Town of Olive Holidays

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    Better together
    Save up to €185 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Town of Olive

Price found within the past 48 hours. Click for updated prices.
Pestana Park Avenue

Pestana Park Avenue

4 out of 5
Manhattan
Save 100% on your flight
per person
7 Aug - 14 Aug
found 17 hours ago
Return flight included
Shannon (SNN) to New York (JFK)
9.2/10 Wonderful! (660 reviews)
Got the balcony suite. Was definitely worth it.

Reviewed on 21 Jun 2025

The Gardens Sonesta ES Suites New York

The Gardens Sonesta ES Suites New York

3 out of 5
Manhattan
Save 100% on your flight
per person
7 Aug - 14 Aug
found 17 hours ago
Return flight included
Shannon (SNN) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
Rooms can smell funny like smoke

Reviewed on 25 Jun 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
per person
5 Sept - 11 Sept
found 6 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
It was nice but certainly not extraordinary. It was also outlandishly expensive. However the staff was outstanding.

Reviewed on 24 Jun 2025

The Sherry Netherland

The Sherry Netherland

4.5 out of 5
Manhattan
Save 100% on your flight
per person
7 Aug - 14 Aug
found 17 hours ago
Return flight included
Shannon (SNN) to New York (JFK)
9.6/10 Exceptional! (577 reviews)
Beautiful Art deco hotel that is close to all attractions and subway. Spacious rooms that are luxuriously decorated.

Reviewed on 28 Apr 2025

Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
per person
5 Sept - 11 Sept
found 6 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8.6/10 Excellent! (1,518 reviews)
Hospitable! Love this hotel!

Reviewed on 23 Jun 2025

Top hotels in Town of Olive

Beekman Arms Hotel
Beekman Arms Hotel
3.5 out of 5
6387 MILL ST, Rhinebeck, NY
8.2/10 Very Good! (720 reviews)
"Nice old inn and good breakfast"

Reviewed on 19 Jun 2025

Get rates
Beekman Arms Hotel
Quality Inn Hyde Park Poughkeepsie North
Quality Inn Hyde Park Poughkeepsie North
2.5 out of 5
4142 Albany Post Rd, Hyde Park, NY
Fully refundableReserve now, pay when you stay
The price is €86 per night from 6 Jul to 7 Jul
€86
6 Jul - 7 Jul
includes taxes & fees
7.8/10 Good! (1,013 reviews)
"The property is in the perfect location for visiting the FDR Presidential Library, The Culinary Institute and Vanderbilt Mansion."

Reviewed on 27 Jun 2025

Quality Inn Hyde Park Poughkeepsie North
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3 out of 5
25 OLD VINEYARD PLACE, Hyde Park, NY
Fully refundableReserve now, pay when you stay
The price is €155 per night from 20 Jul to 21 Jul
€155
20 Jul - 21 Jul
includes taxes & fees
9.6/10 Exceptional! (339 reviews)
"High end property with wonderful breakfast, comfortable rooms, friendly staff. Only thing missing is a pool."

Reviewed on 23 Jun 2025

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
See all 2,112 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 €1,015, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.