Find Family Hotels in Winterset, IA from CA $66

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Our top choices for Winterset family-friendly hotels

Super 8 by Wyndham Osceola IA

Super 8 by Wyndham Osceola IA
2.0 star property
Osceola
8.6 out of 10, Excellent, (248 reviews)
  • cleanliness
    Create memorable family adventures with kids-centered amenities and complimentary activities, just steps from the train station.
The price is CA $106
CA $119 total
includes taxes & fees
Apr 4 - Apr 5
Super 8 by Wyndham Osceola IA

Quality Inn Osceola

Quality Inn Osceola
2.5 star property
Osceola
8.4 out of 10, Very good, (75 reviews)
The price is CA $139
CA $155 total
includes taxes & fees
Apr 4 - Apr 5
Quality Inn Osceola

Stuart Motor Lodge

Stuart Motor Lodge
2.5 star property
Stuart
8.8 out of 10, Excellent, (505 reviews)
The price is CA $90
CA $101 total
includes taxes & fees
Apr 4 - Apr 5
Stuart Motor Lodge

Quality Inn West Des Moines - Clive

Quality Inn West Des Moines - Clive
2.0 star property
West Des Moines
7.0 out of 10, Good, (43 reviews)
  • cleanliness
    Delightful family stay near Drake University with an inviting indoor pool and comfortable accommodations for all ages.
The price is CA $74
CA $83 total
includes taxes & fees
Apr 5 - Apr 6
Quality Inn West Des Moines - Clive

Days Inn & Suites by Wyndham Des Moines Airport

Days Inn & Suites by Wyndham Des Moines Airport
2.0 star property
Greater South Side
8.6 out of 10, Excellent, (1,759 reviews)
  • cleanliness
    Family-friendly hotel near Drake University offers indoor pool fun and free airport shuttle service.
The price is CA $91
CA $102 total
includes taxes & fees
Apr 16 - Apr 17
Days Inn & Suites by Wyndham Des Moines Airport

Beautiful Rustic Barn just waiting for you to kick back and relax.

Beautiful Rustic Barn just waiting for you to kick back and relax.
NEW VIRGINIA
10.0 out of 10, Exceptional, (408 reviews)
The price is CA $136
CA $237 total
includes taxes & fees
Apr 4 - Apr 5
Beautiful Rustic Barn just waiting for you to kick back and relax.

Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport
2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1,164 reviews)
  • cleanliness
    Splash into family adventure with kid-friendly games, complimentary breakfast, and airport shuttle service at this Des Moines hotel.
The price is CA $120
CA $134 total
includes taxes & fees
Apr 5 - Apr 6
Baymont by Wyndham Des Moines Airport

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG
2.5 star property
West Des Moines
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Family fun with free breakfast, indoor pool, and premium TV channels at this Jordan Creek Town Centre hotel.
The price is CA $134
CA $151 total
includes taxes & fees
Apr 5 - Apr 6
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

The Hen House Country Living with Farm Life Appeal Indianola, IA

The Hen House Country Living with Farm Life Appeal Indianola, IA
Indianola
10.0 out of 10, Exceptional, (13 reviews)
The price is CA $187
CA $264 total
includes taxes & fees
Apr 5 - Apr 6
The Hen House Country Living with Farm Life Appeal Indianola, IA

Wildwood Lodge

Wildwood Lodge
3.0 star property
Clive
9.6 out of 10, Exceptional, (1,235 reviews)
The price is CA $119
CA $133 total
includes taxes & fees
Apr 5 - Apr 6
Wildwood Lodge
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.

Choose what matters most at family-friendly hotels in Winterset

Top Winterset Hotel Reviews

Frequently asked questions

What are the best family-friendly hotels in Winterset?
If you're planning a family getaway to Winterset, you'll find delightful options that cater to both comfort and adventure. One great choice is the Entire farmhouse in the country, which boasts an impressive traveller rating of 10.0. This charming farmhouse offers a secure yard for children to play, along with a deck and patio where families can relax together. With amenities like a sofa bed and a kitchen, it's great for extended stays, allowing you to whip up family meals while enjoying the tranquil countryside.

Another excellent option is the Cobblestone Inn & Suites - Winterset, IA, highly rated at 9.2 by guests. Families particularly appreciate the comfortable and clean rooms, alongside the friendly and helpful staff. Starting your day with their complimentary breakfast, which is noted as excellent and delicious, makes mornings a breeze. Plus, the hotel provides free Wi-Fi and parking, ensuring convenience for families on the go.
Which area of Winterset is best to stay in for families?
For families visiting Winterset, staying near the town square or close to the city park offers the most convenience and access to family-friendly amenities.

The area around the town square is ideal because it's highly walkable, putting you just a short stroll away from local eateries, charming shops, and the historic Madison County Courthouse. Many of these establishments are well-accustomed to families, offering casual dining options and often a sweet treat or two like ice cream. It's a lovely place for a leisurely walk with the pushchair.

