Olean Vacations from $381
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The Latest Olean vacation packages
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Lake of the Ozarks
$381
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Columbia (COU)
7.8/10 Good! (775 reviews)
They ran out of a lot of breakfast food and it was going to take awhile to get more. Not sure if they cook it offsite or what.
Reviewed on Sep 28, 2026
Olean Hotel Deals
Lodge Of Four Seasons Golf Resort, Marina & Spa
315 Four Seasons Dr. Lake Ozark MO
Fully refundableReserve now, pay when you stay
$114 nightly
$125 total
Oct 26 - Oct 27
Total with taxes and fees
7.4/10 Good! (1,341 reviews)
"it was good place to stay some things needed to o be wasupgraded but the hey staff was great and the crowd was amazing"
Reviewed on Sep 29, 2026
Alhonna Resort LLC
677 Outer Dr Lake Ozark MO
Fully refundableReserve now, pay when you stay
$120 nightly
$128 total
Oct 5 - Oct 6
Total with taxes and fees
8.8/10 Excellent! (363 reviews)
"The room was cute and clean. The bed itself was comfortable, the pillows were not so much. For me anyway. The headboard was also very loose/flimsy and made noise with every movement, and also kept hitting the wall to the adjacent room. As a solo traveler I felt very safe and comfortable on the property ..."
Reviewed on Sep 29, 2026
Baymont by Wyndham Jefferson City
319 W. Miller Street Jefferson City MO
Fully refundableReserve now, pay when you stay
$89 nightly
$103 total
Oct 18 - Oct 19
Total with taxes and fees
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.
Find the Best Olean Vacation Packages
Olean Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
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Frequently asked questions
How much does an Olean vacation package cost?
You can grab a vacation package to this popular destination from $381 on Expedia. However, how much your vacation to Olean costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Olean?
You can typically find lower rates and better availability in November, December and January. Browse our cheap Olean vacation packages and you could get some great off-season deals.
How many days is enough for Olean?
With a well-planned itinerary, you can easily hit the top Olean sights in a handful of days. But if you want to explore off the beaten track or take day trips, think about booking your Olean vacation for longer.
How to find the best Olean package deals?
Begin your search for an Olean package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Olean package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Olean escape off to a flying start.
Is it cheaper to book an Olean vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels separately. Better still, you can tailor your Olean trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Olean?
Enjoy incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Olean trip.
Does Expedia offer Book Now, Pay Later Olean vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Olean vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.