Oskaloosa Vacation Packages

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Your Oskaloosa Vacation

Lock in a Oskaloosa vacation package and prepare for a wonderful getaway. Known for its rich history and welcoming locals, there's tons to keep you on the move in this captivating city. Any trip to Oskaloosa needs a well-thought-out itinerary. Fill yours with major attractions like William Penn University, Southern Iowa Fair and Lake Keomah State Park. Don't delay your visit to this city any longer. The ultimate Oskaloosa vacation is just a few clicks away with Expedia.

Top Oskaloosa Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sonesta Simply Suites Des Moines

Sonesta Simply Suites Des Moines

2.5 out of 5
Price was CA $847, price is now CA $800 per person
CA $800
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Des Moines (DSM)
8.2/10 Very good! (1,007 reviews)
I liked the kitchenette with a regular refrigerator so I could freeze my ice packs for my cooler. The room was clean and the bathroom was accessible for my husband who has mobility issues. The bed on the other hand is not what I would expect in a mobility accessible room. The bed needs to be a little higher and firmer to make it easier to get up from. Other than that it was a very nice room

Reviewed on Jul 1, 2026

Holiday Inn Express & Suites Des Moines Downtown by IHG

Holiday Inn Express & Suites Des Moines Downtown by IHG

2.5 out of 5
Downtown Des Moines
Price was CA $1,035, price is now CA $962 per person
CA $962
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Des Moines (DSM)
9.2/10 Wonderful! (1,000 reviews)
挺好的

Reviewed on Jun 28, 2026

Hyatt Place West Des Moines Jordan Creek

Hyatt Place West Des Moines Jordan Creek

3 out of 5
Price was CA $976, price is now CA $917 per person
CA $917
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Des Moines (DSM)
9.2/10 Wonderful! (1,004 reviews)
Thank you! See you again soon!

Reviewed on Jun 30, 2026

Qube Hotel

Qube Hotel

2.5 out of 5
Price was CA $932, price is now CA $879 per person
CA $879
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Des Moines (DSM)
8.4/10 Very good! (746 reviews)
The hotel is very clean.

Reviewed on Jun 30, 2026

Hotel Renovo Des Moines Urbandale,Tapestry Collection Hilton

Hotel Renovo Des Moines Urbandale,Tapestry Collection Hilton

3.5 out of 5
Price was CA $961, price is now CA $906 per person
CA $906
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Des Moines (DSM)
9.2/10 Wonderful! (1,001 reviews)
We enjoyed our stay. Was quiet, thick walls we think because a little league team was running around the halls while we were there but we only noticed when we weren't inside our room. Staff was friendly and very casual. Beautiful lobby.

Reviewed on Jun 29, 2026

Ready to book your vacation to Oskaloosa?

 

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Oskaloosa Hotel Deals

EverSpring Inn & Suites

EverSpring Inn & Suites

2.5 out of 5
2401 A Ave West Oskaloosa IA
Fully refundableReserve now, pay when you stay
The price is CA $101 per night from Jul 3 to Jul 4
CA $101
CA $113 total
Jul 3 - Jul 4
includes taxes & fees
8/10 Very good! (711 reviews)
"No elevator ! Not sure how you have guest staying on second floor?"

Reviewed on Jul 1, 2026

EverSpring Inn & Suites
Fairfield Inn & Suites by Marriott Oskaloosa

Fairfield Inn & Suites by Marriott Oskaloosa

3 out of 5
2325 COAL MINE LOOP Oskaloosa IA
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Jul 19 to Jul 20
CA $183
CA $205 total
Jul 19 - Jul 20
includes taxes & fees
9.4/10 Exceptional! (266 reviews)
"Very clean. Front desk staff very friendly!"

Reviewed on Jun 25, 2026

Fairfield Inn & Suites by Marriott Oskaloosa
Quality Inn Oskaloosa

Quality Inn Oskaloosa

2.5 out of 5
306 S 17th St Oskaloosa IA
Fully refundable
The price is CA $87 per night from Jul 26 to Jul 27
CA $87
CA $97 total
Jul 26 - Jul 27
includes taxes & fees
7.8/10 Good! (483 reviews)
"Excellent customer service. Super easy check in process. Friendly staff. Highly recommend."

Reviewed on Jun 21, 2026

Quality Inn Oskaloosa
See all 102 properties in Oskaloosa
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

Stay near popular Oskaloosa attractions

City Square Park

9.2/10 (79 reviews)
After visiting City Square Park, make a plan to see the other sights and activities in Oskaloosa. Make some time to visit the churches while you're in the area.
See properties

What to do in Oskaloosa

Private Day Trip

Private Day Trip From Munich To Eagle's Nest And Salzburg

CA $1,329
per adult
Private Day Trip From Munich To Eagle's Nest And Salzburg
Private day trip from Munich to Eagle's Nest and Salzburg

Private day trip from Munich to Eagle's Nest and Salzburg

CA $1,353
per adult
Private day trip from Munich to Eagle's Nest and Salzburg
See all activities in Oskaloosa

Frequently asked questions

How much does an Oskaloosa vacation package cost?
Offering great value package deals from CA $800 on Expedia, you'll be thrilled with how little a vacation to Oskaloosa costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Oskaloosa?
If you're hoping to snag a cheap Oskaloosa vacation package, consider travelling in January, March and December. You'll usually find better prices on hotels and airfares during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Oskaloosa?
The ideal duration of your Oskaloosa vacation depends on what you'd like to see. Usually, a few days to a week will give you enough time to hit all the top attractions and explore some hidden treasures along the way.
Is it worth booking a vacation package to Oskaloosa?
It's no wonder an Oskaloosa vacation is on the to-do list of many travellers. Major attractions like Southern Iowa Fair are just the beginning of what you can explore here.
How to find the best Oskaloosa package deals?
Use Expedia's filters to help you find some terrific Oskaloosa package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Oskaloosa package deals in the low season. Play around with your travel dates and you may score 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 Oskaloosa vacation as a package?
You can enjoy significant savings on your next Oskaloosa retreat by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Oskaloosa?
If you're considering a spur-of-the-moment Oskaloosa trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Oskaloosa?

  1. Pick your dates: What you'd like to do in Oskaloosa and your favourite season will help you decide when to get away.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and dining out to flights and experiences. Your accommodations will likely be the biggest expense during your trip to Oskaloosa.
  3. Decide how long to go away for: Now that you're more familiar with Oskaloosa, you can figure out the right length of your vacation. Put together a rough itinerary and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalized Oskaloosa vacation package.

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.