Oskaloosa Vacations

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Find the Best Oskaloosa Vacation Packages

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
8/10 Very Good! (656 reviews)
The room was very clean. It was nice having both a refrigerator and micro-wave in the room.

Reviewed on 5 December 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 AED 465 per night from Jan 11 to Jan 12
AED 465
AED 521 total
11 Jan - 12 January 2026
includes taxes & fees
9.2/10 Wonderful! (229 reviews)
Cleanliness!

Reviewed on 29 December 2025

Fairfield Inn & Suites by Marriott Oskaloosa
Quality Inn Oskaloosa

Quality Inn Oskaloosa

2.5 out of 5
306 S 17th St Oskaloosa IA
Fully refundableReserve now, pay when you stay
The price is AED 215 per night from Jan 7 to Jan 8
AED 215
AED 241 total
7 Jan - 8 January 2026
includes taxes & fees
7.6/10 Good! (461 reviews)
Breakfast was a bit lacking, but rooms where clean

Reviewed on 5 December 2025

Quality Inn Oskaloosa
See all 100 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.

Discover the most popular places to visit in Oskaloosa

William Penn University

Walk around the campus at William Penn University during your stay in Oskaloosa. Make some time to visit the churches while you're in the area.

William Penn University

Southern Iowa Fair

Enjoy an outing to Southern Iowa Fair during your stay in Oskaloosa. Make some time to visit the churches while you're in the area.

Southern Iowa Fair

City Square Park

4.5/5(53 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.

City Square Park

Frequently asked questions

How do I find cheap flights to Oskaloosa that have flexible change policies?
By using our clever "No change fee" filter, that's how. All you have to do is enter your origin, destination and dates, click the "Search" button, then tick the box directly below the "Flexible change policies" subheading (it's on the left). Expedia makes it a snap to find cheap, flexible airfares to Oskaloosa.
Which airlines fly to Oskaloosa?
Choose a seat with one of these airlines and the exciting region of Oskaloosa will be yours to discover:

  • American Airlines - 407 flights to or near Oskaloosa each month, including 407 flights to Des Moines Intl. Airport (DSM) per month.
  • United Airlines - 294 flights to or near Oskaloosa each month, including 294 flights to Des Moines Intl. Airport (DSM) per month.
  • Delta Air Lines - 229 flights to or near Oskaloosa each month, including 229 flights to Des Moines Intl. Airport (DSM) per month.

How can I find cheap tickets to Oskaloosa?
One of the easiest ways to find cheap tickets to Oskaloosa is to be flexible with your dates. Search for your flights, then click "flexible dates" above the results. It'll reveal the cheapest prices for nearby days. The lowest price for a flight to Oskaloosa in the last seven days was . Booking in advance will usually help you score an even better deal.
How much is a flight to Oskaloosa?
There were plenty of affordable fares up for grabs in the last seven days, with the price of a return ticket to Oskaloosa varying between and . Many lucky travelers nabbed one-way seats from () for only .
What are the most popular airports to fly into in Oskaloosa?
Get ready to pack your bags and fly into Des Moines Intl. Airport (DSM), Oskaloosa's major flight hub. Reserve a seat on one of the 1,200 flights that land at this favorite destination each month.
When is the cheapest time to fly to Oskaloosa?
Fly out on a Tuesday to better your chances of nabbing the cheapest deal to Oskaloosa. Mondays are usually the next most affordable day to take off. Saturday is typically the costliest day to fly anywhere.
How much is a plane ticket to Oskaloosa?
In the last seven days, tickets to Oskaloosa varied between and . Prices depend on the departure time, carrier, cabin class and when the fare is booked.
What months are the cheapest to book a flight to Oskaloosa?
February is the cheapest month to reserve a seat for your Oskaloosa break. Fares cost the most over the busy month of December, so keep clear of this time if possible.
How long is a flight to Oskaloosa?
Your flight to Oskaloosa could be long or it could be short depending on where you travel from. Before you cram your laptop with podcasts and movies, have a look at the average flight times for these popular domestic routes:

  • Denver, CO (DEN-Denver Intl.) to Des Moines Intl. Airport (DSM) - 1 hour and 42 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Des Moines Intl. Airport (DSM) - 1 hour and 25 minutes
  • Dallas, TX (DFW-Dallas-Fort Worth Intl.) to Des Moines Intl. Airport (DSM) - 1 hour and 54 minutes