Town of Highlands Vacations & Trips from ￥363,560

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The Latest Town of Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Price was ￥517,256, price is now ￥363,560 per person
￥363,560
per person
May 11 - May 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (831 reviews)
Staff was super, when we arrived, Taylor was friendly and very helpful! The room was huge. Great location. Will be back.

Reviewed on Feb 16, 2026

Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Price was ￥565,232, price is now ￥390,937 per person
￥390,937
per person
May 4 - May 9
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,565 reviews)
Great Service, breakfast was with everything you need.

Reviewed on Feb 22, 2026

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was ￥626,668, price is now ￥441,440 per person
￥441,440
per person
May 2 - May 8
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,723 reviews)
Great location-tremendous staff -makes us feel welcome and valued each time

Reviewed on Feb 22, 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was ￥560,474, price is now ￥403,670 per person
￥403,670
per person
May 2 - May 8
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (1,411 reviews)
I stayed here for 4 days with my girlfriend. The hotel is in a great spot with good food spots and cafes within walking distance. Staff are very attentive and helpful. The room is cozy and the shower is probably the best I've seen in a hotel or airbnb. Would 100% recommend

Reviewed on Feb 21, 2026

Town of Highlands Hotel Deals

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 ￥15,213 per night from Mar 17 to Mar 18
￥15,213
￥17,208 total
Mar 17 - Mar 18
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Excellent stay!

Reviewed on Feb 25, 2026

Overlook Lodge at Bear Mountain
West Point Motel

West Point Motel

2.5 out of 5
156 Main Street Highland Falls NY
Fully refundable
The price is ￥15,591 per night from Mar 17 to Mar 18
￥15,591
￥17,638 total
Mar 17 - Mar 18
includes taxes & fees
8.6/10 Excellent! (675 reviews)
Room was clean, staff was courteous and very good location

Reviewed on Feb 24, 2026

West Point Motel
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is ￥16,492 per night from Mar 22 to Mar 23
￥16,492
￥19,192 total
Mar 22 - Mar 23
includes taxes & fees
9/10 Wonderful! (1,079 reviews)
We ordered from Expedia 2 nights, with breakfast

Reviewed on Feb 24, 2026

DoubleTree by Hilton Hotel Nanuet
See all 907 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 vacation package cost?
We make it easy to travel somewhere new, with Town of Highlands packages starting from just ￥363,560. 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.