Town of Highlands Vacations & Trips from ￥273,236

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    Save up to ￥45,448 when you book a flight and hotel together*

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The Latest Town of Highlands Vacation Packages

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

Hotel Hendricks

4 out of 5
Manhattan
Price was ￥408,751, price is now ￥273,236 per person
￥273,236
per person
Feb 5 - Feb 14
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (NYC)
17.2/10 Exceptional! (1,728 reviews)
The staff was wonderful and very attentive. The location is perfect—close to great restaurants, shopping, and everything you might need. The hotel was clean and overall comfortable. However, the room felt too dark and could really benefit from better lighting. There were also no full-length mirrors, only a small bathroom mirror, which made it difficult to get ready and check full outfits. Overall, a good stay, but improving the room’s illumination and adding proper mirrors would make the experience much better.

Reviewed on Nov 22, 2025

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥926,365, price is now ￥541,368 per person
￥541,368
per person
Feb 12 - Feb 17
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (NYC)
18/10 Exceptional! (1,002 reviews)
Every time we travel to NYC we stay here. Staff and location are perfect. Everything is walkable and safe. Lobby bar is a hoot and the breakfast is excellent. Rooms are a good size, clean and upscale.

Reviewed on Nov 6, 2025

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥765,960, price is now ￥471,519 per person
￥471,519
per person
Feb 12 - Feb 17
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (NYC)
18.4/10 Exceptional! (638 reviews)
Hiccup with front desk staff outside of that the place is amazing.

Reviewed on Oct 22, 2025

Faena New York

Faena New York

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥732,992, price is now ￥462,774 per person
￥462,774
per person
Feb 3 - Feb 9
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
No reviews
The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥494,897, price is now ￥326,427 per person
￥326,427
per person
Feb 5 - Feb 14
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (NYC)
18.4/10 Exceptional! (1,664 reviews)
All my request were met… very great stay

Reviewed on Nov 17, 2025

Frequently asked questions

How much does a Town of Highlands vacation package cost?
We make it easy to travel somewhere new, with Town of Highlands packages starting from just ￥273,236. 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 vacation 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 vacation 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 travelers.
How far in advance should I book my Town of Highlands vacation?
Savvy travelers 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 vacation 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 vacation 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 vacation package?
Plans can change unexpectedly, so yes, you can. You may be able to cancel or alter your Town of Highlands vacation 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.