Town of Olive Holidays from NZ$3,435

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The Latest Town of Olive Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Ace Hotel New York

Ace Hotel New York

4 out of 5
Manhattan
Price was NZ$4,936, price is now NZ$3,435 per person
NZ$3,435
per person
20 Apr - 30 Apr
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,008 reviews)
No hot water so had to move rooms. Hôtel was ok.

Reviewed on 16 Feb 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was NZ$6,207, price is now NZ$3,978 per person
NZ$3,978
per person
9 Apr - 17 Apr
found 19 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
The rooms were very clean , the staff were very polite and respectful . The cleaning crew were amazing. I was running very hot and I appreciate that the air conditioning was functional and it went down to 50F to help me stay cool first two nights. I deducted a stay because we found it kind of hard to order food online from the hotel site and the app wasn’t easy to register our stay , earn points or order stuff. Check-in was okay. The hotel kind of went cheap on pillows though . They were almost flat pillows when we arrived and sleeping with them wasn’t the best for my shoulders and neck . Overall good hotel

Reviewed on 16 Feb 2026

The Ritz-Carlton New York, Central Park

The Ritz-Carlton New York, Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was NZ$11,710, price is now NZ$8,350 per person
NZ$8,350
per person
9 Apr - 17 Apr
found 19 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (508 reviews)
Spa experience was amazing!

Reviewed on 27 Dec 2025

East Village Hotel

East Village Hotel

3 out of 5
Manhattan
Price was NZ$4,801, price is now NZ$3,492 per person
NZ$3,492
per person
20 Apr - 30 Apr
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (931 reviews)
No staff I didn’t know that about this place

Reviewed on 16 Feb 2026

The Annual Holiday Sale

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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$228 per night from 1 Mar to 2 Mar
NZ$228
1 Mar - 2 Mar
includes taxes & fees
8.8/10 Excellent! (851 reviews)
Room was spacious and it had its own furnace with auto central air

Reviewed on 16 Feb 2026

Residence Inn by Marriott Kingston
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
The price is NZ$286 per night from 16 Mar to 17 Mar
NZ$286
16 Mar - 17 Mar
includes taxes & fees
9/10 Wonderful! (860 reviews)
Great room. Good continental breakfast.

Reviewed on 7 Feb 2026

Hunter Lodge, a Bluebird by Lark
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St Gardiner NY
The price is NZ$2,113 per night from 2 Mar to 3 Mar
NZ$2,113
2 Mar - 3 Mar
includes taxes & fees
9.4/10 Exceptional! (61 reviews)
This is a beautiful property with a very attentive staff. We enjoyed a wonderful family Christmas trip. Hope to go back soon!

Reviewed on 30 Dec 2025

Wildflower Farms, Auberge Collection
See all 2,168 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$3,435, 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.