Town of Olive Holidays from NZ$2,918

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    Better together
    Save up to NZ$616 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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The Latest Town of Olive Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Manhattan
per person
31 Aug - 7 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (1,622 reviews)
Loved my stay here. The best part-the staff. And of course the room was nice and spacious too.

Reviewed on 27 Jun. 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
31 Aug - 7 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.8/10 Exceptional! (1,212 reviews)
Lovely small quiet hotel, great staff and rooms- not huge which is typical of New York but would definitely stay again

Reviewed on 28 Jun. 2025

The Benjamin Royal Sonesta New York

The Benjamin Royal Sonesta New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
31 Aug - 7 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.6/10 Excellent! (1,006 reviews)
Great hotel for girls trips! We got a room with a living room and kitchen and an adjoining room! Perfect!

Reviewed on 27 Jun. 2025

The Lexington Hotel, Autograph Collection

The Lexington Hotel, Autograph Collection

4 out of 5
Manhattan
per person
31 Aug - 7 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.2/10 Very Good! (1,275 reviews)
I did not like the communication. I left numerous messages before and after my stay about certain concerns and NO ONE called me back til this day! I don't like the daily 35 destination fee even though you can add it towards your drinks and breakfast. It forces you to use it even if don't care for the services. The first day, I arrived past hours so I could not use it towards these services. My sister and I thought the A/C was too loud but the beds were comfortable.

Reviewed on 28 Jun. 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
per person
31 Aug - 7 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (1,513 reviews)
Enjoyed the entire experience.

Reviewed on 27 Jun. 2025

Our pick of the best Town of Olive Hotel Deals

Beekman Arms Hotel
Beekman Arms Hotel
3.5 out of 5
6387 MILL ST, Rhinebeck, NY
8.2/10 Very Good! (720 reviews)
"Nice old inn and good breakfast"

Reviewed on 19 Jun. 2025

Get rates
Beekman Arms Hotel
Quality Inn Hyde Park Poughkeepsie North
Quality Inn Hyde Park Poughkeepsie North
2.5 out of 5
4142 Albany Post Rd, Hyde Park, NY
Fully refundableReserve now, pay when you stay
The price is NZ$166 per night from 6 July to 7 July
NZ$166
6 July - 7 July
includes taxes & fees
7.8/10 Good! (1,013 reviews)
"The property is in the perfect location for visiting the FDR Presidential Library, The Culinary Institute and Vanderbilt Mansion."

Reviewed on 27 Jun. 2025

Quality Inn Hyde Park Poughkeepsie North
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3 out of 5
25 OLD VINEYARD PLACE, Hyde Park, NY
Fully refundableReserve now, pay when you stay
The price is NZ$301 per night from 21 July to 22 July
NZ$301
21 July - 22 July
includes taxes & fees
9.6/10 Exceptional! (342 reviews)
"This place is amazing shower was excellent will be booking another stay in September 👍👍👍👍👍"

Reviewed on 26 Jun. 2025

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
See all 2,116 properties in Town of Olive
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 Olive holiday package cost?
Starting from only NZ$2,918, a holiday package is your portal to inexpensive travel. Create your own Town of Olive escape by choosing from our wide range of flights, hotels and rental cars.
How do I get a cheap travel package to Town of Olive?
Book everything all in one place with our Town of Olive holiday packages. You'll find deals on flights, hotels, tours and more that'll keep your hip pocket happy and your adventurous spirit full. And, with more than 550 partner airlines and 1 000 000 hotels all over the world to select from, you have countless opportunities to mix and match all you want.
What are the top hotels in Town of Olive?
If it's your first time staying in Town of Olive, make a reservation at Catskills Family Hideaway or Mountain Retreat With 2 Hot Tubs. Both hotels offer friendly service and are top options with many savvy travellers.
How far in advance should I book my Town of Olive holiday?
While prices do change, we generally suggest booking your seats as soon as possible. Most international airfares become available on Expedia up to 12 months in advance. If you're booking last minute, you might still get lucky. Discount prices to Town of Olive sometimes emerge only weeks before departure.
What does an Expedia Town of Olive travel package include?
It comes down to what you're after. If you're travelling by yourself, you might decide to bundle flights and hotels. Bringing the whole family to Town of Olive? A travel package that includes hotels, rental cars and flights might be a better fit. Expedia gives you the flexibility and freedom to build your own travel package.
What should I know before booking a Town of Olive travel package?
When you book your flights, hotels and car rentals together, you'll be rewarded with great discounts. Whether you're organising a wilderness getaway in a cabin or want to stay in a convenient hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Town of Olive Expedia holiday package?
Most definitely. Expedia has more than 550 airline partners to pick from across the world. With all that choice, finding the perfect carrier to whisk you off to Town of Olive won't be difficult.
If I'm not able to travel, can I cancel my Town of Olive holiday package?
Your situation can change unexpectedly, so yes, you can. You may be able to cancel or alter your Town of Olive holiday package for free if you've booked in the last 24 hours. For older bookings, you can still cancel and rebook, but your airline, hotel or car rental company may impose a charge. Want more information? Have a look at 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.