Ollie Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Ready to book your vacation to Ollie?

 

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Ollie Hotel Deals

Cobblestone Hotel & Suites - Ottumwa

Cobblestone Hotel & Suites - Ottumwa

2.5 out of 5
108 Church St, Ottumwa, IA
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Sep 21 to Sep 22
CA $163
CA $183 total
Sep 21 - Sep 22
includes taxes & fees
9.2/10 Wonderful! (194 reviews)
"The internet was not good"

Reviewed on Aug. 18, 2025

Cobblestone Hotel & Suites - Ottumwa
AmericInn by Wyndham Fairfield

AmericInn by Wyndham Fairfield

2.5 out of 5
2104 South Main Street, Fairfield, IA
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Sep 3 to Sep 4
CA $137
CA $153 total
Sep 3 - Sep 4
includes taxes & fees
9.2/10 Wonderful! (514 reviews)
"Staff was friendly"

Reviewed on Aug. 9, 2025

AmericInn by Wyndham Fairfield
AmericInn by Wyndham Ottumwa

AmericInn by Wyndham Ottumwa

2.5 out of 5
222 West Second Street, Ottumwa, IA
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Aug 24 to Aug 25
CA $116
CA $130 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (483 reviews)
"Very friendly and family oriented."

Reviewed on Aug. 8, 2025

AmericInn by Wyndham Ottumwa
See all 46 properties in Ollie
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

Frequently asked questions

How much does an Ollie vacation package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Ollie costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Ollie?
You can typically find lower prices and greater availability in January, February and November. Take a look at our cheap Ollie vacation packages and you could get some great off-season discounts.
How many days is enough for Ollie?
With a well-organized travel plan, you can easily visit the main Ollie attractions in a handful of days. But if you prefer to discover hidden spots or take day trips, consider booking your Ollie vacation for longer.
How to find the best Ollie package deals?
Use Expedia's handy filters to help you find some tempting Ollie package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Ollie package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book an Ollie vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations individually. Better still, you can tailor your Ollie getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Ollie?
Land fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Ollie break.
How to plan a trip to Ollie?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Ollie.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and food to activities and airfares. Your accommodations will probably be the biggest expense during your trip to Ollie.
  3. Decide your trip length: Think about how much time you'd like to spend exploring Ollie. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose an Ollie 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.