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.
Comfort Inn University

Comfort Inn University

2.5 out of 5
per person
Sep 9 - Sep 12
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Buffalo (BUF)
8/10 Very Good! (1,056 reviews)
Elevator didn’t work and WiFi was weak

Reviewed on Aug. 4, 2025

Courtyard by Marriott Buffalo Amherst/University

Courtyard by Marriott Buffalo Amherst/University

3 out of 5
per person
Sep 9 - Sep 12
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Buffalo (BUF)
8.2/10 Very Good! (1,004 reviews)
The room was very spacious and clean. Check-in was fast and friendly

Reviewed on Aug. 3, 2025

Holiday Inn Express Grand Island - Niagara Falls by IHG

Holiday Inn Express Grand Island - Niagara Falls by IHG

2.5 out of 5
per person
Sep 9 - Sep 12
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Buffalo (BUF)
8.8/10 Excellent! (1,315 reviews)
Overall good. Staff is very friendly.

Reviewed on Aug. 5, 2025

Microtel Inn & Suites by Wyndham Wellsville

Microtel Inn & Suites by Wyndham Wellsville

2 out of 5
per person
Sep 16 - Sep 23
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Buffalo (BUF)
8.4/10 Very Good! (673 reviews)
Newly renovated rooms. Free continental breakfast with plenty of coffee, yogurt, cereal and breads to choose from. Waffles available as well.

Reviewed on Jul. 26, 2025

Microtel Inn & Suites by Wyndham Olean/Allegany

Microtel Inn & Suites by Wyndham Olean/Allegany

2 out of 5
per person
Sep 16 - Sep 23
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Buffalo (BUF)
8.6/10 Excellent! (1,000 reviews)
First time staying there and I was pleasantly surprised by the size of the room. Hotel was also very quiet considering it was at full capacity.

Reviewed on Jul. 28, 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
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Aug 27 to Aug 28
CA $141
CA $159 total
Aug 27 - Aug 28
includes taxes & fees
8.6/10 Excellent! (750 reviews)
"Decent breakfast, very friendly staff, large rooms, clean"

Reviewed on Aug. 3, 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 $150 per night from Sep 4 to Sep 5
CA $150
CA $170 total
Sep 4 - Sep 5
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
I'd absolutely stay here again!
"I was pleasantly surprised! I haven't stayed at a Microtel Inn & Suites by Wyndham before. I arrived close to midnight. The woman at the desk was so sweet and so helpful. It was nice to have great hospitality upon arrival after a long drive. The room was really neat. The vibe is fun and fresh but ..."

Reviewed on Jul. 28, 2025

Microtel Inn & Suites by Wyndham Olean/Allegany
Hampton Inn & Suites Olean

Hampton Inn & Suites Olean

2.5 out of 5
110 Jack Murphy Boulevard, Olean, NY
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Aug 27 to Aug 28
CA $157
CA $185 total
Aug 27 - Aug 28
includes taxes & fees
9.4/10 Exceptional! (271 reviews)
"👍"

Reviewed on Jul. 26, 2025

Hampton Inn & Suites Olean
See all 554 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
Family Vacations

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 $356 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.