Winterset City Park is another excellent hub for families. This expansive park boasts several fantastic playgrounds where children can burn off energy, and plenty of open green space for picnics or a game of football. The park also features the historic Cutler-Donahoe Bridge, a lovely spot for a family photo. Staying nearby means you have easy access to these facilities, making spontaneous outdoor adventures a breeze. You'll also find grocery stores in proximity for stocking up on snacks and essentials.
How much does a family hotel in Winterset cost?
Travellers can find great deals on family-friendly Winterset hotels from CA $66 with Expedia. You may find hotels in Winterset that let kids stay for free, which can help you save. There are plenty of factors that can impact the price of family hotels, including location, amenities and the time of year. Sort Winterset hotels on Expedia by price to see our cheapest prices first.
Which cheap kid-friendly hotels in Winterset do travelers love?
Cobblestone Inn & Suites - Winterset, IA, is a fantastic choice for families seeking budget-friendly accommodation without compromising on quality. With a remarkable traveller rating of 9.2, guests frequently rave about the comfortable and clean rooms, making it an ideal base for your family adventures.

This hotel offers a range of amenities that cater perfectly to families. Enjoy complimentary breakfast on weekends, which is often described as excellent and delicious, ensuring everyone starts their day on the right foot. The hotel also provides free WiFi, so you can stay connected while planning your next outing or sharing memories with friends back home.

Parents will appreciate the convenience of free self-parking and the thoughtful inclusion of toiletries, allowing for a straightforward stay. Furthermore, the friendly and helpful staff are always on hand to assist, enhancing the warm, welcoming atmosphere that families love.
Which Winterset family-friendly hotels welcome pets?
If you're looking for a family-friendly hotel in Winterset that welcomes pets, the Cobblestone Inn & Suites is an excellent choice. With a superb traveller rating of 9.2, it has earned praise for its comfortable and clean rooms, making it a hit among families.

This charming hotel allows dogs, ensuring your furry friends can join in on the adventure. Guests particularly appreciate the friendly and helpful staff, who are always ready to assist with any needs you might have during your stay.

Start your day right with a complimentary breakfast, which many have described as excellent and delicious. Plus, the hotel's convenient location and free self-parking add to its appeal, offering both quality and convenience for families on the go.
Which family-friendly hotels are in central Winterset?
For families seeking a delightful stay in central Winterset, the Cobblestone Inn & Suites is an excellent choice, boasting a remarkable traveller rating of 9.2. Guests rave about the comfortable and clean rooms, as well as the friendly and helpful staff who go above and beyond to ensure a pleasant experience. The hotel offers a complimentary breakfast on weekends, great for fuelling up before a day of adventure, along with free WiFi and self-parking, making it convenient for families on the go.

Alternatively, for a great experience, consider the Entire farmhouse in the country, which boasts a great rating of 10.0. This charming accommodation features a spacious kitchen, allowing families to prepare their own meals, and a yard secured for children's play. With amenities like games for children, a patio for outdoor enjoyment, and a sofa bed for extra sleeping space, it's an ideal retreat for families wanting a cozy feel during their stay.
Is Winterset a family-friendly destination?
Yes, Winterset is a charming and family-friendly destination, offering a delightful blend of historical exploration and outdoor enjoyment.

A highlight for families is exploring the famous covered bridges of Madison County. You can drive to several of these picturesque wooden bridges, and many are situated in scenic spots great for a family picnic or a stroll. It's a wonderful way to enjoy the natural beauty of the area and imagine a simpler time.

Another fantastic option is Winterset City Park, a sprawling green space with something for everyone. It boasts multiple playgrounds for different age groups, open fields for games, and even a historic stone bridge to discover. Families can easily spend hours here, enjoying the fresh air and letting the children run free.

The town centre itself is quite walkable, with several casual eateries that cater to families, as well as local shops to browse.
What family-friendly activities should we do in Winterset?
Some of the best family-friendly activities in Winterset include exploring the Madison County Covered Bridges and enjoying a day at the Winterset City Park.

The Madison County Covered Bridges offer a delightful journey into history and a chance for scenic drives. Families can enjoy a leisurely car tour of these picturesque structures, stopping at each one to take photos and explore the surrounding natural beauty. It's a wonderful way to experience the charm of the area and create lasting memories together.

For outdoor recreation, Winterset City Park is an excellent choice. This expansive park boasts a fantastic playground where children can burn off energy, as well as plenty of open green spaces great for picnics, playing games, or simply relaxing. The park also features scenic walking trails that are suitable for all ages, allowing families to enjoy a gentle stroll amidst nature.
Are there any great family hotels in Winterset with a gym?
Cobblestone Inn & Suites - Winterset, IA, is an excellent choice for families seeking a comfortable stay with access to fitness facilities. Rated an impressive 9.2 by travellers, this hotel is praised for its clean and comfortable rooms, making it a welcoming retreat for families.

The hotel features a well-equipped gym, allowing parents to maintain their fitness routines while travelling. Additionally, the friendly and helpful staff are always on hand to ensure a pleasant experience. Families will appreciate the complimentary breakfast options available on weekends, which guests have described as excellent and delicious.

With free WiFi and self-parking, Cobblestone Inn & Suites combines convenience with quality, making it an ideal base for exploring Winterset.
How can I save on a family-friendly hotel in Winterset with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a One Key™ member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on family-friendly Winterset hotels. Typically, booking in advance will help you save on your hotel stay. If you're feeling spontaneous, be sure to check for last-minute deals.
Can I cancel my family hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right family-friendly hotel in Winterset for you.

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