Highland Mills Holidays from AU$3,679

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Your Highland Mills Holiday

Prepare to experience Highland Mills your way with a custom Highland Mills holiday package! Uncovering the treasures of this interesting city is made simpler with a base in a neighbourhood such as Montrose, which is good for walking, among many other things. If a sightseeing tour is on the to-do list during your trip to Highland Mills, look around well-known attractions like Woodbury Common Premium Outlets, Brotherhood Winery and Palaia Vineyards Winery. Don't put off your visit to this destination any longer. The ultimate Highland Mills holiday is just a few clicks away with Expedia.

The Latest Highland Mills Holiday Deals

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

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
17 Oct - 24 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.8/10 Exceptional! (1,271 reviews)
Went to NYC for our 20th Anniversary. NobleDEN was the perfect spot to stay. From the cleanliness of the room to the location to the 24/7 coffee, this hit every note. We will be back and will stay at the NobleDen.

Reviewed on 13 Aug. 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
17 Oct - 24 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (3,368 reviews)
A hotel with an excellent location in the center of NY. Clean, quiet room, air conditioning, safe and refrigerator. Excellent breakfast. No slippers or toiletries (razor, toothbrush, etc.).

Reviewed on 13 Aug. 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
per person
17 Oct - 24 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (2,085 reviews)
The amenities were amazing — free water & sodas! Staff was helpful and friendly. Cleaning staff was great, hotel was cleaned promptly.

Reviewed on 13 Aug. 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
per person
17 Oct - 24 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,569 reviews)
From the first person who checked us in (Lucy) to Jay, the concierge to Andre, one of the excellent bellman our stay was perfect. Will never stay at another place in New York. Rooms were great, rooftop bar was beautiful and had great cocktails. Great location especially if you are theatre people. Walked everywhere easily! 5+stars

Reviewed on 12 Aug. 2025

The Pierre, A Taj Hotel, New York

The Pierre, A Taj Hotel, New York

5 out of 5
Manhattan
per person
17 Oct - 24 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
I absolutely loved this hotel. Very clean and nice and accommodating and great staff!

Reviewed on 13 Aug. 2025

Highland Mills Holiday

Highland Mills Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
4,000
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Bear Mountain State Park, Brotherhood Winery and Mount Peter Ski Area

Our pick of the best Highland Mills Hotel Deals

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 out of 5
3 Executive Blvd, Suffern, NY
Fully refundable
The price is AU$172 per night from 24 Aug to 25 Aug
AU$172
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"It was very … elegant"

Reviewed on 12 Aug. 2025

Crowne Plaza Suffern - Mahwah by IHG
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 AU$186 per night from 1 Sept to 2 Sept
AU$186
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
"The space was very comfortable"

Reviewed on 7 Aug. 2025

Sonesta Simply Suites Nanuet
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
The price is AU$211 per night from 25 Aug to 26 Aug
AU$211
25 Aug - 26 Aug
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"I didn’t like the food at the 1915 restaurant the salmon was raw , drinks weren’t good beets not good . Bed comfort not so good work out pillows to used ."

Reviewed on 12 Aug. 2025

Overlook Lodge at Bear Mountain
See all 762 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.
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What to do in Highland Mills

7 Hour Private Shopping Tour in Woodbury Common Premium Outlets

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

AU$1,195
per traveller
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
See all activities in Highland Mills

Frequently asked questions

How much does a Highland Mills holiday package cost?
You'll find cheap prices from AU$3,679 on Expedia for your Highland Mills escape. However, factors like the season, choice of hotel and length of stay will determine how much your holiday to Highland Mills costs.
What are the cheapest months to go to Highland Mills?
January, February and March are the best times to look for cheap Highland Mills holiday packages. Opting to travel in quieter months means you can usually find reduced prices on hotels and flights.
How many days is enough for Highland Mills?
The ideal duration for your Highland Mills holiday depends on what you'd like to do. Usually, a few days to a week will give you enough time to go to all the main sights and discover some hidden spots along the way.
How to find the best Highland Mills package deals?
Start your search for a Highland Mills package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Highland Mills package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Highland Mills adventure off to a flying start.
Is it cheaper to book a Highland Mills holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging stays and flights individually. Better still, you can tailor your Highland Mills trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Highland Mills?
If you have your Highland Mills travel dates locked in, book early to bag some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Highland Mills?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Highland Mills.
  2. Plan your budget wisely: On top of the price of your stay, you should factor in other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Highland Mills.
  3. Set the duration of your trip: Start by listing all the activities and sights you want to get to in Highland Mills. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodation and airfare: Once you've settled on your trip dates and duration, book the ideal Highland Mills holiday package for you.

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