Olean Vacations

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  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

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Find the Best Olean Vacation Packages

Olean Hotel 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
Fully refundableReserve now, pay when you stay
The price is SARĀ 433 per night from Aug 16 to Aug 17
SARĀ 433
SARĀ 489 total
16 Aug - 17 Aug
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Clean and decent breakfast"

Reviewed on 16 July 2026

Microtel Inn & Suites by Wyndham Olean/Allegany
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 SARĀ 448 per night from Aug 16 to Aug 17
SARĀ 448
SARĀ 506 total
16 Aug - 17 Aug
includes taxes & fees
8.8/10 Excellent! (864 reviews)
"The rooms were not terrible, but it wasn't as clean as it should be. The dresser was broken and would not close"

Reviewed on 6 July 2026

Best Western Plus University Inn
Fairfield Inn & Suites by Marriott Olean

Fairfield Inn & Suites by Marriott Olean

3 out of 5
3270 Route 417 Olean NY
Fully refundableReserve now, pay when you stay
The price is SARĀ 498 per night from Aug 9 to Aug 10
SARĀ 498
SARĀ 563 total
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (463 reviews)
"Great location for any occasion at St. Bonaventure University. The staff was helpful and friendly. The rooms were cleaned and well-maintained."

Reviewed on 28 June 2026

Fairfield Inn & Suites by Marriott Olean
See all 600 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.

Stay near popular Olean attractions

Gargoyle Park

7.8/10 (22 reviews)
Gargoyle Park offers Olean's first disc golf course alongside scenic Allegheny River Valley Trail access. Enjoy outdoor recreation or reserve the pavilion with gas stoves for family gatherings and summer festivals.
See properties

Frequently asked questions

How much does an Olean vacation package cost?
Offering excellent value package deals 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 traveling in January, March and December. You'll generally find better prices on airfares and hotels during these months ā€” perfect for budget-conscious travelers.
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 favorite 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.