Town of Olive Holidays

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    Save up to €185 when you book a flight and hotel together*
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Top Flight + Hotel Deals in Town of Olive

Price found within the past 48 hours. Click for updated prices.
The Gallivant Times Square

The Gallivant Times Square

3.5 out of 5
Manhattan
Save 100% on your flight
Price was €1,395, price is now €892 per person
€892
per person
1 Nov - 8 Nov
found 21 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
6.4/10 (918 reviews)
When we got to our room, we opened the door and there was someone asleep in the bed. Went to the front desk and the worker apologized saying that his “coworker must have made a mistake.” The rooms do not look like the pictures and the windows are dirty with no view. The rooms are also very humid and the AC barely works. Very small bathroom/shower space. None of the ice machines work and same thing with the vending machines. Only worth the money because of the location.

Reviewed on 29 Sept 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,611, price is now €1,364 per person
€1,364
per person
1 Nov - 8 Nov
found 21 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,344 reviews)
Great location, modern conveniences, and excellent staff

Reviewed on 27 Sept 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was €1,602, price is now €994 per person
€994
per person
17 Nov - 21 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (2,730 reviews)
Great place! i will come again that’s for sure. Comfortable beds and good shower pressure, You will be glad you stayed here.

Reviewed on 27 Sept 2025

Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,876, price is now €1,184 per person
€1,184
per person
1 Nov - 8 Nov
found 21 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (1,557 reviews)
This hotel was absolutely wonderful! Great location with easy access to subway stations, restaurants, and shopping. The staff was very courteous and the room was very nice! We had a small issue with our room, but the hotel manager (Fatima), along with Kristy and Mercedes made it right and then some! We will definitely be back!!

Reviewed on 29 Sept 2025

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Save 100% on your flight
Price was €2,919, price is now €1,877 per person
€1,877
per person
23 Dec - 26 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (576 reviews)
Me and my significant other have stayed at the Plaza/St. Regis/Ritz Carlton and 5 star hotels all over the planet. This was by far the best service/view/experience/food I’ve ever had. There’s Luxury and then there’s Mandarin Oriental Luxury.

Reviewed on 31 Aug 2025

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 €117 per night from 5 Oct to 6 Oct
€117
5 Oct - 6 Oct
includes taxes & fees
7.6/10 Good! (1,015 reviews)
"Front desk clerk, excellent service and very pleasant and friendly."

Reviewed on 15 Sept 2025

Best Western Plus Kingston Hotel And Conference Center
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St, Gardiner, NY
The price is €1,218 per night from 30 Sept to 1 Oct
€1,218
30 Sept - 1 Oct
includes taxes & fees
9.4/10 Exceptional! (53 reviews)
"Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect ..."

Reviewed on 16 Sept 2025

Wildflower Farms, Auberge Collection
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 €147 per night from 14 Oct to 15 Oct
€147
14 Oct - 15 Oct
includes taxes & fees
9.2/10 Wonderful! (771 reviews)
"casual, friendly, accomodating, safe , good location, good beds, clean, good value. ,"

Reviewed on 23 Sept 2025

Hunter Lodge, a Bluebird by Lark
See all 2,142 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 €892, 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.