Town of Olive Holidays

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    Save up to £335 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

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    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.
OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was £1,506, price is now £1,005 per person
£1,005
per person
19 May - 24 May
found 10 hours ago
Return flight included
Edinburgh (EDI) to Newark Liberty Intl. Airport (EWR)
7/10 Good! (1,782 reviews)
Location is great here. Rooms do not give that clean look I’m use to seeing in hotels. Doors in my room were dirty. Nothing a quick wipe down at cleaning couldn’t help. Carpet looked filthy was not comfortable without my shoes. Showers could have used a good scrub down. Water would back up in shower as well. Staff was excellent, friendly and helpful.

Reviewed on 2 Apr 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was £2,697, price is now £1,717 per person
£1,717
per person
16 May - 20 May
found 1 day ago
Return flight included
Edinburgh (EDI) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
You book this hotel for the location. Amenities, service are ok. People are friendly and willing to help but some thing are just the way they are. AC don’t work all the time, when it did it produced a high pitched noise, there was this flashing light right above the bed that was seemingly random in its blinking pattern sometimes really bright other times not noticeable. Our first room had a view of construction equipment, second room on floor 10 was a lot better. TV stopped working after first night, two asks to fix nothing changed. It was really nice to be able to drink from the taps in the bathroom.

Reviewed on 31 Mar 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was £3,021, price is now £1,942 per person
£1,942
per person
25 Jun - 30 Jun
found 3 hours ago
Return flight included
Edinburgh (EDI) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,002 reviews)
Great location nice room and bar/restaurant

Reviewed on 28 Mar 2026

The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was £1,939, price is now £1,305 per person
£1,305
per person
8 May - 14 May
found 8 hours ago
Return flight included
Edinburgh (EDI) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,386 reviews)
Lovely clean huge room. Housekeeping very attentive.

Reviewed on 3 Apr 2026

Park Central Hotel New York

Park Central Hotel New York

4 out of 5
Manhattan
Save 100% on your flight
Price was £2,028, price is now £1,384 per person
£1,384
per person
23 May - 30 May
found 1 day ago
Return direct flight included
London (LGW) to Newark Liberty Intl. Airport (EWR)
7.6/10 Good! (4,012 reviews)
Ideal location! Nice room sizes by NYC standards. Staff was so helpful and friendly. We loved our stay here.

Reviewed on 2 Apr 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
Fully refundableReserve now, pay when you stay
The price is £88 per night from 26 Apr to 27 Apr
£88
26 Apr - 27 Apr
includes taxes & fees
7.6/10 Good! (1,000 reviews)
Did not have breakfast. Special shoutout to James D. for his service, hospitality, guidance, friendliness and making our stay a wonderful one.

Reviewed on 1 Apr 2026

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 £153 per night from 26 Apr to 27 Apr
£153
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (474 reviews)
What a fun stay. Super clean Air Stream and Rec area. Staff was really friendly and hospitable. Nice walking trail surrounds the property. Quiet while we were there (off season).

Reviewed on 2 Apr 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 £127 per night from 16 Apr to 17 Apr
£127
16 Apr - 17 Apr
includes taxes & fees
9.2/10 Wonderful! (902 reviews)
Really nice lodge. Breakfast was a little skimpy but everything else was good.

Reviewed on 5 Apr 2026

Hunter Lodge, a Bluebird by Lark
See all 2,174 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 £1,005, 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.

* 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.