Town of Olive Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Save up to £750 when you book a flight and hotel together*

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

  • Rest easy

    Packages with flights are ATOL protected

Your Town of Olive Holiday

Leave all the planning up to us with a Town of Olive holiday package. With everything arranged before you leave, the only thing you'll need to do is relax and experience this destination's culture and beauty. With so much to see and do on a trip to Town of Olive, it can be difficult to know where to begin. Kick off your travels in West Shokan at Catskill Mountains and Giant Ledge Trailhead — two popular attractions here. Another great city to add to your itinerary is Olivebridge. Be sure not to miss Woodstock Public Library and Woodstock Golf Club. Expedia has hotels, flights and whatever else you need to help you create your very own tailored Town of Olive holiday today.

Top Town of Olive Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn New York/Manhattan-Midtown East

Hilton Garden Inn New York/Manhattan-Midtown East

3.5 out of 5
Manhattan
Save 100% on your flight
Price was £2,476, price is now £1,372 per person
£1,372
per person
9 Sept - 17 Sept
found 1 day ago
Return direct flight included
London (LGW) to New York (JFK)
7.8/10 Good! (1,738 reviews)
Su ubicación es buena aun que la entrada muy descuidada, asi como los pasillos del hotel, sin embargo las habitaciones muy cómodas.

Reviewed on 7 Jul 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was £2,869, price is now £1,564 per person
£1,564
per person
9 Sept - 17 Sept
found 1 day ago
Return direct flight included
London (LGW) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,652 reviews)
great location. clean room. If there's a microwave it would be even better

Reviewed on 8 Jul 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was £2,901, price is now £1,583 per person
£1,583
per person
9 Sept - 17 Sept
found 1 day ago
Return direct flight included
London (LGW) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,130 reviews)
Good times!

Reviewed on 8 Jul 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was £2,557, price is now £1,436 per person
£1,436
per person
9 Sept - 17 Sept
found 1 day ago
Return direct flight included
London (LGW) to New York (JFK)
9.6/10 Exceptional! (1,617 reviews)
The staff is super friendly and accommodating. The hotel is located right in front of the famous L’industrie Pizza and down the street is Little Italy with many great restaurants. There famous caffe Paradiso is only a 7 min walk and a 5 min walk to Leons bagels! The hotel provided a free water dispenser down in their lobby as well as free coffee and teas. They also provide free yummy croissants in the mornings. I would definitely stay here again.

Reviewed on 6 Jul 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was £5,404, price is now £3,084 per person
£3,084
per person
12 Aug - 20 Aug
found 1 day ago
Return direct flight included
London (LON) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!

Reviewed on 5 Jul 2026

Town of Olive Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)

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! (1,004 reviews)
"This hotel is in bad shape and dirty. Room was dirty, coffee maker was dirty and supplies incomplete, no towels were in the room and the comforter on the bed was horrible. Staff was not able to handle the complaints and it seemed that they were short staffed and unable to handle the customers or ..."

Reviewed on 6 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 £174 per night from 29 Jul to 30 Jul
£174
29 Jul - 30 Jul
includes taxes & fees
9/10 Wonderful! (525 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
The price is £129 per night from 19 Jul to 20 Jul
£129
19 Jul - 20 Jul
includes taxes & fees
9.2/10 Wonderful! (996 reviews)
"It was just creepy."

Reviewed on 7 Jul 2026

Hunter Lodge, a Bluebird by Lark
See all 2,208 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Town of Olive travel package cost?
Starting from only £1,372, a travel package is your gateway to cheaper travel. Customize your Town of Olive trip by picking from our wide range of airfares, hotels and rental cars.
If I'm not able to travel, can I cancel my Town of Olive travel package?
Whether it's your hotel, flight or rental car, yes, you can cancel or amend it. Locked in your Town of Olive travel package in the last 24 hours? You may be able to make any changes for free. For older bookings, you may be charged a fee by your hotel, airline or car rental company. For more information, look up our Customer Service Portal. We're here to help you each step of the way.
How do I get a cheap travel package to Town of Olive?
It's easy. Just bundle everything together. Hotels, rental cars and flights — combine whatever you need into a Town of Olive travel package to save a pile of cash. Score even better deals when you add extras such as sightseeing tours to your booking. But that's not the only impressive part. You have the flexibility to customize your trip your own way. We offer more than 550 airlines and 1,000,000 hotel options worldwide, so that everyone has an opportunity to travel and live out those holiday dreams.
Does Expedia offer Book Now, Pay Later Town of Olive holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has come up with a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a fabulous getaway without draining your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that suit all budgets, so you can lock in that well-earned holiday sooner.
  • Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then go for this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan with Klarna.

What are the top hotels in Town of Olive?
Best Western Plus Kingston Hotel And Conference Centre and Howard Johnson by Wyndham Saugerties are a couple of the most popular properties in Town of Olive. Why not check out the facilities and amenities at each and then make a decision?
How far in advance should I book my Town of Olive holiday?
It can be hard to know exactly when is the ideal time to book your Town of Olive holiday. But usually the earlier you book, the more affordable the prices. Sometimes, you can book your flights and hotels up to 12 months before your departure date. If you're eager to escape on a last-minute getaway, no need to fret! There are terrific deals popping up on Expedia every day.
What does an Expedia Town of Olive travel package include?
With Expedia, you can choose any combination of hotels, car rentals and flights to build your perfect Town of Olive package. Once you've made your booking, you can add on the fun stuff like tours and activities. Don't forget, the more you bundle, the more you'll save!
What should I know before booking a Town of Olive travel package?
You can save a tidy sum by bundling your flights, hotels and rental cars. Once you've created your package, add on fun stuff like tours and activities. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Town of Olive Expedia travel package?
You can, and with over 550 airlines to select from all over the world, you're not short on choice. Look through the available options and find out which airline suits your budget and needs.

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. Flight-inclusive packages are ATOL protected.