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

Lobby
Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
Winterset
9.2 out of 10, Wonderful, (710)
"Great place to stay. "
United States
Steve
The price is AED 383
AED 429 total
includes taxes & fees
14 Dec - 15 Dec
Cobblestone Inn & Suites - Winterset, IA
Free daily continental breakfast
Covered Bridge Inn

Covered Bridge Inn

2.5 star property
Winterset
9.0 out of 10, Wonderful, (767)
"Breakfast was top notch for the price."
United States
Raymond
The price is AED 287
AED 322 total
includes taxes & fees
17 Dec - 18 Dec
Covered Bridge Inn
Exterior
AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola

2.5 star property
Osceola
8.8 out of 10, Excellent, (595)
"Nice location, good breakfast and helpful staff."
United States
Christopher
The price is AED 396
AED 444 total
includes taxes & fees
26 Dec - 27 Dec
AmericInn by Wyndham Osceola
Restaurant
Lakeside Hotel Casino

Lakeside Hotel Casino

3.0 star property
Osceola
8.0 out of 10, Very Good, (1003)
"We had a great time "
United States
Todd
The price is AED 243
AED 324 total
includes taxes & fees
15 Dec - 16 Dec
Lakeside Hotel Casino
Front of property
Evergreen Inn

Evergreen Inn

2.5 star property
Osceola
9.0 out of 10, Wonderful, (688)
"Wonderful staff, easy check in & out. Comfortable and Clean place to stay! "
United States
Richard
The price is AED 192
AED 215 total
includes taxes & fees
11 Dec - 12 Dec
Evergreen Inn
Lobby
Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport

2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1160)
"Great breakfast for the price point. Hotel front desk is very professional and Manager is very responsive and customer service focused. "
United States
Rob
The price is AED 309
AED 346 total
includes taxes & fees
6 Jan - 7 January 2026
Baymont by Wyndham Des Moines Airport
Desk, laptop workspace, soundproofing, iron/ironing board
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 AED 331
AED 370 total
includes taxes & fees
2 Jan - 3 January 2026
Quality Inn Osceola
Lobby
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, (1006)
"Great place to stay! "
United States
Kirsten
The price is AED 237
AED 265 total
includes taxes & fees
29 Dec - 30 Dec
La Quinta Inn & Suites by Wyndham Des Moines West Clive
Reception
Tru By Hilton Grimes Des Moines

Tru By Hilton Grimes Des Moines

2.5 star property
Grimes
9.2 out of 10, Wonderful, (21)
"Staff was friendly and welcoming. Facilities were extremely tidy and this location is easy to find and many amenities nearby."
United States
Martha
The price is AED 314
AED 352 total
includes taxes & fees
21 Dec - 22 Dec
Tru By Hilton Grimes Des Moines
Indoor spa tub
Stoney Creek Hotel Des Moines - Johnston

Stoney Creek Hotel Des Moines - Johnston

2.5 star property
Johnston
9.0 out of 10, Wonderful, (1792)
"Staff friendly. Hotel clean, cute and cozy. "
United States
Nick
The price is AED 359
AED 402 total
includes taxes & fees
1 Jan - 2 January 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.
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Top Winterset Hotel Reviews

La Quinta Inn & Suites by Wyndham Des Moines West Clive

La Quinta Inn & Suites by Wyndham Des Moines West Clive

10/10 Excellent
"Room was very clean and the staff was amazing. "
Christopher 3-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Des Moines West Clive

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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.