Olean Vacation Packages

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Ready to book your vacation to Olean?

 

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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 $142 per night from Sep 7 to Sep 8
CA $142
CA $180 total
Sep 7 - Sep 8
includes taxes & fees
7.2/10 Good! (1,016 reviews)
Weekend getaway
"The hotel is clean, but definitely dated. Fun quarky things about it :) we enjoyed our stay. The bed was super comfy. We only were able to see 2 restaurants open… the HK one was not our favorite, it was pricey and frozen food :/ The food we had at the pool (nachos) were pretty good. HUGE portion ..."

Reviewed on Aug. 4, 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 $97 per night from Aug 11 to Aug 12
CA $97
CA $105 total
Aug 11 - Aug 12
includes taxes & fees
6.8/10 (1,007 reviews)
"It was not horrible but will say housekeeping could do a little better cleaning . I understand things can be missed sometimes . One TV didn't work very good but we had a separate room with a TV that did work better. Breakfast was horrible . They had a pancake machine but I never did find any mix ..."

Reviewed on Aug. 4, 2025

Osage Village Inn
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
The price is CA $160 per night from Aug 10 to Aug 11
CA $160
CA $202 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (507 reviews)
"Great stay"

Reviewed on Aug. 2, 2025

The Resort at Lake of the Ozarks
See all 1,824 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 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.