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.
Holiday Inn Express Grand Island - Niagara Falls by IHG

Holiday Inn Express Grand Island - Niagara Falls by IHG

2.5 out of 5
Price was CA $924, price is now CA $678 per person
CA $678
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Buffalo (BUF)
8.8/10 Excellent! (1,327 reviews)
Good place for Niagara Falls visitors

Reviewed on Aug. 16, 2025

Niagara Crossing Hotel & Spa

Niagara Crossing Hotel & Spa

3.5 out of 5
Price was CA $1,036, price is now CA $816 per person
CA $816
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Buffalo (BUF)
8.8/10 Excellent! (1,406 reviews)
Nic property. Showers have no shelving and cold water is not an option. Overall nice property, great staff nice location and breakfast is excellent

Reviewed on Aug. 17, 2025

THE 1023 With Private Yard & Parking, Near Falls & Casino by Niagara Hospitality

THE 1023 With Private Yard & Parking, Near Falls & Casino by Niagara Hospitality

3.5 out of 5
Price was CA $1,793, price is now CA $1,436 per person
CA $1,436
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Buffalo (BUF)
7.6/10 Good! (11 reviews)
The property was awesome and Ally was very accommodating, professional and friendly. She was able to accommodate a freezer that stopped working in less than an hour! Will definitely stay here again!!

Reviewed on Jun. 20, 2025

The Aquarium Chateau - With Private Yard & Parking, Near Falls, Casino by Niagara Hospitality

The Aquarium Chateau - With Private Yard & Parking, Near Falls, Casino by Niagara Hospitality

3 out of 5
Downtown Niagara Falls
Price was CA $1,820, price is now CA $1,462 per person
CA $1,462
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Buffalo (BUF)
6.6/10 (4 reviews)
The Pub with Private Yard & Parking, Near the Falls & Casino by Niagara Hospitality

The Pub with Private Yard & Parking, Near the Falls & Casino by Niagara Hospitality

3.5 out of 5
Price was CA $1,531, price is now CA $1,246 per person
CA $1,246
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Buffalo (BUF)
7.6/10 Good! (5 reviews)
Only the floor is noise

Reviewed on May 12, 2025

Ready to book your vacation to Olean?

 

Choose your dates

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
The price is CA $146 per night from Aug 27 to Aug 28
CA $146
CA $165 total
Aug 27 - Aug 28
includes taxes & fees
8.6/10 Excellent! (757 reviews)
"Great hotel. Everything is so close. Quiet and peaceful. Only thing is watch coming out shower can be slippery"

Reviewed on Aug. 17, 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
The price is CA $145 per night from Aug 24 to Aug 25
CA $145
CA $163 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"@ breakfast, the staff made sure the areas was clean after every use and stocked with food and stuff… they was so kind"

Reviewed on Aug. 15, 2025

Microtel Inn & Suites by Wyndham Olean/Allegany
Holiday Inn Express Olean by IHG

Holiday Inn Express Olean by IHG

2.5 out of 5
101 Main St, Olean, NY
The price is CA $145 per night from Sep 9 to Sep 10
CA $145
CA $171 total
Sep 9 - Sep 10
includes taxes & fees
8.8/10 Excellent! (701 reviews)
"Very well maintained!"

Reviewed on Aug. 6, 2025

Holiday Inn Express Olean by IHG
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
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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.

Gargoyle Park

Frequently asked questions

How much does an Olean vacation package cost?
Offering excellent value package deals from CA $678 on Expedia, you'll be pleasantly surprised at how much a vacation to Olean costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Olean?
If you'd like to snag a cheap Olean vacation package, consider travelling in January, March and December. You'll generally find better prices on airfares and hotels during these months — perfect for budget-conscious travellers.
How many days is enough for Olean?
With around 2 days, you'll have enough time to experience popular neighbourhoods such as Saint Bonaventure and Westons Mills during your Olean vacation. Make sure to also add Reilly Centre and Pfeiffer Nature Centre to your sightseeing list. Searching for more adventures? Consider exploring outside of Olean on tours and day trips.
How to find the best Olean package deals?
Use Expedia's filters to help you find some fabulous Olean package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Olean package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book an Olean vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights separately. Better still, you can customize your Olean escape to fit your exact style. Pick 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?
Land incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Olean break.
How to plan a trip to Olean?

  1. Choose your dates: The things you'd like to do in Olean and your favourite season will help you decide when to travel.
  2. Budget wisely: Besides the price of your hotel, you should factor in other expenses. These include flights, transportation and food. Also, set aside a little extra for unexpected costs that could crop up during your trip to Olean.
  3. Decide how long to go for: Now that you know more about Olean, you can work out the right length of your vacation. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick an Olean vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.