Highland Holidays from NZ$3,257

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The Latest Highland Holiday Deals

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
3 Jun - 9 Jun
Return flight included
Auckland (AKL) to New York (JFK)
9.8/10 Exceptional! (1,001 reviews)
Very clean, quiet, and convenient. Every staff member I interacted with was exceptionally friendly!

Reviewed on 14 Apr. 2024

Millennium Hilton New York One UN Plaza

Millennium Hilton New York One UN Plaza

4 out of 5
Manhattan
per person
3 Jun - 9 Jun
Return flight included
Auckland (AKL) to New York (JFK)
8/10 Very Good! (1,362 reviews)
We loved our stay at Hilton. It was definitely top notch accommodations. The city view is definitely worth the extra cost. The room was spacious and cozy and the bathroom was large with plenty of storage. The only unexpected charges I didn't like were the $300 security deposit which I'm assuming is $100/night. Most hotels are only $100 for your entire stay. Also they inform you of a "credit" for their restaurant, but don't inform you that you're getting charged whether you use this "credit" or not. The menu items were pricier than we would have expected to pay so we opted not to visit the restaurant at all. If I had known this credit was an actual charge then we would have at least made the cost worth it. The staff was super friendly and other than the constant maintenance on the middle elevator we really enjoyed our stay!

Reviewed on 13 Apr. 2024

Home2 Suites By Hilton New York Times Square

Home2 Suites By Hilton New York Times Square

3 out of 5
Manhattan
per person
3 Jun - 9 Jun
Return flight included
Auckland (AKL) to New York (JFK)
8.4/10 Very Good! (440 reviews)
Liked the location in Times Square. Very hard to get a table at breakfast. Dining area not big enough to accomodate everyone. Breakfast hours should be extended to 10:00 am.

Reviewed on 19 Apr. 2024

The Manhattan at Times Square Hotel

The Manhattan at Times Square Hotel

4 out of 5
Manhattan
per person
1 Jun - 8 Jun
Return direct flight included
Wellington (WLG) to New York (JFK)
5.6/10 (4,180 reviews)
Great central position to access all the sites. Hotel was very echoey and noise of lifts and banging doors disturbed us. It could do with some noise cushioning measures

Reviewed on 19 Apr. 2024

Nesva Hotel

Nesva Hotel

2.5 out of 5
Queens
per person
1 Jun - 8 Jun
Return direct flight included
Wellington (WLG) to New York (JFK)
8.4/10 Very Good! (594 reviews)
Very nice and convenient hotel

Reviewed on 1 Mar. 2024

Prices and availability subject to change. Additional terms may apply.

Our pick of the best Highland Hotel Deals

Rodeway Inn & Suites New Paltz - Hudson Valley
Rodeway Inn & Suites New Paltz - Hudson Valley
2 out of 5
601 Main Street, Highland, NY
Fully refundableReserve now, pay when you stay
The price is NZ$151 per night from 28 Apr to 29 Apr
NZ$151
per night
28 Apr - 29 Apr
7/10 Good! (540 reviews)
"Very pleased with our stay."

Reviewed on 15 Apr. 2024

Rodeway Inn & Suites New Paltz - Hudson Valley
SureStay Plus Hotel by Best Western Highland Poughkeepsie
SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 out of 5
3423 US Highway 9W, I-87 Exit 18 to I-9W, Highland, NY
Fully refundableReserve now, pay when you stay
The price is NZ$238 per night from 30 Apr to 1 May
NZ$238
per night
30 Apr - 1 May
7.4/10 Good! (700 reviews)
"Good and convenient place for visiting the Hudson Valley. Very friendly front desk people."

Reviewed on 9 Apr. 2024

SureStay Plus Hotel by Best Western Highland Poughkeepsie
DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is NZ$242 per night from 25 Apr to 26 Apr
NZ$242
per night
25 Apr - 26 Apr
8/10 Very Good! (935 reviews)
"."

Reviewed on 18 Apr. 2024

DoubleTree by Hilton Poughkeepsie
See all 1,541 properties in Highland
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 Highland holiday package cost?
Starting from only NZ$3,257, a holiday package is your passport to cheap travel. Custom make your Highland getaway by picking from our great range of hotels, airfares and rental cars.
How do I get a cheap travel package to Highland?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, flights, activities and rental cars — we’ve got them all covered. Pick and choose the combination that best fits you and see your savings pile up. Of course, a travel package is never a one-size-fits-all. That’s why we offer over 550 airlines and 1 000 000 hotels worldwide, which lets you customize your Highland adventure.
Where should I stay in Highland?
With fascinating attractions such as Apple Greens Golf Course and Franklin D Roosevelt Library & Museum in this area, try to find a hotel near either of them. Berean Park Beach is another sight in Highland that lures the crowds.
What are the top hotels in Highland?
Get your escape off to a flying start by staying at Atlas Motor Lodge. It’s one of most popular hotels in Highland. Another option is Beautiful Home - 4br/2. 5ba - Minutes Away From Stunning New Paltz.
How far in advance should I book my Highland holiday?
It can be hard to know when the best time is to book your trip to Highland. But generally the earlier you book, the lower the prices. Sometimes, you can book your flights and hotels nearly 12 months prior to departure. If you’re thinking of a last-minute getaway, no need to fret! There are incredible deals announced on Expedia every single day.
What does an Expedia Highland travel package include?
Expedia has all you need to arrange your Highland getaway, but how you structure your package is totally up to you. Pick from any combination of flights, rental cars and hotels. Chasing some activities or tours to keep you on the go? Once you’ve made your booking, you can add them on too. Whatever your budget or style, there’s a holiday package to suit your needs.
What should I know before booking a Highland travel package?
When you book your flights, hotels and car rentals together, you’ll enjoy incredible discounts. Whether you’re organising a rural escape in a cottage or want to stay in an upscale city hotel, Expedia can help make it happen.
Can I choose my airline with a Highland Expedia holiday package?
Expedia offers access to more than 550 partner airlines worldwide, so you definitely can. Simply choose your favourite carrier and create your ideal Highland getaway.
If I'm not able to travel, can I cancel my Highland holiday package?
Because we know life can be unpredictable, the answer is yes. For further information, head to our Customer Service Portal. But generally speaking, if you’ve booked your Highland holiday package in the last 24 hours, you may be able to change or cancel it free of charge. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.

Discover the most popular places to visit in Highland

Image for Apple Greens Golf Course

Apple Greens Golf Course

Enjoy a round of golf in Highland at Apple Greens Golf Course. Wander the riverfront in this family-friendly area.

Apple Greens Golf Course
Image for Franklin D Roosevelt Library & Museum

Franklin D Roosevelt Library & Museum

Rich with history, Franklin D Roosevelt Library & Museum is a cultural attraction worth visiting in Highland. While you're in the area, stroll along the riverfront.

Franklin D Roosevelt Library & Museum
Image for Berean Park Beach

Berean Park Beach

Why not spend a lazy afternoon at Berean Park Beach during your trip to Highland? Stroll along the riverfront or discover the mountain views in this family-friendly area.

Berean Park Beach

What to do in Highland

Image for Taste the Hudson Valley with Gourmet Beacon Food Tour

Taste the Hudson Valley with Gourmet Beacon Food Tour

NZ$219
Per adult
Taste the Hudson Valley with Gourmet Beacon Food Tour
See all activities in Highland

More holiday ideas

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