Oskaloosa Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Hideki Yamagata

Top hotels in Oskaloosa

EverSpring Inn & Suites
EverSpring Inn & Suites
2.5 out of 5
2401 A Ave West, Oskaloosa, IA
Fully refundableReserve now, pay when you stay
8/10 Very Good! (597 reviews)
"Staff was absolutely wonderful. Welcoming and helpful."

Reviewed on 27 Jun 2025

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EverSpring Inn & Suites
Fairfield Inn & Suites by Marriott Oskaloosa
Fairfield Inn & Suites by Marriott Oskaloosa
2.5 out of 5
2325 COAL MINE LOOP, Oskaloosa, IA
Fully refundableReserve now, pay when you stay
The price is 3.679.395 ₫ per night from 13 Jul to 14 Jul
3.679.395 ₫
4.120.922 ₫ total
13 Jul - 14 Jul
includes taxes & fees
9.2/10 Wonderful! (210 reviews)
"Staff was very nice! Very clean room and lobby."

Reviewed on 17 Jun 2025

Fairfield Inn & Suites by Marriott Oskaloosa
Budget Inn Oskaloosa
Budget Inn Oskaloosa
2 out of 5
1210 A Avenue East, Oskaloosa, IA
Fully refundableReserve now, pay when you stay
The price is 1.696.175 ₫ per night from 13 Jul to 14 Jul
1.696.175 ₫
1.899.716 ₫ total
13 Jul - 14 Jul
includes taxes & fees
8.6/10 Excellent! (220 reviews)
"Property was very clean. Bed was comfortable. No chair or table with chairs in the room except an office type chair at the desk that the TV was on but there was a whole corner of the room with nothing in it. I do not like sitting on the bed as it hurts my neck and back and if I were to sit in the ..."

Reviewed on 16 Jun 2025

Budget Inn Oskaloosa
See all 98 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.

Frequently asked questions

How much does an Oskaloosa holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Oskaloosa costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Oskaloosa?
January, March and December are the best times to look for cheap Oskaloosa holiday packages. Travelling in quieter months means you can typically find lower prices on flights and accommodation.
How many days is enough for Oskaloosa?
The ideal length for your Oskaloosa holiday depends on what you'd like to see and do. Generally, a handful of days to a week will give you time to go to all the major attractions and explore some hidden treasures along the way.
Is it worth booking a holiday package to Oskaloosa?
Oskaloosa is a good holiday destination with attractions like Southern Iowa Fair among the many things to keep you entertained. Whether you're travelling with the family or planning a trip with friends, an Oskaloosa holiday promises a good time for everyone.
How to find the best Oskaloosa package deals?
Start your search for an Oskaloosa package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Oskaloosa package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Oskaloosa getaway off to a flying start.
Is it cheaper to book an Oskaloosa holiday as a package?
You can enjoy significant savings on your next Oskaloosa getaway by booking a personalised holiday package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Oskaloosa?
Secure fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Oskaloosa escape.
How to plan a trip to Oskaloosa?

  1. Choose your dates: The things you'd like to do in Oskaloosa and your favourite season will help you decide when to travel.
  2. Budget wisely: In addition to the price of your hotel, you'll need to factor in other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that could crop up 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 holiday. Create a draft plan and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customised Oskaloosa holiday package.

Popular places to visit

VanderWilt Park

Explore the great outdoors at VanderWilt Park, a lovely green space in Oskaloosa. Make some time to visit the cathedral while you're in the area.

VanderWilt Park

City Square Park

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.

City Square Park

Edmundson Golf Course

Enjoy a round of golf in Oskaloosa at Edmundson Golf Course. Make some time to visit the churches while you're in the area.

Edmundson Golf Course