Olean Vacations from $452
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The Latest Olean vacation packages
Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Fulton
$452
per person
Nov 5 - Nov 9
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Columbia (COU)
8/10 Very Good! (1,000 reviews)
Lots of mixed reviews on this property and hesitantly booked a room. We had no issues whatsoever. Room was decent. You can tell that owners have made efforts to upgrade and renovate the property.
Breakfast was decent and lots of options maybe not so much for dietary restrictions so take that into consideration if you are gluten free, vegan, etc.
It was a quick overnight trip so we did not use the pool or much other amenities but the lobby is nice with lots of seating. Would definitely stay here again if need be.
Reviewed on Aug 12, 2026
Capital O Amerihost Inn and Suites Kingdom City Hwy 54 MO
$527
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Columbia (COU)
6.6/10 (371 reviews)
Todo estaba bien sucio feo horrible estaba todo pésimo servicio la cama dura no me gustó para nada
Reviewed on Aug 10, 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
$127 nightly
$139 total
Sep 2 - Sep 3
Total with taxes and fees
7.4/10 Good! (1,294 reviews)
"Enjoyed how picked up all areas were. Amenities in room were adequate and enough and plenty of towels! The room was bigger than I thought it would be and the view spectacular! The staff was always kind and friendly no matter the ask. All had a positive attitude and were ready with whatever I needed, ..."
Reviewed on Aug 15, 2026
The Resort at Lake of the Ozarks
3080 Bagnell Dam Blvd Lake Ozark MO
Fully refundableReserve now, pay when you stay
$145 nightly
$159 total
Aug 16 - Aug 17
Total with taxes and fees
8/10 Very Good! (693 reviews)
"Rooms are old, our was equipped with a standing dehumidifier and with the air on 75 it never got cool. Ordered food at bar, received 1/2 our order went back and this time was given 2 tacos instead of 3. The bartender Bella refused to tell the 2 people at the bar who were smoking to STOP. Even when ..."
Reviewed on Aug 15, 2026
Baymont by Wyndham Jefferson City
319 W. Miller Street Jefferson City MO
Fully refundableReserve now, pay when you stay
$81 nightly
$93 total
Aug 23 - Aug 24
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 $452 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.
