$48 Cheap flights to Town of Olive

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap flights to Town of Olive from $48 One Way, $100 Round Trip

$100 return flights and $48 one-way flights to Town of Olive were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
MCONewburghOctober 18 to October 24$190
RSWNewburghOctober 17 to October 24$222
TPANewburghOctober 17 to October 28$279
FLLNewburghOctober 18 to October 29$279
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Town of Olive Accommodation Deals

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $191 total per night from Nov 9 to Nov 10
$191 total
Nov 9 - Nov 10
Total with taxes and fees
Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,010 reviews)
"This was my first time at this property. My room was not in the Beekman Arms but in its sister property a few blocks away. The room was large and nicely decorated, it was very clean and the bed was comfortable. The bathroom was very nice and soap, shampoo and towels were supplied in abundance. Breakfast ..."

Reviewed on Oct 10, 2026

Opens in a new windowBeekman Arms and Delamater Inn
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
$147 nightly
The price is $158 total per night from Nov 8 to Nov 9
$158 total
Nov 8 - Nov 9
Total with taxes and fees
Stay at this hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9.2/10 Wonderful! (1,001 reviews)
"Always a nice stay."

Reviewed on Oct 8, 2026

Opens in a new windowHunter Lodge, a Bluebird by Lark
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

3 out of 5
500 Frank Sottile Blvd Kingston NY
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $142 total per night from Oct 25 to Oct 26
$142 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Opens in a new windowCourtyard by Marriott Kingston
Save an average of 15% on thousands of hotels when you're signed in
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

2.5 out of 5
4 South Putt Corners Road New Paltz NY
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $146 total per night from Nov 9 to Nov 10
$146 total
Nov 9 - Nov 10
Total with taxes and fees
Book a stay at this business-friendly hotel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
Opens in a new windowHampton Inn by Hilton New Paltz
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.

Need a Car For After Your Flight?

Lowest prices found within the past 20 hours. Prices and availability subject to change. Additional terms may apply.

Town of Olive

Why search for low cost fares on your flights to Town of Olive when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Town of Olive

Orbitz offers massive discounts and substantial last-minute savings on your Town of Olive flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

Cutting-Edge Mobile Tools to Keep You In The Know

Orbitz sends you free alerts and updates on your Town of Olive flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Town of Olive. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Town of Olive but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

Frequently asked questions

How much is a flight to Town of Olive?
Last week, prices ranged between $100 and $279 for a round-trip flight to Town of Olive. One-way fares departing from Fort Lauderdale (FLL) dropped to a low $48.
How to book the cheapest flight to Town of Olive?
With some of the most competitive flight deals around, you can jet for less with Orbitz. The following tips and hints will help you score cheap flights to Town of Olive — and leave you with cash to spare:

  • Depending on where you're taking off from, select the 'Nearby airports' function (located under the departure and arrival form fields). In some instances, other departure points offer more value for money.
  • If your travel plans aren't set in stone, click on the 'Show flexible dates' option to browse flight deals for alternative departure dates. You may find an even better fare.
  • You can also select the 'Show options' link to filter results for your preferred carrier, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you want to fly.
  • If you know your travel dates, get booking. Ticket prices usually climb as the departure date nears.
  • Consider bundling your hotels, flights and car rental into a package with Orbitz to save cash.
  • If possible, don't travel in the busy season. Airfares often hit their highest during school breaks, summer and other vacation periods like Thanksgiving and Christmas.

What is the best time to book a flight to Town of Olive?
Purchase your flights to Town of Olive in January. This is the best month for bargain fares, followed by February and August. Snap up cheap flights and make your dream vacation a reality with Orbitz.
What day of the week is the cheapest to book a flight to Town of Olive?
When it comes to cheap fares to Town of Olive, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. A fabulous flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Town of Olive?
If you're after cheap flights to Town of Olive, leave at the start of the week. Orbitz data from 2020 shows Monday is the most affordable day to set off, followed by Tuesday. Saturday has the most expensive fares, so avoid flying on this day and do your bank account a favor.
What is the cheapest month to fly to Town of Olive?
To pick up cheap flights to Town of Olive, you should pack your suitcase and take off in August. Orbitz data has found that this is generally a great month to save a bundle on your airfare. If you're hoping to jet to Town of Olive during June, it's worth remembering that this is the least affordable time of year to travel.
Which airlines allow free cancellation?
Life changes, and we believe your ticket should be able to do the same. That's why Orbitz makes it a cinch to search for fares with free cancellation and no change fees. Just enter your travel details and then choose "Filter by flexible change policies." How's that for easy?
What do I need for the flight to Town of Olive?
From onboard activities to travel basics like a pillow, there are some things a frequent flyer won't leave home without. To ensure you're all set for your adventure, have a read through this handy list:

  • Ensure that you have your travel paperwork and some identification. For international journeys, you'll require your passport. When you book your tickets, always use the same name, birth date and gender as written on your government-issued ID.
  • A properly packed carry-on bag is just the ticket for a great flight experience. Given your flight to Town of Olive is no short hop, take a few snacks and activities to keep you happy. A book, magazine or e-reader will help the hours pass.
  • Plane cabins often get chilly. Even if you're traveling during the height of summer, make sure you take a sweater on board just in case.

How do I get cheap first-class/business deals to Town of Olive?
If you think a first or business-class ticket is out of your price range, think again. Here are just a few tips to help you find a premium flight to Town of Olive for a whole lot less:

  • Be more flexible with your travel dates and hold out for deals on business or first-class airfares.
  • Look for a low-cost airline that offers seats in business class. They often come with more legroom and a glass of bubbly — but without the high price.
  • Bid for an upgrade in online auctions or upgrade your seat with points earned through loyalty programs.

What is the best time to go to Town of Olive?
Town of Olive is a fantastic getaway destination year-round, but the most popular months are April, August and November. If you're into warmer weather, consider heading there during the summer. Like most destinations in the Northern Hemisphere, the summer season commences June 20. Temperatures usually range between 55 ºF and 80 ºF during the day.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.