Olean Trips (flight + hotel)

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Top hotels in Olean

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 P9,182 per night from Jul 5 to Jul 6
P9,182
P11,058 total
Jul 5 - Jul 6
includes taxes & fees
7.2/10 Good! (1,014 reviews)
"Nice clean rooms, multiple pools very nice not crowded but no microwave or fridge in room which I thought was strange . Love the balconies and the lake view."

Reviewed on Jun 23, 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
The price is P5,684 per night from Jul 5 to Jul 6
P5,684
P6,528 total
Jul 5 - Jul 6
includes taxes & fees
6.8/10 (1,005 reviews)
"Great property, reasonable price. I like the restaurant (and the bar). Great amenities: pool, workout area, business center, meeting areas, beautiful atrium."

Reviewed on Jun 24, 2025

Capitol Plaza Hotel Jefferson City
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 P3,987 per night from Jul 10 to Jul 11
P3,987
P4,315 total
Jul 10 - Jul 11
includes taxes & fees
6.8/10 (968 reviews)
"Cool stay! Great jacuzzi. Wish there was a microwave in the rooms"

Reviewed on Jun 22, 2025

Osage Village Inn
See all 1,853 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.

Frequently asked questions

How much does an Olean vacation package cost?
You can grab a vacation package to this popular destination 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?
January, February and November are great times to look for cheap Olean vacation packages. Opting to travel in quieter months means you can typically find better prices on accommodations and flights.
How many days is enough for Olean?
With a well-organized travel plan, you can easily hit the top Olean sights in a few days. But if you want to explore off the beaten track or go on day tours, 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.
How to plan a trip to Olean?

  1. Pick your travel dates: What you want to do in Olean and your favorite season can help you decide when to get away.
  2. Set your budget: Factor in costs such as flights, meals and transportation when working out how much to put aside for your trip to Olean. Then, pick a hotel that matches your budget, whether that's a wallet-friendly option or a more luxurious getaway.
  3. Work out your trip length: Think about how much time you want to spend exploring Olean. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodations: After you've settled on your trip dates and duration, book the ideal Olean vacation package for you.

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