Olean Vacation Packages

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Top Olean Vacation Deals

Price found within the past 48 hours. Click for updated prices.
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
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Columbia (COU)
7/10 Good! (288 reviews)
Hair on the walls in the bathroom. Only had a third floor room available

Reviewed on Jun. 22, 2025

Baymont by Wyndham Kingdom City

Baymont by Wyndham Kingdom City

2 out of 5
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Columbia (COU)
8/10 Very Good! (55 reviews)
Breakfast not available due to renovations but the staff was very accommodating and offered to warm up some food for us

Reviewed on Jul. 18, 2025

Days Inn by Wyndham Kingdom City

Days Inn by Wyndham Kingdom City

2 out of 5
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Columbia (COU)
6.8/10 (433 reviews)
What I would suggest to the property owners is to remove the old spiral fluorescent bulbs in the lamps and replace them with LED bulbs that provide better illumination and are safer. Other than that I enjoy staying there when I’m in Kingdom City.

Reviewed on Jul. 22, 2025

Baymont by Wyndham Fulton

Baymont by Wyndham Fulton

2.5 out of 5
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Columbia (COU)
8.2/10 Very Good! (894 reviews)
Liked it was clean, and great AC on a really hot day.

Reviewed on Jul. 9, 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
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Columbia (COU)
5.6/10 (408 reviews)
Clean and fun! Nice staff

Reviewed on May 1, 2025

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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
The price is CA $178 per night from Aug 17 to Aug 18
CA $178
CA $219 total
Aug 17 - Aug 18
includes taxes & fees
7.2/10 Good! (1,014 reviews)
I’d visit again
"Met up with a friend for a 3 day weekend. We spent our time at the adult pool chilling. I liked the retro vibe of the lodge. Our room was fine for what we needed. Wasn’t excited about the on site food options, so we did head to town for two dinners. Had a LOVELY time at the spa. Even though a few ..."

Reviewed on Jul. 20, 2025

Lodge Of Four Seasons Golf Resort, Marina & Spa
Osage Village Inn

Osage Village Inn

2.5 out of 5
4616 Osage Beach Parkway, Osage Beach, MO
Fully refundableReserve now, pay when you stay
The price is CA $96 per night from Jul 28 to Jul 29
CA $96
CA $104 total
Jul 28 - Jul 29
includes taxes & fees
6.8/10 (1,011 reviews)
"I would stay again."

Reviewed on Jul. 20, 2025

Osage Village Inn
Days Inn by Wyndham Osage Beach Lake of the Ozarks

Days Inn by Wyndham Osage Beach Lake of the Ozarks

2 out of 5
4755 Osage Beach Parkway, Osage Beach, MO
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Aug 11 to Aug 12
CA $114
CA $124 total
Aug 11 - Aug 12
includes taxes & fees
7/10 Good! (1,004 reviews)
"Everyone was kind, the place was clean and quiet"

Reviewed on Jul. 21, 2025

Days Inn by Wyndham Osage Beach Lake of the Ozarks
See all 1,850 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 pick up a vacation package to this top destination from CA $811 on Expedia. But how much your vacation to Olean costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Olean?
If you'd like to book a cheap Olean vacation package, consider planning a trip in January, February and November. You're likely to find lower rates on airfares and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Olean?
Usually, a handful of days is enough to explore the major attractions during your Olean vacation. However, if you'd like to have time to rest or go on day tours, consider extending your trip.
How to find the best Olean package deals?
Bagging a cheap Olean package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Olean package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book an Olean vacation as a package?
You can enjoy significant savings on your next Olean getaway by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Olean?
If you have your Olean travel dates locked in, book as soon as you can to bag some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Olean?

  1. Choose when to go: Check your calendar and get your bags packed. Your preferred time of year and the available activities will also help you decide when to visit Olean.
  2. Budget wisely: In addition to the price of your accommodations, you should factor in other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Olean.
  3. Work out your trip length: Think about how much time you'd like to spend exploring Olean. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized Olean vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.