Highland Mills Vacation Packages

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Your Highland Mills Vacation

With every last detail organized before you head off, our Highland Mills vacation packages mean you can concentrate on letting the good times roll. Whether you're based in the neighborhood of Montrose, which is great for walking, or somewhere else, this interesting city offers a world of discoveries. Any trip to Highland Mills needs a well-planned itinerary. Fill yours with famous sights like Woodbury Common Premium Outlets, Brotherhood Winery and Harriman Plaza Shopping Center. Your ideal Highland Mills vacation is clicks away. Search accommodations, flights and more on Expedia for an adventure that's tailored just for you.

Top Highland Mills Vacation Deals

Prices and availability subject to change. Additional terms may apply.
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jun. 7 - Jun. 9
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (2,314 reviews)
For Our purpose this hotel suited our needs

Reviewed on Apr. 24, 2024

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
per person
Jun. 27 - Jul. 3
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
9.2/10 Wonderful! (532 reviews)
Beautiful hotel with incredible service, spacious rooms, excellent fitness center, and in a great location! I highly recommend this hotel in NYC!

Reviewed on Apr. 22, 2024

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Save 100% on your flight
per person
Jun. 20 - Jun. 23
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,874 reviews)
Great view of NYC and quiet room

Reviewed on Apr. 21, 2024

The William Vale

The William Vale

5 out of 5
Save 100% on your flight
per person
Jun. 21 - Jun. 23
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,003 reviews)
Great rooms gotham balcony amazing view

Reviewed on Apr. 13, 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
Jul. 4 - Jul. 7
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (3,722 reviews)
The included breakfast is amazing! Checking in and out was easy, the staff was wonderful, the room was clean and a good size, overall we loved this hotel and will be staying there again this summer.

Reviewed on Apr. 25, 2024

Highland Mills Hotel Deals

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 CA $192 per night from May 12 to May 13
CA $192
CA $213 total
includes taxes & fees
May 12 - May 13
8.4/10 Very Good! (1,002 reviews)
"Very good"

Reviewed on Apr. 24, 2024

DoubleTree by Hilton Hotel Nanuet
Sonesta Simply Suites Nanuet
Sonesta Simply Suites Nanuet
2.5 out of 5
20 Overlook Blvd, Nanuet, NY
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from May 2 to May 3
CA $167
CA $186 total
includes taxes & fees
May 2 - May 3
8.2/10 Very Good! (986 reviews)
"Very nice hotel"

Reviewed on Apr. 18, 2024

Sonesta Simply Suites Nanuet
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 CA $150 per night from May 1 to May 2
CA $150
CA $177 total
includes taxes & fees
May 1 - May 2
9.2/10 Wonderful! (357 reviews)
"We did not like that a $50.00 security deposit was added to our credit card charge when we checked in without explaination."

Reviewed on Apr. 24, 2024

La Quinta Inn & Suites by Wyndham Middletown
See all 772 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.

Explore other types of vacation packages

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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 CA $675. 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

What to do in Highland Mills

Image for Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax

Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax

CA $1,056
Per adult
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
Image for Taste the Hudson Valley with Gourmet Beacon Food Tour

Taste the Hudson Valley with Gourmet Beacon Food Tour

CA $183
Per adult
Taste the Hudson Valley with Gourmet Beacon Food Tour
See all activities in Highland Mills

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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.