Highland Mills Vacations from $459

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Your Highland Mills Vacation

When you organize a vacation package to Highland Mills, you can relax and enjoy your escape knowing your travel plans are under control. Uncover the wonders of this lively city while based in a neighborhood like Montrose, which is great for walking. A trip to Highland Mills is a great opportunity to go sightseeing. Make sure you visit popular attractions like Woodbury Common Premium Outlets, United States Military Academy and Brotherhood Winery. A couple of clicks is all it takes to build your perfect Highland Mills vacation on Expedia.

The Latest Highland Mills Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (2,398 reviews)
I am a frequent guest at this facility because of its convenience, relative cleanliness, and reasonable rates. My greatest disappointment is the small number of towels provided, but easily remedied with a request for extra. The staff is great And very accommodating

Reviewed on May 24, 2024

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (3,678 reviews)
Excellent location, room was new and clean and had a personal fridge.

Reviewed on May 21, 2024

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Aug 5 - Aug 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.8/10 Exceptional! (1,000 reviews)
My wife and I have been staying at the NobleDen for years now - whenever it is available for our twice yearly NYC trips we stay there and are never disappointed. The NobleDen staff is exceptional - accommodating, kind, and cheerful. The beds are comfortable and the rooms are quiet and calm, a respite from the chaos that is NYC. The amenities - enough outlets in the right places, light switches and lamps where they should be, thermostats that are easy to use, excellent showers, and proper manitenance are all as they should be. Its a little gem.

Reviewed on May 23, 2024

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Aug 14 - Aug 19
found 20 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
8.6/10 Excellent! (1,001 reviews)
1 Hotel Brooklyn Bridge offers a luxurious escape with stunning views of the iconic bridge and Manhattan skyline. The eco-conscious design, dining, and impeccable service make this a top choice for discerning travelers.

Reviewed on May 19, 2024

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,003 reviews)
Great location! Great service!

Reviewed on May 20, 2024

Highland Mills Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
4,000
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Brotherhood Winery, Mount Peter Ski Area and Castle Fun Center

Highland Mills Hotel Deals

La Quinta Inn & Suites by Wyndham Middletown
La Quinta Inn & Suites by Wyndham Middletown
2.5 out of 5
551 Route 211 E, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is $127 per night from Jun 2 to Jun 3
$127
$150 total
includes taxes & fees
Jun 2 - Jun 3
9.2/10 Wonderful! (386 reviews)
"Renovated, good quality"

Reviewed on May 19, 2024

La Quinta Inn & Suites by Wyndham Middletown
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Fully refundable
The price is $142 per night from Jun 2 to Jun 3
$142
$159 total
includes taxes & fees
Jun 2 - Jun 3
8.6/10 Excellent! (1,001 reviews)
"Easy and safe area . Major highway nearby."

Reviewed on May 20, 2024

HYATT house Fishkill/Poughkeepsie
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 $127 per night from Jun 9 to Jun 10
$127
$141 total
includes taxes & fees
Jun 9 - Jun 10
8.4/10 Very Good! (1,003 reviews)
"Friendly staff, with clean, spacious rooms"

Reviewed on May 21, 2024

DoubleTree by Hilton Hotel Nanuet
See all 755 properties in Highland Mills
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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Highland Mills vacation package cost?
We make it simple for everyone to travel, with Highland Mills packages starting from as little as $459. You’ll have the flexibility to bundle your preferred hotels, airlines and car rental. For the ultimate getaway, why not add a few activities and tours to your travel itinerary?
How do I get a cheap travel package to Highland Mills?
One of the easiest ways to save money (and time) is to combine your bookings with Expedia. Flights, hotels, rental cars and activities — we’ve got everything you need. Pick and choose a combination that best suits you and watch your savings pile up. We know a travel package is never one-size-fits-all. That’s why we offer more than 550 partner airlines and 1,000,000 hotels from all over the world, which lets you customize your Highland Mills vacation.
Where should I stay in Highland Mills?
A vacation in Highland Mills wouldn’t be complete without paying a visit to Woodbury Common Premium Outlets, Palaia Vineyards Winery and Old Glory Mall Shopping Center. Spend your nights near these top attractions and make sightseeing easy.
How far in advance should I book my Highland Mills vacation?
Reserving your spot early with Expedia means one less thing to worry about. A number of air carriers advertise tickets up to 12 months in advance. This is generally the cheapest time to book. If circumstances have left you booking late, discount tickets to Highland Mills sometimes occur just a few weeks before departure.
What does an Expedia Highland Mills travel package include?
Hotels, flights and a shiny set of wheels for all your fun road trip adventures. Simply pick and choose your favorite bundle and get access to great discounts. Once you’ve made your booking, add on a few experiences and tours and watch your savings pile up. When it comes to creating your Highland Mills getaway, the choice is all yours!
What should I know before booking a Highland Mills travel package?
Locking in all the parts of your escape together is an excellent way to save. Bundle your flights, car rentals and hotels into a handy package. But it’s not just hotels. Expedia features all kinds of properties, including vacation rentals such as mountain cabins and spacious residences. You’ve got choices galore!
Can I choose my airline with a Highland Mills Expedia vacation package?
Expedia has access to more than 550 airline partners globally, so you sure can! Just select the carrier that suits you and put together your ideal Highland Mills trip.
If I'm not able to travel, can I cancel my Highland Mills vacation package?
Yes, you can cancel your Highland Mills booking if your plans have changed. Whether you’ll incur a penalty or not depends on your hotel, airline or car rental company. You may be able to cancel or change free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Discover the most popular places to visit in Highland Mills

Image for Palaia Vineyards Winery

Palaia Vineyards Winery

You can enjoy a tasting or tour at Palaia Vineyards Winery during your travels to Woodbury. Discover the mountain views and shops in this family-friendly area.

Palaia Vineyards Winery

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