Town of Olive Vacation Packages

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Top Town of Olive Vacation Deals

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

NobleDEN Hotel

4 out of 5
Manhattan
Price was CA $1,933, price is now CA $1,244 per person
CA $1,244
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (1,613 reviews)
Great place to stay as you are within a short walk to everything!!! Will 100% return and stay again.

Reviewed on Jun 9, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,578, price is now CA $1,895 per person
CA $1,895
per person
Sep 3 - Sep 6
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,007 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.

Reviewed on Jun 6, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was CA $7,689, price is now CA $4,696 per person
CA $4,696
per person
Aug 14 - Aug 21
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Price was CA $2,447, price is now CA $1,499 per person
CA $1,499
per person
Jul 17 - Jul 19
found 1 hour ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (929 reviews)
The location was still good for a Saturday stay with a lower rate b/c subway stations are close by as is Pier 11 to get over to DUMBO quickly. The neighborhood wasn’t a ghost-town even a good bit after midnight. Room was clean and nice.

Reviewed on Jun 7, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $2,820, price is now CA $1,861 per person
CA $1,861
per person
Aug 9 - Aug 12
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (679 reviews)
Fantastic location, beautiful rooms, immaculate condition and the most amazing views

Reviewed on Jun 8, 2026

Town of Olive Hotel Deals

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 CA $161 per night from Jun 21 to Jun 22
CA $161
CA $180 total
Jun 21 - Jun 22
includes taxes & fees
7.4/10 Good! (1,010 reviews)
"First Lady at the desk was rude and dismissive from the start and straight up walked away without saying anything. This then turned into a 25-30 minute wait with nobody at the front desk to assist. When the lady eventually came back, she had an even crappier attitude. The second guy (Kevin) was a ..."

Reviewed on Jun 1, 2026

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 CA $188 per night from Jun 28 to Jun 29
CA $188
CA $233 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (965 reviews)
"We had a wonderful stay here. Room was very clean and the bed was comfortable. Everyone was very pleasant and helpful."

Reviewed on Jun 14, 2026

Hunter Lodge, a Bluebird by Lark
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from Jul 8 to Jul 9
CA $231
CA $314 total
Jul 8 - Jul 9
includes taxes & fees
9/10 Wonderful! (515 reviews)
"We stayed in the cabin, very spacious, clean, the bed is so comfortable. The staffs in the center are very friendly and helpful."

Reviewed on Jun 10, 2026

AutoCamp Catskills
See all 2,203 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.
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Frequently asked questions

How much does a Town of Olive vacation package cost?
Starting from only CA $1,244, 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.

Stay near popular Town of Olive attractions

Olive Free Library

After visiting Olive Free Library, make a plan to see the other sights and activities in West Shokan. Discover the mountain views while you're in the area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.