Town of Olive Holidays

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  • Better together

    Save up to €185 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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Top Flight + Hotel Deals in Town of Olive

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
Price was €1,531, price is now €1,161 per person
€1,161
per person
22 May - 28 May
found 1 day ago
Return direct flight included
Istanbul (IST) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,031 reviews)
Pros: Nice hotel and the room was sizable for NY which is one of the reasons we picked this hotel. Cons: gnat like flies, mostly in the bathroom but a few in the room area. No killing them off, because more just show up. The hotel says they are working on the problem. Hopefully will be fixed soon

Reviewed on 30 Mar 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was €2,235, price is now €1,417 per person
€1,417
per person
22 May - 28 May
found 1 day ago
Return direct flight included
Istanbul (IST) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,951 reviews)
Room lock out several times

Reviewed on 5 Apr 2026

Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was €1,745, price is now €1,219 per person
€1,219
per person
22 May - 28 May
found 1 day ago
Return direct flight included
Istanbul (IST) to Newark Liberty Intl. Airport (EWR)
7.2/10 Good! (2,857 reviews)
Great front desk staff!! Other than the guy who barely acknowledged me and only took out one earbud to talk to me and seemed bother that I had inte was really great friendly and professional. Room was very comfy and spacious.

Reviewed on 3 Apr 2026

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Price was €1,899, price is now €1,428 per person
€1,428
per person
22 May - 28 May
found 1 day ago
Return direct flight included
Istanbul (IST) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (4,133 reviews)
Great location and hotel

Reviewed on 5 Apr 2026

Hotel Stanford

Hotel Stanford

3 out of 5
Manhattan
Price was €1,711, price is now €1,316 per person
€1,316
per person
22 May - 28 May
found 1 day ago
Return direct flight included
Istanbul (IST) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (2,423 reviews)
Room was comfortable

Reviewed on 4 Apr 2026

Top hotels in Town of Olive

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
Fully refundableReserve now, pay when you stay
The price is €93 per night from 28 Apr to 29 Apr
€93
28 Apr - 29 Apr
includes taxes & fees
7.6/10 Good! (1,000 reviews)
Did not have breakfast. Special shoutout to James D. for his service, hospitality, guidance, friendliness and making our stay a wonderful one.

Reviewed on 1 Apr 2026

Best Western Plus Kingston Hotel And Conference Center
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
Fully refundableReserve now, pay when you stay
The price is €189 per night from 16 Apr to 17 Apr
€189
16 Apr - 17 Apr
includes taxes & fees
9/10 Wonderful! (474 reviews)
What a fun stay. Super clean Air Stream and Rec area. Staff was really friendly and hospitable. Nice walking trail surrounds the property. Quiet while we were there (off season).

Reviewed on 2 Apr 2026

AutoCamp Catskills
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 €145 per night from 22 Apr to 23 Apr
€145
22 Apr - 23 Apr
includes taxes & fees
9.2/10 Wonderful! (902 reviews)
Really nice lodge. Breakfast was a little skimpy but everything else was good.

Reviewed on 5 Apr 2026

Hunter Lodge, a Bluebird by Lark
See all 2,185 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 €1,161, 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.