Highland Falls Holidays from £1,247
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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.
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
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
FairBridge Inn & Suites at West Point
17 Main St Highland Falls NY
£167
18 Oct - 19 Oct
includes taxes & fees
West Point Motel
156 Main Street Highland Falls NY
Fully refundable
£93
14 Oct - 15 Oct
includes taxes & fees
8.6/10 Excellent! (742 reviews)
"Clean room, free parking space"
Reviewed on 30 Sept 2026
West Gate Inn Nyack
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
£88
12 Oct - 13 Oct
includes taxes & fees
7.4/10 Good! (1,458 reviews)
"The breakfast was excellent here! The room was clean and I felt safe there. I would stay here again. Also, the lady who checked me in was so friendly! I had a long day of driving and was tired, and she was such a friendly and warm person."
Reviewed on 30 Sept 2026
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.
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.
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.
* 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.
