Olean Vacations from $182

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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 Mexico Hwy 54 MO

Capital O Amerihost Inn and Suites Mexico Hwy 54 MO

2.5 out of 5
Price was $223, price is now $182 per person
$182
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to Columbia (COU)
5.6/10 (364 reviews)
definitely will be staying there again. Staff friendly and amazing!

Reviewed on Sep 15, 2025

Capital O Amerihost Inn and Suites Fulton Hwy 54 MO

Capital O Amerihost Inn and Suites Fulton Hwy 54 MO

2.5 out of 5
Price was $227, price is now $187 per person
$187
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to Columbia (COU)
5.6/10 (426 reviews)
I liked the in room spa tub

Reviewed on Sep 25, 2025

Capital O Amerihost Inn and Suites Kingdom City Hwy 54 MO

Capital O Amerihost Inn and Suites Kingdom City Hwy 54 MO

2.5 out of 5
Price was $227, price is now $188 per person
$188
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to Columbia (COU)
6.8/10 (302 reviews)
Property room stains everywhere; building needs a rehab! Still has “Super 8” floor mats, property pretty dated. For one night it was fine, but we didnt even want to stay for showers.

Reviewed on Sep 13, 2025

Holiday Inn Express & Suites Kingdom City by IHG

Holiday Inn Express & Suites Kingdom City by IHG

2.5 out of 5
Price was $399, price is now $337 per person
$337
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to Columbia (COU)
9.4/10 Exceptional! (449 reviews)
I didn’t use the gym.

Reviewed on Sep 26, 2025

Budget Inn Mexico MO on US 54

Budget Inn Mexico MO on US 54

2 out of 5
Price was $227, price is now $199 per person
$199
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to Columbia (COU)
7.2/10 Good! (107 reviews)
Office Clerk was informed that none of the soap dispensers worked. The same condition existed 24 hours later. The clerk said he "forgot"

Reviewed on Sep 18, 2023

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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
$109 nightly
The price is $118 total per night from Oct 15 to Oct 16
$118 total
Oct 15 - Oct 16
Total with taxes and fees
7.2/10 Good! (1,034 reviews)
"Our stay was okay. The main lodge was lovely, the restaurants were quite good. In our room however, it was quite apparent that there were not pressure balancing valves in the shower. A number of times during my shower the water temperature would change from where I wanted it, to extremely hot or ..."

Reviewed on Sep 22, 2025

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
$102 nightly
The price is $117 total per night from Oct 18 to Oct 19
$117 total
Oct 18 - Oct 19
Total with taxes and fees
6.8/10 (1,017 reviews)
"Its a beautiful hotel, yet neglected over the year. Not as clean as hoped for, but staff was beyond complementary."

Reviewed on Sep 21, 2025

Capitol Plaza Hotel Jefferson City
Baymont by Wyndham Jefferson City

Baymont by Wyndham Jefferson City

2.5 out of 5
319 W. Miller Street, Jefferson City, MO
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $93 total per night from Oct 19 to Oct 20
$93 total
Oct 19 - Oct 20
Total with taxes and fees
8.2/10 Very Good! (1,013 reviews)
"Share a review for this property*"

Reviewed on Sep 24, 2025

Baymont by Wyndham Jefferson City
See all 1,851 properties in Olean
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.

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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 $182 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.