Town of Olive Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Town of Olive

Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
per person
25 Sept - 28 Sept
found 14 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
7.6/10 Good! (852 reviews)
Their phone hasn't worked so I couldn't call down to the desk. Also they claimed that they never received payment from Expedia so everyone who registered that way had to give them a credit card again even if we paid in full already. I got the payment taken off, but not sure if they were trying to scam us

Reviewed on 11 Aug 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Save 100% on your flight
per person
22 Oct - 28 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8/10 Very Good! (2,135 reviews)
The WiFi was spotty the two days we were staying. The staff gave us a modem but that didn’t help much. If you’re on vacation but still needing to work, I wouldn’t stay here. But for convenience and location—access to KTown—were excellent!

Reviewed on 14 Aug 2025

Interfaith 21

Interfaith 21

2 out of 5
Manhattan
Save 100% on your flight
per person
22 Oct - 28 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (19 reviews)
Small room but very clean

Reviewed on 13 Aug 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
25 Sept - 28 Sept
found 14 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (2,737 reviews)
Very nice property close to theaters and Times Square. Relatively easy to get to, but be sure you don’t have your cab or Uber take you to the other Riu hotel in the area like we did. Not a long walk but different location

Reviewed on 10 Aug 2025

Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Save 100% on your flight
per person
22 Oct - 28 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8.6/10 Excellent! (1,501 reviews)
Staff was courteous and helpful

Reviewed on 11 Aug 2025

Top hotels in Town of Olive

Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
2702 Main St, Gardiner, NY
The price is €1,005 per night from 1 Sept to 2 Sept
€1,005
1 Sept - 2 Sept
includes taxes & fees
9.4/10 Exceptional! (51 reviews)
"Such a dreamy escape. The staff is excellent, friendly, and always ready to help. The rooms are serene and comfortable. Amazing spa and spa staff. Restaurant is also top-notch"

Reviewed on 15 May 2025

Wildflower Farms, Auberge Resorts Collection
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

2 out of 5
7 Terwilliger Ln, New Paltz, NY
Fully refundableReserve now, pay when you stay
The price is €91 per night from 28 Aug to 29 Aug
€91
28 Aug - 29 Aug
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
"Great location and clean."

Reviewed on 11 Aug 2025

Americas Best Value Inn New Paltz
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 €125 per night from 24 Aug to 25 Aug
€125
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"Other than the arcade being a joke and taking our money while literally 2 games worked, we had a nice stay. Chose the hotel for pool and arcade, so slightly disappointed. Pool was nice, clean and warm. We had it to ourselves which was nice. Front desk staff was extremely friendly and helpful."

Reviewed on 8 Aug 2025

Best Western Plus Kingston Hotel And Conference Center
See all 2,131 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 €739, 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.