Winterset , IA Pet Friendly Hotels

Name: Cobblestone Inn & Suites - Winterset, IA
Price range: $123 total
Rating: 9.2

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Top Winterset Pet Friendly Hotels

Cobblestone Inn & Suites - Winterset, IA

1304 North 4th Avenue Winterset IA

Fully refundableReserve now, pay when you stay

$110 nightly

$123 total

Dec 13 - Dec 14

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...

9.2/10 Wonderful! (710 reviews)

Nice place

Reviewed on Nov 26, 2025

Covered Bridge Inn

1312 Cedar Bridge Rd. Winterset IA

Fully refundableReserve now, pay when you stay

$87 nightly

$97 total

Dec 7 - Dec 8

Total with taxes and fees

This motel features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A terrace, a picnic area, and a computer ...

9/10 Wonderful! (766 reviews)

Yes

Reviewed on Nov 27, 2025

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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.

Pet lovers shouldn't miss the chance to visit Winterset, a family-friendly and quaint city known for its restaurants and bars, as well as sights like Madison County Courthouse and John Wayne Birthplace Museum. Take your pick from Travelocity's 2 pet-friendly hotels and accommodations in Winterset and bring your pooch along!

How to Wander Wisely in Winterset with Your Pet

Enjoy the fresh air at Pammel Park.
Other things to see include The Winterset Stage, Clark Tower, and Hogback Bridge.

Best Pet-Friendly Hotels in Winterset

Cobblestone Inn & Suites - Winterset, IA
Dogs are allowed for a fee at this 2.5-star hotel, although restrictions apply. Guests appreciate the helpful staff.
Covered Bridge Inn
Pets are allowed at this 2.5-star motel. Guests appreciate the breakfast and helpful staff.

Pet-Friendly Times to Vacation in Winterset

Weather can make a huge difference, especially if you're hoping to spend time outdoors. Here are the average day and night temperatures to help plan your trip in Winterset.

From January to March, average temperatures range from 56°F in the daytime to 14°F at night. Between April and June, the daytime average is 85°F and the nighttime average is 35°F.

From July to September, average temperatures range from 86°F in the daytime to 49°F at night. Between October and December, the daytime average is 69°F and the nighttime average is 15°F.