Olean Vacations from $299
Book a Hotel + Flight or Car together to unlock savings
Your Olean Vacation
Choose a Olean vacation package and you can focus on what matters — having some fun. This means no more stressful planning, just more time to experience the best parts of this awesome city, such as its lush beauty and rich history. St. Bonaventure University, Rock City Park and Cutco-Ka-Bar Visitors Center are just some of the sights you'll want to see during your trip to Olean. Don't delay your visit to this city any longer. Your ultimate Olean vacation is just a few clicks away with Expedia.
The Latest Olean vacation packages
Price found within the past 48 hours. Click for updated prices.
Stay near popular Olean attractions
Gargoyle Park
7.8/10 (22 reviews)
Gargoyle Park offers Olean's first disc golf course alongside scenic Allegheny River Valley Trail access. Enjoy outdoor recreation or reserve the pavilion with gas stoves for family gatherings and summer festivals.
Cutco-Ka-Bar Visitors Center
8.6/10 (17 reviews)
Discover the craftsmanship behind America's iconic knives at this free museum showcasing Cutco and KA-BAR's heritage. Bring your Cutco knives for complimentary factory sharpening while exploring historical displays.
Olean Hotel Deals
Microtel Inn & Suites by Wyndham Olean/Allegany
3234 Nys Route 417 Olean NY
Fully refundableReserve now, pay when you stay
$101 nightly
$114 total
Oct 14 - Oct 15
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
"Would not stay there again. Room smelled, bathroom drain was clogged, staff was not personable at all."
Reviewed on Sep 29, 2026
Best Western Plus University Inn
3051 W State Street Olean Olean NY
Fully refundableReserve now, pay when you stay
$106 nightly
$120 total
Oct 4 - Oct 5
Total with taxes and fees
8.6/10 Excellent! (897 reviews)
"This was a one night stop on the way to our nieces wedding. We had a good breakfast and the pool was nice to let the kids swim. They were on the process of doing some up dates when we were there. Safe area."
Reviewed on Sep 27, 2026
Holiday Inn Express Olean by IHG
101 Main St Olean NY
Fully refundable
$114 nightly
$135 total
Oct 15 - Oct 16
Total with taxes and fees
8.8/10 Excellent! (783 reviews)
"Fairly clean. However,there were spider webs between the wall and air conditioner. NIce breakfast bagels, muffins etc."
Reviewed on Sep 29, 2026
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 |
Closest Airport | Bradford Regional Airport (BFD) |
Population | 13,900 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | St. Bonaventure University, Rock City Park and Gargoyle Park |
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Frequently asked questions
How much does an Olean vacation package cost?
Offering great value package deals from $299 on Expedia, you'll be thrilled with how little a vacation to Olean costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Olean?
July, November and December are the best times to look for cheap Olean vacation packages. Traveling in quieter periods means you can generally find reduced prices on hotels and flights.
How many days is enough for Olean?
Generally, a handful of days is enough to go to the major attractions during your Olean vacation. But if you'd like to have more time to kick back or take day trips, consider extending your itinerary.
How to find the best Olean package deals?
Use Expedia's handy filters to find some terrific Olean package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Olean package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book an Olean vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging stays and flights individually. Better still, you can customize your Olean escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Olean?
If you have your Olean vacation dates confirmed, book early to grab some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Olean vacation packages?
If you're like us, you love going away but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Olean trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.