Town of Olive Vacations & Trips from ￥248,675

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    Save up to ￥45,448 when you book a flight and hotel together*

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The Latest Town of Olive Vacation Packages

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was ￥337,330, price is now ￥248,675 per person
￥248,675
per person
Apr 19 - Apr 23
found 1 hour ago
Roundtrip non-stop flight included
Osaka (KIX) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Great location would 100% come back

Reviewed on Jan 22, 2026

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was ￥796,552, price is now ￥511,439 per person
￥511,439
per person
Mar 8 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to New York (JFK)
9/10 Wonderful! (1,723 reviews)
Everything was excellent!!

Reviewed on Jan 23, 2026

The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Manhattan
Price was ￥534,644, price is now ￥364,520 per person
￥364,520
per person
Mar 8 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to New York (JFK)
9/10 Wonderful! (1,825 reviews)
The hotel is excellent: very clean with exceptionally helpful staff. The rooftop restaurant and bar offer a lovely setting for dining and cocktails.

Reviewed on Jan 22, 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was ￥623,620, price is now ￥470,820 per person
￥470,820
per person
Apr 12 - Apr 18
found 4 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
The room was amazing and the staff was also great, the room was also in a perfect location. There was also a fantastic view from the room.

Reviewed on Jan 22, 2026

EVEN Hotel Brooklyn by IHG

EVEN Hotel Brooklyn by IHG

4 out of 5
Price was ￥386,408, price is now ￥299,740 per person
￥299,740
per person
Mar 16 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
8.6/10 Excellent! (1,626 reviews)
The location is convenience to me, but it is very noisy when the room is facing the street on a lower floor. The staffs are very nice and helpful.

Reviewed on Jan 20, 2026

Town of Olive Hotel Deals

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

3 out of 5
800 Frank Sottile Boulevard Kingston NY
Fully refundableReserve now, pay when you stay
The price is ￥20,760 per night from Feb 8 to Feb 9
￥20,760
￥23,253 total
Feb 8 - Feb 9
includes taxes & fees
8.8/10 Excellent! (824 reviews)
The room was very clean. Nice amenities. The staff at the desk were very pleasant and helpful

Reviewed on Jan 17, 2026

Residence Inn by Marriott Kingston
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 ￥24,447 per night from Jan 29 to Jan 30
￥24,447
￥29,827 total
Jan 29 - Jan 30
includes taxes & fees
9/10 Wonderful! (845 reviews)
Nice place, close to ski shops and hunter mountain. Right on the main road, so a bit of traffic dirt and noise.

Reviewed on Jan 16, 2026

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 ￥25,514 per night from Feb 11 to Feb 12
￥25,514
￥28,862 total
Feb 11 - Feb 12
includes taxes & fees
9.6/10 Exceptional! (454 reviews)
Wonderful stay. Would recommend.

Reviewed on Jan 13, 2026

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
See all 2,171 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 vacation package cost?
Starting from only ￥248,675, a vacation 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 vacation 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 travelers.
How far in advance should I book my Town of Olive vacation?
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 traveling 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 organizing 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 vacation 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 vacation package?
Your situation can change unexpectedly, so yes, you can. You may be able to cancel or alter your Town of Olive vacation 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.