Olean Vacations from $249

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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.
La Quinta Inn by Wyndham Buffalo Airport

La Quinta Inn by Wyndham Buffalo Airport

3 out of 5
per person
Oct 27 - Oct 30
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Buffalo (BUF)
7.8/10 Good! (1,245 reviews)
Clean room, comfortable bed Paint on bathroom ceiling peeling a little but,not abig deal

Reviewed on Aug 10, 2025

Buffalo Airport Hotel

Buffalo Airport Hotel

3 out of 5
per person
Oct 27 - Oct 30
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Buffalo (BUF)
8/10 Very Good! (2,594 reviews)
Facility was deceiving. Room was good

Reviewed on Aug 14, 2025

Hyatt Regency Buffalo / Hotel and Conference Center

Hyatt Regency Buffalo / Hotel and Conference Center

3.5 out of 5
Downtown Buffalo
per person
Oct 27 - Oct 30
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Buffalo (BUF)
8/10 Very Good! (1,453 reviews)
A bit dated. Not much around . Bed was okay

Reviewed on Aug 14, 2025

The Maid of the Mist Villa-Yard &Parking

The Maid of the Mist Villa-Yard &Parking

3 out of 5
Save 100% on your flight
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
New York (LGA) to Buffalo (BUF)
8/10 Very Good! (4 reviews)
The place was very good. This was the first time traveling to Niagara Falls and it was fun and enjoyable in this house. I really recommend this place if you are planning to travel to Niagara Falls.

Reviewed on Jul 28, 2021

Holiday Inn Express Grand Island - Niagara Falls by IHG

Holiday Inn Express Grand Island - Niagara Falls by IHG

2.5 out of 5
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Buffalo (BUF)
8.8/10 Excellent! (1,327 reviews)
The entire staff was awesome, specially Jamal, very nice and welcoming. Breakfast was execellent. Breakfast staff was very nice also.Our Kids enjoyed the pool!

Reviewed on Aug 14, 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
$106 nightly
The price is $120 total per night from Aug 27 to Aug 28
$120 total
Aug 27 - Aug 28
Total includes taxes and fees
8.6/10 Excellent! (755 reviews)
"Great"

Reviewed on Aug 8, 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 18 to Aug 19
$118 total
Aug 18 - Aug 19
Total includes taxes and fees
8.6/10 Excellent! (1,001 reviews)
"This place was great. The rooms were very comfortable and clean, the rates were good and the location is excellent."

Reviewed on Aug 9, 2025

Microtel Inn & Suites by Wyndham Olean/Allegany
Hampton Inn & Suites Olean

Hampton Inn & Suites Olean

2.5 out of 5
110 Jack Murphy Boulevard, Olean, NY
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $138 total per night from Sep 7 to Sep 8
$138 total
Sep 7 - Sep 8
Total includes taxes and fees
9.4/10 Exceptional! (272 reviews)
Dog lovers work here
"I appreciated staff being so pet friendly. The hotel is very clean and comfortable."

Reviewed on Aug 12, 2025

Hampton Inn & Suites Olean
See all 552 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 $249 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.