What Cheer

Travel Guide

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Fairfield Inn & Suites by Marriott Oskaloosa

Fairfield Inn & Suites by Marriott Oskaloosa

2.5 out of 5
2325 COAL MINE LOOP Oskaloosa IA
The price is CA $190 per night from Feb 21 to Feb 22
CA $190
CA $212 total
Feb 21 - Feb 22
includes taxes & fees
Book a stay at this business-friendly hotel in Oskaloosa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (238 reviews)
Clean, Friendly Staff, Good Breakfast.

Reviewed on Feb 11, 2026

Fairfield Inn & Suites by Marriott Oskaloosa
EverSpring Inn & Suites

EverSpring Inn & Suites

2.5 out of 5
2401 A Ave West Oskaloosa IA
The price is CA $121 per night from Mar 18 to Mar 19
CA $121
CA $136 total
Mar 18 - Mar 19
includes taxes & fees
Book a stay at this business-friendly hotel in Oskaloosa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8/10 Very Good! (665 reviews)
Great stay

Reviewed on Feb 15, 2026

EverSpring Inn & Suites
Quality Inn Oskaloosa

Quality Inn Oskaloosa

2.5 out of 5
306 S 17th St Oskaloosa IA
The price is CA $83 per night from Mar 18 to Mar 19
CA $83
CA $93 total
Mar 18 - Mar 19
includes taxes & fees
Book a stay at this business-friendly hotel in Oskaloosa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions City Square Park and Oskaloosa ...
7.6/10 Good! (468 reviews)
Rooms were super clean and staff were very pleasant and welcoming.

Reviewed on Jan 14, 2026

Quality Inn 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.
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More

Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More

Oskaloosa IA
Book a stay at this family-friendly vacation home in Oskaloosa. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions City Square Park ...
10/10 Exceptional! (13 reviews)
Beautiful property. Great communication.

Reviewed on Dec 8, 2025

Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

Oskaloosa IA
Book a stay at this family-friendly vacation home in Oskaloosa. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Lake Keomah State Park ...
10/10 Exceptional! (10 reviews)
Amenities were overall very accommodating. Truly enjoyed the kitchen and all of its extra snacks and the sodas and waters in the fridge. There are a couple kitchen/ dining room chairs that need mending (loose bolts underneath). Also the toilet downstairs was wobbly. But did truly enjoy our stay!

Reviewed on Feb 8, 2026

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
The Nest - next to bakery and downtown

The Nest - next to bakery and downtown

Oskaloosa IA
Stay at this condo in Oskaloosa. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions City Square Park and Oskaloosa Public Library ...
9.8/10 Exceptional! (39 reviews)
Was very clean. Very inviting when we came in, Christmas tree in corner, music playing. Location was convenient. Had all the kitchen things we needed.

Reviewed on Jan 12, 2026

The Nest - next to bakery and downtown
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.