Town of Olive Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Town of Olive Flight & Hotel Packages

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
1 Oct - 10 Oct
found 1 day ago
Return flight included
Singapore (SIN) to New York (JFK)
7.6/10 Good! (816 reviews)
Quite, good customer service, clean

Reviewed on 14 Jul, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
1 Oct - 10 Oct
found 1 day ago
Return flight included
Singapore (SIN) to New York (JFK)
9.8/10 Exceptional! (1,232 reviews)
I’ve returned from a 5 days mother/son trip to NYC with my 14 yrs old..The experience was fantastic and staying at NobleDen made it even more special…Property was clean and quiet and the area was very safe even for late night walks…we will definitely be back ..

Reviewed on 14 Jul, 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
1 Oct - 10 Oct
found 1 day ago
Return flight included
Singapore (SIN) to New York (JFK)
9/10 Wonderful! (1,535 reviews)
The room itself was not great, poorly designed, and obviously not well-maintained. The location, while convenient, was chaotic. Of course, its Times Square. But the whole hotel is covered in scaffolding and the area around it is just dumpy.

Reviewed on 17 Jul, 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Save 100% on your flight
per person
1 Oct - 10 Oct
found 1 day ago
Return flight included
Singapore (SIN) to New York (JFK)
7.8/10 Good! (2,087 reviews)
I had a fantastic experience here. The rooms are spacious and modern, and the location is perfect for exploring Manhattan. I asked for more toiletries, and they provided everything I needed promptly. Amazing service!

Reviewed on 14 Jul, 2025

Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
per person
1 Oct - 10 Oct
found 1 day ago
Return flight included
Singapore (SIN) to New York (JFK)
8.6/10 Excellent! (1,487 reviews)
The lobby area was welcoming and decorated nicely. Our room was spacious and had a great private balcony. We enjoyed the breakfast pastry and coffee. The only negative was the amount of time it took to check in when we arrived at a non peak time. We also had a visit from housekeeping an hour before checkout which made us feel rushed to leave. I would recommend this location.

Reviewed on 16 Jul, 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 S$188 per night from 28 Jul to 29 Jul
S$188
28 Jul - 29 Jul
includes taxes & fees
7.8/10 Good! (1,016 reviews)
"We had a great stay. Breakfast was a good with several options."

Reviewed on 15 Jul, 2025

Best Western Plus Kingston Hotel And Conference Center
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 S$204 per night from 30 Jul to 31 Jul
S$204
30 Jul - 31 Jul
includes taxes & fees
9.2/10 Wonderful! (692 reviews)
"The exterior left a lot to be desired the interior a little dark, but clean overall medium stay"

Reviewed on 15 Jul, 2025

Hunter Lodge, a Bluebird by Lark
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3 out of 5
25 OLD VINEYARD PLACE, Hyde Park, NY
Fully refundableReserve now, pay when you stay
The price is S$234 per night from 10 Aug to 11 Aug
S$234
10 Aug - 11 Aug
includes taxes & fees
9.6/10 Exceptional! (359 reviews)
Super hotel!
"Lovely hotel, very well designed with many thoughtful features not found elsewhere. Spacious, well lit and very comfortable. I highly recommend it!"

Reviewed on 15 Jul, 2025

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
See all 2,132 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 S$2,550, 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.