Find Pet-friendly Hotels in Winterset, IA

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Check availability on Winterset Pet-friendly Hotels

Our top choices for Winterset pet-friendly hotels

Covered Bridge Inn

Covered Bridge Inn
2.5 star property
Winterset
9.0 out of 10, Wonderful, (768)
"Breakfast was top notch for the price."
United States
Raymond
The price is ¥12,186
¥13,647 total
includes taxes & fees
Dec 16 - Dec 17
Covered Bridge Inn

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 ¥16,826
¥18,846 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Cobblestone Inn & Suites - Winterset, IA

Lakeside Hotel Casino

Lakeside Hotel Casino
3.0 star property
Osceola
8.2 out of 10, Very Good, (1003)
"We had a great time "
United States
Todd
The price is ¥10,095
¥13,473 total
includes taxes & fees
Dec 22 - Dec 23
Lakeside Hotel Casino

AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola
2.5 star property
Osceola
8.8 out of 10, Excellent, (596)
"Nice location, good breakfast and helpful staff."
United States
Christopher
The price is ¥16,820
¥18,838 total
includes taxes & fees
Dec 26 - Dec 27
AmericInn by Wyndham Osceola

Evergreen Inn

Evergreen Inn
2.5 star property
Osceola
9.0 out of 10, Wonderful, (690)
"Wonderful staff, easy check in & out. Comfortable and Clean place to stay! "
United States
Richard
The price is ¥8,133
¥9,108 total
includes taxes & fees
Dec 20 - Dec 21
Evergreen Inn

La Quinta Inn & Suites by Wyndham Des Moines West Clive

La Quinta Inn & Suites by Wyndham Des Moines West Clive
3.0 star property
Clive
8.6 out of 10, Excellent, (1002)
"Great place to stay! "
United States
Kirsten
The price is ¥9,925
¥11,116 total
includes taxes & fees
Dec 30 - Dec 31
La Quinta Inn & Suites by Wyndham Des Moines West Clive

Quality Inn Osceola

Quality Inn Osceola
2.5 star property
Osceola
8.4 out of 10, Very Good, (61)
"Great place to stay!!!"
United States
Cynthia
The price is ¥14,023
¥15,706 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Quality Inn Osceola

Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport
2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1162)
"Friendly staff, quiet location, comfortable and clean rooms. Would stay there again."
United States
Alaina
The price is ¥12,847
¥14,389 total
includes taxes & fees
Dec 30 - Dec 31
Baymont by Wyndham Des Moines Airport

Super 8 by Wyndham Osceola IA

Super 8 by Wyndham Osceola IA
2.0 star property
Osceola
8.6 out of 10, Excellent, (233)
"Very convenient location and wonderful staff!"
United States
Sandra
The price is ¥12,621
¥14,135 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Super 8 by Wyndham Osceola IA

Stoney Creek Hotel Des Moines - Johnston

Stoney Creek Hotel Des Moines - Johnston
2.5 star property
Johnston
8.8 out of 10, Excellent, (1797)
"The breakfast and coffee was absolutely amazing. "
United States
Brenda
The price is ¥15,221
¥17,048 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Stoney Creek Hotel Des Moines - Johnston
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 Winterset Hotel Reviews

Frequently asked questions

What's the best pet-friendly hotel in Winterset?
Cobblestone Inn & Suites - Winterset, IA is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Covered Bridge Inn is another good option for a stay with your pet.
What's the best time of year to travel to Winterset with my pet?
When you travel with your pet, keeping track of the weather can make the trip safe and fun for everyone. 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 Winterset are January, February, November, and March, with each month seeing an average of 9 inches of snowfall.
What is there to see and do with your pet in Winterset?
See the local sights and visit John Wayne Birthplace Museum and Clark Tower. While you're there, make sure you don't miss Roseman Bridge and The Winterset Stage.