Olean Vacations from $337

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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

Buffalo Airport Hotel

3 out of 5
Save 100% on your flight
Price was $553, price is now $337 per person
$337
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Buffalo (BUF)
8/10 Very Good! (2,618 reviews)
Good location, easy to get too, clean, and staff fries and efficient.

Reviewed on Aug 23, 2025

La Quinta Inn by Wyndham Buffalo Airport

La Quinta Inn by Wyndham Buffalo Airport

3 out of 5
Price was $543, price is now $360 per person
$360
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Buffalo (BUF)
7.8/10 Good! (1,245 reviews)
Convenient price, friendly staff- they helped me with all questions I had. Convenient airport shuttle. Quiet neighborhood. Good breakfast. Recommended if you are traveling in a budget.

Reviewed on Aug 23, 2025

Hyatt Regency Buffalo / Hotel and Conference Center

Hyatt Regency Buffalo / Hotel and Conference Center

3.5 out of 5
Downtown Buffalo
Save 100% on your flight
Price was $512, price is now $345 per person
$345
per person
Oct 24 - Oct 26
found 2 days ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Buffalo (BUF)
8/10 Very Good! (1,501 reviews)
Clean hotel, friendly and helpful staff. I would stay here again.

Reviewed on Aug 24, 2025

Seneca Niagara Resort & Casino

Seneca Niagara Resort & Casino

4 out of 5
Downtown Niagara Falls
Save 100% on your flight
Price was $721, price is now $498 per person
$498
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Buffalo (BUF)
8.6/10 Excellent! (3,539 reviews)
Loved this property! Highly recommend

Reviewed on Aug 23, 2025

THE 1023 With Private Yard & Parking, Near Falls & Casino by Niagara Hospitality

THE 1023 With Private Yard & Parking, Near Falls & Casino by Niagara Hospitality

3.5 out of 5
Save 100% on your flight
Price was $833, price is now $585 per person
$585
per person
Nov 6 - Nov 9
found 8 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Buffalo (BUF)
7.6/10 Good! (11 reviews)
The property was awesome and Ally was very accommodating, professional and friendly. She was able to accommodate a freezer that stopped working in less than an hour! Will definitely stay here again!!

Reviewed on Jun 20, 2025

Don't see what you're looking for?
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Discover the most popular places to visit in Olean

Gargoyle Park

3/5(5 reviews)

Explore the great outdoors at Gargoyle Park, a lovely green space in Olean. Visit the area's shops, or simply enjoy its restaurants.

Gargoyle Park

Cutco-Ka-Bar Visitors Center

5/5(4 reviews)

After visiting Cutco-Ka-Bar Visitors Center, make a plan to see the other sights and activities in Olean. While in this family-friendly area, you can enjoy the restaurants.

Cutco-Ka-Bar Visitors Center

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 with taxes and fees
8.6/10 Excellent! (759 reviews)
"The male employee who checked me out in the morning was as friendly as a rattle snake!!!!!!!"

Reviewed on Aug 22, 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 26 to Aug 27
$118 total
Aug 26 - Aug 27
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
"Lovely room lots of space clean and comfortable"

Reviewed on Aug 22, 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 with taxes and fees
8.8/10 Excellent! (703 reviews)
Very comfortable stay
"My room was beautiful, roomy and comfortable. It was convenient to have a warm breakfast every day and a cheerful lady working on it. The front desk staff was very friendly and helpful."

Reviewed on Aug 21, 2025

Holiday Inn Express Olean by IHG
See all 553 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?
Offering great value package deals from $337 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.