Olean Vacations from $423

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The Latest Olean vacation packages

Price found within the past 48 hours. Click for updated prices.
Capital O Amerihost Inn and Suites Fulton Hwy 54 MO
Holiday Inn Express & Suites Kingdom City by IHG
Capital O Amerihost Inn and Suites Kingdom City Hwy 54 MO
Capital O Amerihost Inn and Suites Mexico Hwy 54 MO
Quality Inn Kingdom City I-70
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Olean Hotel Deals

Lodge Of Four Seasons Golf Resort, Marina & Spa

Lodge Of Four Seasons Golf Resort, Marina & Spa

4 out of 5
315 Four Seasons Dr. Lake Ozark MO
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $157 total per night from May 31 to Jun 1
$157 total
May 31 - Jun 1
Total with taxes and fees
7.4/10 Good! (1,120 reviews)
At the hotel. Everything was amazing. The downside of it was Expedia Bad customer service. Bad understanding and communication. Unuseful staff not booking through Expedia ever again.

Reviewed on May 11, 2026

Lodge Of Four Seasons Golf Resort, Marina & Spa
Capitol Plaza Hotel Jefferson City

Capitol Plaza Hotel Jefferson City

3.5 out of 5
Jefferson City 415 W. McCarty St Jefferson City MO
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $97 total per night from May 17 to May 18
$97 total
May 17 - May 18
Total with taxes and fees
7/10 Good! (1,015 reviews)
It was ok the elevator wasn’t working I my wife was handicap going down them stairs was kind bad

Reviewed on May 12, 2026

Capitol Plaza Hotel Jefferson City
The Resort at Lake of the Ozarks

The Resort at Lake of the Ozarks

3 out of 5
3080 Bagnell Dam Blvd Lake Ozark MO
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $148 total per night from May 25 to May 26
$148 total
May 25 - May 26
Total with taxes and fees
8/10 Very Good! (606 reviews)
The heater and phone wasn’t working correctly so we changed rooms. In my opinion the staff should have brought me keys to the new room and offered to help change rooms. I was asked to come get them. The new room the TV wasn’t working and the hostess came to trouble shoot to get it successfully working. ...

Reviewed on May 9, 2026

The Resort at Lake of the Ozarks
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 $423 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.