Town of Olive Holidays from AU$4,314

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*
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    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.
1 Hotel Central Park

1 Hotel Central Park

Manhattan
Save 100% on your flight
AU$4,314
per person
16 Nov - 23 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Good location small rooms restaurant closes very early. View from my room sucked

Reviewed on 5 Oct 2026

5th & 55th Residence Club

5th & 55th Residence Club

Manhattan
Save 100% on your flight
AU$10,774
per person
16 Nov - 23 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.4/10 Very good! (5 reviews)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

Save 100% on your flight
AU$5,811
per person
16 Nov - 23 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,010 reviews)
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

Manhattan
Save 100% on your flight
AU$6,229
per person
16 Nov - 23 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (706 reviews)
Loews Regency New York Hotel

Loews Regency New York Hotel

Manhattan
Save 100% on your flight
AU$4,575
per person
16 Nov - 23 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (1,004 reviews)

Town of Olive Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)

Our pick of the best Town of Olive Hotel Deals

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

6387 MILL ST Rhinebeck NY
AU$218
28 Oct - 29 Oct
includes taxes & fees
8.2/10 Very good! (1,011 reviews)
"I was up early during my stay but around 7:15 am leaf blowers were being used across the street. It probably woke up everyone in the building where I was staying."

Reviewed on 5 Oct 2026

Beekman Arms and Delamater Inn
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
AU$240
3 Nov - 4 Nov
includes taxes & fees
Hunter Lodge, a Bluebird by Lark
AutoCamp Catskills

AutoCamp Catskills

882 NY-212 Saugerties NY
Fully refundableReserve now, pay when you stay
AU$260
4 Nov - 5 Nov
includes taxes & fees
9/10 Wonderful! (578 reviews)
"No cleaning service for the room. No restaurant just snacks. The room has no curtain on most windows . Very humid in the room. Staff is very nice and responsive but they don’t enter the room if you ask for additional towel they will be placed outside and can stay there all day if you are out"

Reviewed on 4 Oct 2026

AutoCamp Catskills
See all 2,232 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 AU$4,314, 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.

Stay near popular Town of Olive attractions

Olive Free Library

After visiting Olive Free Library, make a plan to see the other sights and activities in West Shokan. Discover the mountain views while you're in the area.
See properties

Brown's Station

Explore the great outdoors at Brown's Station, a lovely green space in Olivebridge. Amble around the area's forests or experience its entertainment choices.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.