Olean Vacation Packages
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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.
Top Olean Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Old Library Inn
Price was CA $1,253, price is now CA $989 per person
CA $989
per person
Apr 13 - Apr 19
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Buffalo (BUF)
9.2/10 Wonderful! (19 reviews)
We stayed in the Maya Angelou room. We had a wonderful experience. The staff was very kind and breakfast was delicious. Highly recommend!
Reviewed on Feb 16, 2026
The Eagles Nest
Price was CA $2,184, price is now CA $1,829 per person
CA $1,829
per person
Apr 13 - Apr 19
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Buffalo (BUF)
9.6/10 Exceptional! (4 reviews)
Our stay was perfect. The property manager, Jess, is very nice and was very relaxed and accommodating. The home had everything we needed and then some. Lots of space to relax, amazing views, and very peaceful.
Reviewed on Jun 3, 2025
Timberline Lodge
Price was CA $1,149, price is now CA $1,012 per person
CA $1,012
per person
Apr 13 - Apr 19
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Buffalo (BUF)
8.8/10 Excellent! (122 reviews)
No staff, convenient location, older facility but clean with all the basic amenities. Perfect for short stay/ski get away...
* Did not look like photo depicted.
Reviewed on Feb 23, 2026
Olean Hotel Deals
Microtel Inn & Suites by Wyndham Olean/Allegany
3234 Nys Route 417 Olean NY
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Mar 15 to Mar 16
CA $132
CA $150 total
Mar 15 - Mar 16
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
As I noted in a previous review, the accommodations were what I would call adequate. However, I was quite disappointed that there was a large stain on our bedroom carpet and the elevator was not working so we had to log our luggage up the floor, as well as only use the stairs to go to breakfast and ...
Reviewed on Feb 15, 2026
Best Western Plus University Inn
3051 W State Street Olean Olean NY
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Mar 3 to Mar 4
CA $130
CA $147 total
Mar 3 - Mar 4
includes taxes & fees
8.8/10 Excellent! (832 reviews)
Breakfast and room were good.
Reviewed on Feb 23, 2026
Hampton Inn & Suites Olean
110 Jack Murphy Boulevard Olean NY
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Mar 22 to Mar 23
CA $167
CA $198 total
Mar 22 - Mar 23
includes taxes & fees
9.4/10 Exceptional! (305 reviews)
Our room was clean and comfortable and the check-in staff person (Wendy) was excellent.
Reviewed on Feb 19, 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
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.
