Town of Olive Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Town of Olive Flight & Hotel Packages

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

Night Hotel Broadway

3 out of 5
Manhattan
Save 100% on your flight
Price was S$2,193, price is now S$1,233 per person
S$1,233
per person
15 Aug - 25 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to New York (JFK)
7.4/10 Good! (3,239 reviews)
When I go to NY, always use this hotel. Always is clean, and have great attention.

Reviewed on 13 Jul, 2026

Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Save 100% on your flight
Price was S$2,743, price is now S$1,577 per person
S$1,577
per person
15 Aug - 25 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (2,013 reviews)
Location could not be better! Room was perfection and there's a great little Bakery downstairs in the lobby that turns into a bar at night! What more could you ask for?

Reviewed on 12 Jul, 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Save 100% on your flight
Price was S$2,529, price is now S$1,475 per person
S$1,475
per person
15 Aug - 25 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (7,519 reviews)
Great location!

Reviewed on 13 Jul, 2026

Holiday Inn Express New York City Times Square by IHG

Holiday Inn Express New York City Times Square by IHG

3 out of 5
Manhattan
Save 100% on your flight
Price was S$2,132, price is now S$1,297 per person
S$1,297
per person
15 Aug - 25 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to New York (JFK)
7.8/10 Good! (2,787 reviews)
Everything was great except my shower curtain rod was not level and straight, so the shower curtain didn't stay closed on either side when showering because it kept sliding to the center of the rod. At least a foot and a half on each side so hard to keep warm in the shower and hard to keep water from going everywhere. Staff was great, clean room and super comfy bed.

Reviewed on 13 Jul, 2026

The Ridge Hotel

The Ridge Hotel

3 out of 5
Manhattan
Save 100% on your flight
Price was S$2,212, price is now S$1,370 per person
S$1,370
per person
15 Aug - 25 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to New York (JFK)
8.2/10 Very good! (1,156 reviews)
Artwork on and around the building was great, perfect place for a quick weekend stay. Very close to tons of local music venues, bars, restaurants, and walking distance to much more. Any ‘downside’ - Ground floor rooms can be a bit loud at night if you aren’t used to it. I wore headphones at night and slept great!

Reviewed on 12 Jul, 2026

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
7.4/10 Good! (1,010 reviews)
"This is an aging property, poorly designed and in need of replacement, not a touch up, not a redecorating or renovation, replacement. The facility surrounds a pool that adds an uncomfortable level of humidity to the entire building. The room AC's can't keep up, particularly on hot days. The cleaning ..."

Reviewed on 8 Jul, 2026

Get rates
Best Western Plus Kingston Hotel And Conference Center
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
Fully refundableReserve now, pay when you stay
The price is S$301 per night from 29 Jul to 30 Jul
S$301
29 Jul - 30 Jul
includes taxes & fees
9/10 Wonderful! (526 reviews)
"The AC was too noisy and can’t fall asleep"

Reviewed on 8 Jul, 2026

AutoCamp Catskills
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$220 per night from 28 Jul to 29 Jul
S$220
28 Jul - 29 Jul
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Breakfast set up was very nice - needs to start at 7:00 am"

Reviewed on 11 Jul, 2026

Hunter Lodge, a Bluebird by Lark
See all 2,218 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$1,233, 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.

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. 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.