Town of Olive Holidays from NZ$3,122

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The Latest Town of Olive Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Manhattan
Price was NZ$3,677, price is now NZ$3,122 per person
NZ$3,122
per person
13 Feb - 20 Feb
found 1 hour ago
Return flight included
Christchurch (CHC) to New York (JFK)
8.4/10 Very Good! (1,594 reviews)
The rooms had everything we needed and the staff was great!

Reviewed on 28 Dec 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was NZ$4,109, price is now NZ$3,207 per person
NZ$3,207
per person
13 Feb - 20 Feb
found 1 hour ago
Return flight included
Christchurch (CHC) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
Great location, room was clean, decent sized for NY (we did have the penthouse) and courteous staff.

Reviewed on 28 Dec 2025

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Price was NZ$3,831, price is now NZ$3,132 per person
NZ$3,132
per person
13 Feb - 20 Feb
found 1 hour ago
Return flight included
Christchurch (CHC) to New York (JFK)
7.4/10 Good! (5,413 reviews)
The hotel room was clean and the location was very central to the tourist attractions that we visited within 2 days. I love that it's in the heart of the city. Check-in had a very long line, especially because the mobile key option was disabled. The elevators took a long time. There could be more food options on-site and it would be nice if they were offered at more economical prices. We didnt have the opportunity to use the resort credit offered for food because of limited options and extremely busy lines. The staff was friendly for the most part. There were a few inconsistencies and its hard to speak with a front desk representative. The overall hotel experience was great for my family with teenagers. I'd come back again during a non-peak season, outside of the holidays.

Reviewed on 1 Jan 2026

OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was NZ$3,728, price is now NZ$3,138 per person
NZ$3,138
per person
13 Feb - 20 Feb
found 1 hour ago
Return flight included
Christchurch (CHC) to New York (JFK)
7.2/10 Good! (1,617 reviews)
Amazing staff!! Room was chilly despite the heat being on and high, better windows definitely needed, other than this, no complaints!

Reviewed on 30 Dec 2025

WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Price was NZ$4,315, price is now NZ$3,678 per person
NZ$3,678
per person
13 Feb - 20 Feb
found 1 day ago
Return flight included
Christchurch (CHC) to New York (JFK)
8.4/10 Very Good! (1,000 reviews)
The room was spotless, all the staff were helpful and courteous. Madison the manager went out of her way to accommodate us when there was a small maintenance issue which meant we were not able to stay in the room we had booked. She was very helpful and found us a delightful accommodation, making the 5 day stay a warm and welcoming experience. I will be booking here again.

Reviewed on 31 Dec 2025

Our pick of the best Town of Olive Hotel Deals

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

3 out of 5
800 Frank Sottile Boulevard Kingston NY
Fully refundableReserve now, pay when you stay
The price is NZ$220 per night from 14 Jan to 15 Jan
NZ$220
14 Jan - 15 Jan
includes taxes & fees
8.8/10 Excellent! (803 reviews)
Staff was very kind and courteous

Reviewed on 24 Dec 2025

Residence Inn by Marriott Kingston
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

2.5 out of 5
4 South Putt Corners Road New Paltz NY
Fully refundableReserve now, pay when you stay
The price is NZ$236 per night from 14 Jan to 15 Jan
NZ$236
14 Jan - 15 Jan
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
Very pleasant staff . Room was ready at check in . Breakfast options good .

Reviewed on 29 Dec 2025

Hampton Inn by Hilton New Paltz
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St Gardiner NY
The price is NZ$2,425 per night from 7 Jan to 8 Jan
NZ$2,425
7 Jan - 8 Jan
includes taxes & fees
9.4/10 Exceptional! (58 reviews)
Everything was ok, except for the fact that we couldn’t do late check out or that we payed a bit more for a standard room. But everything else was perfect

Reviewed on 13 Dec 2025

Wildflower Farms, Auberge Collection
See all 2,144 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$3,122, 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.