Olean Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top Olean Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Old Library Inn Olean NY
Price was CA $1,099, price is now CA $978 per person
CA $978
per person
Jul 3 - Jul 6
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Buffalo (BUF)
9.2/10 Wonderful! (37 reviews)
The Old Library is a wonderful bed and breakfast. The staff is genuinely helpful and nice. The only "complaint" is that the bathroom in the signature suite could use an update. Despite the bathroom being outdated, it was clean and functional so it wasn't a huge issue. We would stay at the Old Library again in the future.
Reviewed on May 26, 2026
Microtel Inn & Suites by Wyndham Wellsville
Price was CA $1,103, price is now CA $1,016 per person
CA $1,016
per person
Jul 3 - Jul 6
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Buffalo (BUF)
8.4/10 Very Good! (756 reviews)
I arrived at 3am. The plesant lady at the front desk was very gelpful and informational. She went above and beyond ro make sure we had what we needed.
Reviewed on May 18, 2026
Microtel Inn & Suites by Wyndham Olean/Allegany
Price was CA $1,094, price is now CA $1,010 per person
CA $1,010
per person
Jul 3 - Jul 6
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Buffalo (BUF)
8.8/10 Excellent! (1,000 reviews)
Strange metal bed frames. No protein in the breakfast. Beware of rooms 211 and 215, you’ll hear the elevator all night. Otherwise, great.
Reviewed on May 23, 2026
Olean Hotel Deals
Holiday Inn Express Olean by IHG
101 Main St Olean NY
Fully refundable
The price is CA $168 per night from Jun 14 to Jun 15
CA $168
CA $199 total
Jun 14 - Jun 15
includes taxes & fees
8.8/10 Excellent! (754 reviews)
"I was on the second floor with a king size bed and the room was very spacious. The staff was nice, the breakfast was amazing. The room was fresh and clean. Thank you!"
Reviewed on May 28, 2026
Microtel Inn & Suites by Wyndham Olean/Allegany
3234 Nys Route 417 Olean NY
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jun 14 to Jun 15
CA $151
CA $170 total
Jun 14 - Jun 15
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Very nice"
Reviewed on May 24, 2026
Best Western Plus University Inn
3051 W State Street Olean Olean NY
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Jun 14 to Jun 15
CA $152
CA $172 total
Jun 14 - Jun 15
includes taxes & fees
8.8/10 Excellent! (855 reviews)
"Great staff, clean room, amazing breakfast, good parking, great location. Quite., nice small pool."
Reviewed on May 26, 2026
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.
Discover the most popular places to visit in Olean
Gargoyle Park
4/5(1 review)
Explore the great outdoors at Gargoyle Park, a lovely green space in Olean. Visit the area's shops, or simply enjoy its restaurants.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
