Olean Vacations from $312

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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.
Buffalo Airport Hotel
Hyatt Regency Buffalo / Hotel and Conference Center
La Quinta Inn by Wyndham Buffalo Airport
Holiday Inn Express Cheektowaga North East by IHG
Sleep Inn & Suites Buffalo Airport
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Olean Hotel Deals

Best Western Plus University Inn

Best Western Plus University Inn

2.5 out of 5
3051 W State Street Olean, Olean, NY
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $115 total per night from Sep 21 to Sep 22
$115 total
Sep 21 - Sep 22
Total includes taxes and fees
8.6/10 Excellent! (757 reviews)
"Great hotel. Everything is so close. Quiet and peaceful. Only thing is watch coming out shower can be slippery"

Reviewed on Aug 17, 2025

Best Western Plus University Inn
Microtel Inn & Suites by Wyndham Olean/Allegany

Microtel Inn & Suites by Wyndham Olean/Allegany

2 out of 5
3234 Nys Route 417, Olean, NY
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $118 total per night from Aug 24 to Aug 25
$118 total
Aug 24 - Aug 25
Total includes taxes and fees
8.6/10 Excellent! (1,007 reviews)
"@ breakfast, the staff made sure the areas was clean after every use and stocked with food and stuff… they was so kind"

Reviewed on Aug 15, 2025

Microtel Inn & Suites by Wyndham Olean/Allegany
Holiday Inn Express Olean by IHG

Holiday Inn Express Olean by IHG

2.5 out of 5
101 Main St, Olean, NY
Fully refundable
$105 nightly
The price is $124 total per night from Sep 9 to Sep 10
$124 total
Sep 9 - Sep 10
Total includes taxes and fees
8.8/10 Excellent! (702 reviews)
"Super nice staff, was easy to check in/out and never had a problem, they also have free water at the front desk so you don’t have to purchase any"

Reviewed on Aug 17, 2025

Holiday Inn Express Olean by IHG
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?
Offering great value package deals from $312 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.