Find Hotels with Bars in Osceola, IA

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Osceola Hotels with Bars

Our top choices for Osceola hotels with a bar

Cobblestone Inn & Suites - Lamoni

Cobblestone Inn & Suites - Lamoni
2.5 star property
Lamoni
9.2 out of 10, Wonderful, (531)
"Very nice stay, clean, great staff, no complaints "
United States
Amy
Cobblestone Inn & Suites - Lamoni

Lakeside Hotel Casino

Lakeside Hotel Casino
3.0 star property
Osceola
8.2 out of 10, Very Good, (1001)
"Room was clean, staff were pleasant."
United States
Yvette
The price is NT$2,264
NT$2,972 total
includes taxes & fees
Dec 28 - Dec 29
Lakeside Hotel Casino

Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA
2.5 star property
Winterset
9.2 out of 10, Wonderful, (712)
"Great place to stay. "
United States
Steve
The price is NT$3,396
NT$3,803 total
includes taxes & fees
Jan 1 - 2026/1/2
Cobblestone Inn & Suites - Winterset, IA
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.

Top Osceola Hotel Reviews

Frequently asked questions

Searching for hotels with bars in Osceola?
Though you might not find a hotel in Osceola well-known for its bar, you will find 10 properties to choose from, some of which will have an onsite bar where you can unwind with an evening cocktail after a day out and about. While you're here, consider a visit to Osceola Country Club and Lakeside Casino.
What are the best hotels with bars in Osceola?
Here are a few of the top hotels with bars in and around Osceola: Lakeside Hotel Casino: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. AmericInn by Wyndham Osceola: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Evergreen Inn: Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Osceola?
Consider a visit to Osceola Country Club, Lakeside Casino, and Imes Bridge, and then find a cozy spot for a nightcap. Other places to see include Grade Lake Park and Osceola City Hall. Osceola is known for its restaurants.
When is the best time to visit Osceola?
Visiting local bars in Osceola is more fun when you know what the weather holds. These rainfall averages and temperatures can help you decide the best time for bar hopping. 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 30°F. The snowiest months in Osceola are January, December, November, and February, with each month seeing an average of 6 inches of snowfall.
How can I get to Osceola and around the area?
You might want to make the most of these transportation choices in and around Osceola: Fly into Des Moines International Airport (DSM), which is located 35 mi (56.3 km) from the heart of the city. To venture out into the surrounding area, ride aboard one of the trains from Osceola Station.

Explore a world of travel with Expedia