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Travel Guide

Lakeside Hotel Casino, a Travelodge by Wyndham

Lakeside Hotel Casino, a Travelodge by Wyndham

3 out of 5
777 Casino Dr Osceola IA
The price is CA $98 per night from Apr 30 to May 1
CA $98
CA $129 total
Apr 30 - May 1
includes taxes & fees
Stay at this hotel in Osceola. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.2/10 Very Good! (1,007 reviews)
Easy parking, nice lounge and restaurant.

Reviewed on Apr 21, 2026

Lakeside Hotel Casino, a Travelodge by Wyndham
Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

2.5 out of 5
1304 North 4th Avenue Winterset IA
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Apr 23 to Apr 24
CA $147
CA $164 total
Apr 23 - Apr 24
includes taxes & fees
Book a stay at this business-friendly hotel in Winterset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (726 reviews)
Cobblestone Inn is one of the cleanest, quietest motels we have ever stayed. I would definately reccommend this motel to future travellers visiting Winterset!

Reviewed on Apr 20, 2026

Cobblestone Inn & Suites - Winterset, IA
AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola

2.5 out of 5
111 Ariel Dr Osceola IA
The price is CA $159 per night from May 5 to May 6
CA $159
CA $178 total
May 5 - May 6
includes taxes & fees
Stay at this hotel in Osceola. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Warren ...
8.8/10 Excellent! (629 reviews)
Nothing fancy. Great location, right off freeway. Gas station and Walmart right next door. Staff is very friendly.

Reviewed on Apr 20, 2026

AmericInn by Wyndham Osceola
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.
The Little Brick House - Walkable to the Square Dining & Shopping

The Little Brick House - Walkable to the Square Dining & Shopping

Winterset IA
Stay at this vacation home in Winterset. Enjoy laundry facilities and air conditioning. Popular attraction John Wayne Birthplace Museum is located nearby.
10/10 Exceptional! (9 reviews)
House was nice and clean. Easily accessible and accommodating. Beds were comfortable and roomy, bathrooms were clean and nice. Coffee bar was well stocked. If I had to name something off, it was how hard it was to close the back door. Once we figured out to just use some muscle, it was better. We ...

Reviewed on Apr 5, 2026

The Little Brick House - Walkable to the Square Dining & Shopping
Modern home on acreage with pond, trails, rolling hills, and sunset views

Modern home on acreage with pond, trails, rolling hills, and sunset views

Winterset IA
Stay at this vacation home in Winterset. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Imes Bridge and John Wayne Birthplace Museum ...
Modern home on acreage with pond, trails, rolling hills, and sunset views
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

Winterset IA
Stay at this vacation home in Winterset. Enjoy laundry facilities and air conditioning. Popular attraction John Wayne Birthplace Museum is located nearby.
10/10 Exceptional! (5 reviews)
A beautiful home with everything you need. We celebrated Thanksgiving and prepared our meal with ease. Such a quiet relaxing stay.

Reviewed on Nov 30, 2025

Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
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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