Highland Falls. Michie Stadium, West Point Museum, Christl Arena and Eisenhower Hall Theatre are among this destination's leading attractions.
What is the best area to stay in when on holiday in Highland Falls?
Highland Falls has plenty of fascinating places to see, including West Point Museum. Book accommodation near this attraction and make sightseeing a breeze.
Do I need a visa for my Highland Falls holiday?
Official government websites have all the information you need on visa requirements, application procedures and any supporting documentation. Your nationality and reason for your visit, whether it be for holidays or business, will determine if you need a visa for Highland Falls. Also check that your passport is up to date and has at least six months validity remaining after your intended return date. Do all your travel planning well in advance to avoid any last-minute surprises.
What should I wear on my Highland Falls holiday?
First, consider the type of activities planned during your trip to Highland Falls and create a travel wardrobe that you can mix and match. For fashion inspiration or even information on dress codes, look up style blogs or social media accounts. Check the local weather forecast so you can pack appropriately. The warmest time of year in Highland Falls is July, with average daytime temperatures of 23ºC. If you're holidaying in the coolest month of January, the mercury averages -2ºC during the day.
What does an Expedia Highland Falls holiday include?
Hotels, flights and a cool car for your road trip adventures. Simply pick and choose your favourite bundle and gain access to great discounts. Once you've made your booking, add on a couple of tours and activities and watch your savings grow. When it comes to planning your Highland Falls trip, you're the one in control! Expedia features different types of properties, with the most popular in Highland Falls including private holiday homes and apartments. With Expedia, you'll always enjoy the freedom and flexibility to tailor-make your holiday any way you like.
Does Expedia offer Book Now, Pay Later Highland Falls holidays?
Expedia has partnered with online lender Klarna to make booking your next break easier on your budget. Paying in instalments means you can spread the costs of your next adventure, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find something that falls within your budget. Consider these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month works for you, Klarna can help. Paying in convenient monthly instalments will make that dream holiday possible.
  • No-deposit holidays: Pressing the "book now" button is much easier with this payment option. With no deposit required for your escape, you can Book Now, Pay Later and start working on your travel itinerary.

Can I choose my airline with a Highland Falls Expedia holiday?
Yes — that's one of the best things about an Expedia holiday package. You get to decide. We have more than 400 airline partners throughout the world, so you have loads of choice when putting together your Highland Falls adventure.

Explore a world of travel with Expedia

* 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.