Book Exclusive Olean Vacation Packages

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Olean flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Old Library Inn

Old Library Inn

2 out of 5
Price was CA $812, price is now CA $701 per person
CA $701
per person
Feb 3 - Feb 6
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Buffalo (BUF)
Stay at this B&B in Olean. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gargoyle Park and Reilly Center are located nearby.
The Inn At Holiday Valley

The Inn At Holiday Valley

3.5 out of 5
Price was CA $954, price is now CA $825 per person
CA $825
per person
Feb 3 - Feb 6
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Buffalo (BUF)
Book a stay at this spa hotel in Ellicottville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Holiday Valley Resort and Sky High Aerial Adventure Park are located nearby.
The Tamarack Club

The Tamarack Club

3 out of 5
Price was CA $1,068, price is now CA $957 per person
CA $957
per person
Feb 3 - Feb 6
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Buffalo (BUF)
Book a stay at this spa hotel in Ellicottville. Enjoy a full-service spa, a golf course, and 2 hot tubs. Popular attractions Holiday Valley Resort and Sky High Aerial Adventure Park are located nearby.
The Eagles Nest

The Eagles Nest

4 out of 5
Price was CA $1,540, price is now CA $1,406 per person
CA $1,406
per person
Feb 3 - Feb 6
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Buffalo (BUF)
Stay at this villa in Ellicottville. Enjoy free WiFi, free parking, and private pools. Popular attractions Holiday Valley Resort and HoliMont are located nearby.
Timberline Lodge

Timberline Lodge

3.5 out of 5
Price was CA $892, price is now CA $819 per person
CA $819
per person
Feb 3 - Feb 6
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Buffalo (BUF)
Stay at this lodge in Ellicottville. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Holiday Valley Resort and Watson's Chocolates are located nearby.

Top Olean hotels 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
Free cancellation
Reserve now, pay when you stay
The price is CA $140 per night
CA $140
CA $158 total
Dec 23 - Dec 24
includes taxes & fees
Book a stay at this business-friendly hotel in Olean. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Reilly Center and Gargoyle Park are located nearby.
Best Western Plus University Inn

Best Western Plus University Inn

2.5 out of 5
3051 W State Street Olean Olean NY
Free cancellation
Reserve now, pay when you stay
The price is CA $136 per night
CA $136
CA $154 total
Dec 24 - Dec 25
includes taxes & fees
Book a stay at this business-friendly hotel in Olean. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gargoyle Park and Reilly Center are located nearby.
Hampton Inn & Suites Olean

Hampton Inn & Suites Olean

2.5 out of 5
110 Jack Murphy Boulevard Olean NY
Free cancellation
Reserve now, pay when you stay
The price is CA $179 per night
CA $179
CA $211 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Olean. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Gargoyle Park and Reilly Center are located nearby.
Holiday Inn Express Olean by IHG

Holiday Inn Express Olean by IHG

2.5 out of 5
101 Main St Olean NY
Free cancellation
The price is CA $139 per night
CA $139
CA $164 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Olean. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Gargoyle Park and Reilly Center are located nearby.
Fairfield Inn & Suites by Marriott Olean

Fairfield Inn & Suites by Marriott Olean

2.5 out of 5
3270 Route 417 Olean NY
Free cancellation
Reserve now, pay when you stay
The price is CA $164 per night
CA $164
CA $186 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Olean. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Reilly Center and Gargoyle Park are located nearby.
Old Library Inn

Old Library Inn

2 out of 5
120 S Union St Olean NY
Free cancellation
The price is CA $141 per night
CA $141
CA $232 total
Dec 21 - Dec 22
includes taxes & fees
Stay at this B&B in Olean. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gargoyle Park and Reilly Center are located nearby.
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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.

Popular places to visit

Gargoyle Park

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

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 Vacations

An easy, headache-free journey begins with knowing a few things about your chosen destination. It's time to familiarize yourself with the basic details about Olean!

From the center of Allegheny Plateau, you'll need to venture north for 45 miles (72 kilometers) to reach this neighborhood.

Places to visit in Olean

Gargoyle Park is a lush haven that's easily accessible from the main downtown area. After a busy morning of exploring, chill out in the shade of one of its trees. And that's not all there is. Are you in need of some retail therapy? Pop into Cutco-Ka-Bar Visitors Center and see if anything catches your eye.

Where do you fly into for Olean?

Board the plane and get some sleep. Once you've arrived at Buffalo Niagara International Airport (BUF), you'll have to travel 60 miles (97 kilometers) to reach the central area of Olean.

Frequently asked questions

How much are vacation packages to Olean?
CA $701 is all you need to spend for an exhilarating escape in Olean. Bundle your hotel and flights into a Travelocity package and see the savings start to pile up. With such good prices, it's never been easier to travel!
How long should my Olean vacation be?
Typically, 2 nights is how long most visitors spend checking out the sights and sounds of Olean. Worried that won't be sufficient time to get to everything on your to-do list? Stay a couple more nights to make the most of your trip.
Where can I get the best vacation package deals for Olean?
You can snap up awesome Olean package deals with Travelocity. Pick and choose from as many as 400 partner airlines and 1,000,000 properties worldwide and turn those vacation dreams into a reality.
Why should I book my Olean vacation package via Travelocity?
Because life is all about the journey, and we've got everything you could hope for to help you on the way. With our first-rate service and Price Match Guarantee, you can book with confidence. What's more, you can sleep easy while you're away knowing you can reach us with our 24/7 customer support.
Will I save money on my Olean car rental if I bundle it with my hotel or flight?
You sure can — bundle your car, flight and hotel into an Olean vacation package and you'll save plenty. With so much to see in and around Olean, having your own set of wheels will more than come in handy. Once you've slid into the driver's seat, hit the wide open road and cruise toward CN Tower, a must-see sight approximately 193 kilometers from Olean.
Which airport is best for Olean?
Buffalo Niagara Intl. Airport (BUF) is where many vacationers touch down. You'll find it located around 97 kilometers north from the heart of Olean. Alternatively, check out the fares to Chautauqua County Airport (JHW), which is 72 kilometers away from central Olean.
What is there to do in Olean?
Snap up the excellent photo opportunities at Cutco-Ka-Bar Visitors Center, one of the most well-known attractions in Olean. There's so much more to discover around this exciting city, so make sure you have enough time to visit some of its lesser-known gems.
Where should I stay when visiting Olean?
If you're after someplace comfortable to base yourself, take a look at the Best Western Plus University Inn. It's the top pick for many travelers.

Photos of local treasures

Browse Olean vacation photos for more inspiration