Olean Vacations from $322

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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 $497, price is now $322 per person
$322
per person
Mar 12 - Mar 17
found 13 hours ago
Roundtrip flight included
New York (LGA) to Buffalo (BUF)
8/10 Very Good! (2,709 reviews)
Nice and clean, friendly staff.

Reviewed on Jan 2, 2026

The Richardson Hotel

The Richardson Hotel

3.5 out of 5
Elmwood Bidwell
Save 100% on your flight
Price was $766, price is now $538 per person
$538
per person
Mar 12 - Mar 17
found 13 hours ago
Roundtrip flight included
New York (LGA) to Buffalo (BUF)
9/10 Wonderful! (1,002 reviews)
This is a very special hotel! The architecture of the Richardson is one of a kind. It’s a unique experience staying here. Location in the north end of Elmwood Village couldn’t be better. Easy parking and walkable to great restaurants, shops and the art gallery. We loved the hotel bar! Special shoutout to the sweetest bartender <3 Will definitely recommend to friends.

Reviewed on Jan 3, 2026

Holiday Inn Express Cheektowaga North East by IHG

Holiday Inn Express Cheektowaga North East by IHG

2.5 out of 5
Price was $519, price is now $374 per person
$374
per person
Mar 12 - Mar 17
found 13 hours ago
Roundtrip flight included
New York (LGA) to Buffalo (BUF)
8.4/10 Very Good! (1,186 reviews)
First room had a smokey smell, they changed rooms for us instantly with no issues. From there pretty standard stay, breakfast was good and room was good.

Reviewed on Jan 1, 2026

M Hotel Buffalo

M Hotel Buffalo

3.5 out of 5
Save 100% on your flight
Price was $561, price is now $410 per person
$410
per person
Mar 12 - Mar 17
found 13 hours ago
Roundtrip flight included
New York (LGA) to Buffalo (BUF)
7.4/10 Good! (2,426 reviews)
I know it was on a weekend when the Bills were playing but when we went to Twigs for food and drink waited 15 minutes for our first drink and then almost an hour for food,they were understaffed knowing it was a game weekend. Staff was great and very friendly, room was comfortable and clean.

Reviewed on Jan 3, 2026

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 $734, price is now $540 per person
$540
per person
Mar 12 - Mar 17
found 13 hours ago
Roundtrip flight included
New York (LGA) to Buffalo (BUF)
8/10 Very Good! (1,617 reviews)
Pool was wonderful. Housekeeping was excellent.

Reviewed on Jan 4, 2026

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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

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
$98 nightly
The price is $110 total per night from Jan 25 to Jan 26
$110 total
Jan 25 - Jan 26
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
The staff were amazing!

Reviewed on Dec 27, 2025

Microtel Inn & Suites by Wyndham Olean/Allegany
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 Jan 6 to Jan 7
$120 total
Jan 6 - Jan 7
Total with taxes and fees
8.6/10 Excellent! (812 reviews)
The room is exactly what we were expecting, and the staff was spectacular. We see ourselves staying there in the future.

Reviewed on Dec 28, 2025

Best Western Plus University Inn
Holiday Inn Express Olean by IHG

Holiday Inn Express Olean by IHG

2.5 out of 5
101 Main St Olean NY
Fully refundable
$104 nightly
The price is $123 total per night from Jan 25 to Jan 26
$123 total
Jan 25 - Jan 26
Total with taxes and fees
8.8/10 Excellent! (727 reviews)
Great staff

Reviewed on Dec 22, 2025

Holiday Inn Express Olean by IHG
See all 560 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.

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 $322 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.