Town of Olive Vacations & Trips from ￥290,289

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The Latest Town of Olive Vacation Packages

Price found within the past 48 hours. Click for updated prices.
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was ￥503,736, price is now ￥290,289 per person
￥290,289
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9.8/10 Exceptional! (1,293 reviews)
Great people, great place, rooms are spot on and Rooftop is worth every penny

Reviewed on Aug 26, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was ￥781,412, price is now ￥386,883 per person
￥386,883
per person
Oct 8 - Oct 13
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.

Reviewed on Aug 21, 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥633,630, price is now ￥368,709 per person
￥368,709
per person
Oct 8 - Oct 13
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.2/10 Wonderful! (1,001 reviews)
Exceedingly above my expectations

Reviewed on Jul 31, 2025

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was ￥604,705, price is now ￥353,254 per person
￥353,254
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (1,589 reviews)
Dated rooms at a historic property. Know that before booking and you will enjoy.

Reviewed on Aug 27, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was ￥527,927, price is now ￥319,076 per person
￥319,076
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.2/10 Wonderful! (3,348 reviews)
It was a very smooth experience. Checkin and checkout. Very good grab and go options luggage storage service helped us a lot. The staff were very helpful and accommodating. They were also open for a last minute change to reservation. The rooms are very good and pretty new. Spacious for where we are talking about.

Reviewed on Aug 26, 2025

Town of Olive Hotel Deals

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 ￥15,459 per night from Sep 4 to Sep 5
￥15,459
￥17,313 total
Sep 4 - Sep 5
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Front desk was a pleasure to deal with. Smooth and easy check in. Rooms were clean and access to the parking lot was great. All around great experience. We will definitely be back."

Reviewed on Aug 25, 2025

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

Wildflower Farms, Auberge Resorts Collection

5 out of 5
2702 Main St, Gardiner, NY
The price is ￥142,732 per night from Sep 23 to Sep 24
￥142,732
￥166,221 total
Sep 23 - Sep 24
includes taxes & fees
9.4/10 Exceptional! (52 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 May 15, 2025

Wildflower Farms, Auberge Resorts Collection
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 ￥20,606 per night from Sep 4 to Sep 5
￥20,606
￥23,081 total
Sep 4 - Sep 5
includes taxes & fees
7.8/10 Good! (1,010 reviews)
"Great hotel, with friendly staff. Great amenities and close to major highway."

Reviewed on Aug 21, 2025

Best Western Plus Kingston Hotel And Conference Center
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 vacation package cost?
Starting from only ￥290,289, 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.