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Find Luxury Hotels in Oskaloosa, IA

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Check availability on Oskaloosa Luxury Hotels

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Dec 20 - Dec 21
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Dec 21 - Dec 22
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Dec 26 - Dec 28
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Jan 2 - Jan 4
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Recommended hotels in Oskaloosa

Smart TV, fireplace, table tennis
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
Oskaloosa
10.0 out of 10, Exceptional, (9)
"Pet friendly, family friendly."
United States
Akisha
The price is ￥40,463
￥53,253 total
includes taxes & fees
Dec 30 - Dec 31
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
Lobby
Fairfield Inn & Suites by Marriott Oskaloosa

Fairfield Inn & Suites by Marriott Oskaloosa

Fairfield Inn & Suites by Marriott Oskaloosa
2.5 star property
Oskaloosa
9.4 out of 10, Exceptional, (226)
"Great hotel!! Couldn’t ask for a better place to stay! "
United States
TIMOTHY
The price is ￥21,927
￥24,559 total
includes taxes & fees
Dec 22 - Dec 23
Fairfield Inn & Suites by Marriott Oskaloosa
Dining
EverSpring Inn & Suites

EverSpring Inn & Suites

EverSpring Inn & Suites
2.5 star property
Oskaloosa
8.2 out of 10, Very Good, (657)
"We’ve stayed here often and it’s always great. "
United States
Berry
EverSpring Inn & Suites
Exterior
Budget Inn By Capital O Oskaloosa Near Pella

Budget Inn By Capital O Oskaloosa Near Pella

Budget Inn By Capital O Oskaloosa Near Pella
2.0 star property
Oskaloosa
8.6 out of 10, Excellent, (246)
"Friendly staff, clean rooms."
United States
dustin
The price is ￥10,490
￥12,855 total
includes taxes & fees
Dec 29 - Dec 30
Budget Inn By Capital O Oskaloosa Near Pella
Desk, laptop workspace, free WiFi
Hotel O

Hotel O

Hotel O
2.5 star property
Oskaloosa
The price is ￥12,150
￥13,608 total
includes taxes & fees
Dec 22 - Dec 23
Hotel O
Free daily on-the-go breakfast
Quality Inn Oskaloosa

Quality Inn Oskaloosa

Quality Inn Oskaloosa
2.5 star property
Oskaloosa
7.6 out of 10, Good, (461)
"Great place to stay in the area"
United States
Jabbaar
The price is ￥9,252
￥10,363 total
includes taxes & fees
Dec 28 - Dec 29
Quality Inn Oskaloosa
Designer store
Hotel O Oskaloosa Near Eddyville

Hotel O Oskaloosa Near Eddyville

Hotel O Oskaloosa Near Eddyville
2.5 star property
Oskaloosa
5.0 out of 10, (150)
"First the property doesn't affiliate with Expedia. The room was dirty,outdated. The bath and shower was 3 different colors. No hot water. Will not stay there again. Do not recommend "
United States
Michael
The price is ￥6,901
￥8,350 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel O Oskaloosa Near Eddyville
Interior
The Windmill Suite at Pella Mansion

The Windmill Suite at Pella Mansion

The Windmill Suite at Pella Mansion
Pella
9.4 out of 10, Exceptional, (3)
"The hosts were amazing. We will definitely recommend the Pella Mansion to others. "
United States
Jessie M.
The price is ￥25,150
￥39,658 total
includes taxes & fees
Dec 22 - Dec 23
The Windmill Suite at Pella Mansion
Exterior
Country Inn & Suites by Radisson, Pella, IA

Country Inn & Suites by Radisson, Pella, IA

Country Inn & Suites by Radisson, Pella, IA
2.5 star property
Pella
8.6 out of 10, Excellent, (572)
"room was clean, staff was helpful and very courteous"
United States
Dale
The price is ￥20,315
￥22,752 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Country Inn & Suites by Radisson, Pella, IA
Exterior
Holiday Inn Express & Suites Ottumwa by IHG

Holiday Inn Express & Suites Ottumwa by IHG

Holiday Inn Express & Suites Ottumwa by IHG
2.5 star property
Ottumwa
8.4 out of 10, Very Good, (240)
"Clerk at the counter so helpful bad weather was coming was nice to have a place to go room with spotless definitely will be staying there again"
United States
Tina
The price is ￥15,775
￥17,669 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Holiday Inn Express & Suites Ottumwa by IHG
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.
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Top Oskaloosa Hotel Reviews

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Oskaloosa?
Expedia can help you arrange a flight to Des Moines International Airport (DSM) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are important when you plan a trip, so we make it easy to find what you want to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Oskaloosa has to offer. Oskaloosa has some interesting things to see and do including Southern Iowa Fair and Lake Keomah State Park, so you might want to take in the local sights during your visit.
When can I expect good weather in Oskaloosa?
Planning for the weather is an important factor for making your trip to Oskaloosa a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Oskaloosa are January, November, December, and February, with each month seeing an average of 7 inches of snowfall.
What's there to see and do in Oskaloosa?
Enjoy Oskaloosa with a stop at Southern Iowa Fair, Lake Keomah State Park, and Oskaloosa Public Library. If you have extra time while you're in the area, you might want to see Edmundson Golf Course and VanderWilt Park.

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