Find Romantic Hotels in Winterset, IA from $50

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Top Winterset Romantic Hotels

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
$108 nightly
The price is $121
Dec 26 - Dec 27
Total with taxes and fees
AmericInn by Wyndham Osceola

Baymont by Wyndham Des Moines Airport

2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1159)
"Friendly staff, quiet location, comfortable and clean rooms. Would stay there again."
United States
Alaina
$75 nightly
The price is $84
Dec 30 - Dec 31
Total with taxes and fees
Baymont by Wyndham Des Moines Airport

Stoney Creek Hotel Des Moines - Johnston

2.5 star property
Johnston
9.0 out of 10, Wonderful, (1793)
"Great customer service by the hotel staff!"
United States
Adam
$76 nightly
The price is $85
Dec 2 - Dec 3
Total with taxes and fees
Stoney Creek Hotel Des Moines - Johnston

Clarion Inn Des Moines Airport

3.0 star property
Watrous South
7.0 out of 10, Good, (124)
"Staff was friendly. "
United States
Amber
$54 nightly
The price is $61
Dec 28 - Dec 29
Total with taxes and fees
Clarion Inn Des Moines Airport

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 star property
Downtown Des Moines
9.6 out of 10, Exceptional, (1065)
"Great room and stay."
United States
Debbie
$139 nightly
The price is $155
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hotel Fort Des Moines, Curio Collection by Hilton

West Des Moines Marriott

3.5 star property
West Des Moines
9.0 out of 10, Wonderful, (1004)
"Would stay again"
United States
Lisa
$131 nightly
The price is $147
Dec 7 - Dec 8
Total with taxes and fees
West Des Moines Marriott

Revel Hotel Des Moines Urbandale, Tapestry Collection by Hilton

4.5 star property
Urbandale
9.4 out of 10, Exceptional, (623)
"Great hotel. Will definitely stay again!"
United States
Austen
$123 nightly
The price is $138
Dec 26 - Dec 27
Total with taxes and fees
Revel Hotel Des Moines Urbandale, Tapestry Collection by Hilton

Supertel Inn & Conference Center

2.5 star property
Creston
8.0 out of 10, Very Good, (219)
"location"
United States
Kirby
$140 nightly
The price is $157
Dec 4 - Dec 5
Total with taxes and fees
Supertel Inn & Conference Center

Sheraton West Des Moines Hotel

3.5 star property
West Des Moines
8.2 out of 10, Very Good, (1004)
"Excellent stay"
United States
Shane
$93 nightly
The price is $104
Dec 7 - Dec 8
Total with taxes and fees
Sheraton West Des Moines Hotel

Edgetowner Motel

2.5 star property
De Soto
6.2 out of 10, (149)
"The woman (im sorry I forgot her name and she might be the owner) who helped us at the front desk, was soooooooooo nice! The location was perfect for us! Its a couple minutes off 80 West. The room was simple and I even got to soak in tub, yes, there are bathtubs. I loved it! We'll definitely be back when we're out that way."
United States
Alexandra
$45 nightly
The price is $50
Dec 2 - Dec 3
Total with taxes and fees
Edgetowner Motel
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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Find out more about Winterset

Winterset attractions for couples

Winterset, Iowa, offers a delightful blend of history, culture, and outdoor adventure that is perfect for travelers seeking quality experiences. Start your journey at the iconic John Wayne Birthplace Museum, where you can dive into the life of the legendary actor through exhibits that showcase his early years and Hollywood career. Next, explore the stunning landscapes of the Winterset City Park, home to beautiful walking trails and the picturesque Roseman Covered Bridge, which is perfect for family photos and a bit of history. Don't miss the Madison County Historical Complex, where you can learn about the rich heritage of the region through well-preserved artifacts and engaging stories. For those who love the outdoors, the nearby Pammel State Park offers hiking trails with breathtaking views, ideal for a family adventure or a romantic stroll. After a day of exploration, unwind in downtown Winterset, where you’ll find charming local eateries and boutique shops. Consider staying in one of the cozy bed-and-breakfasts or quality hotels in the area that provide excellent service and a warm atmosphere, making your stay comfortable and memorable.

Find the best romantic hotels in Winterset

For couples seeking a romantic getaway in Winterset, Iowa, these charming hotels provide the perfect backdrop for love and intimacy. Each offers unique features to enhance your stay together.

Cobblestone Inn & Suites - Winterset, IA

  • Why it's great for a couples retreat: The Cobblestone Inn & Suites is an ideal choice for couples looking to enjoy a cozy and intimate escape, a high guest review rating of 9.2. With its inviting ambiance and comfortable accommodations, this hotel offers a peaceful retreat where guests can unwind and connect. The hotel features a 24-hour room service, allowing couples to enjoy meals in the privacy of their room for that extra touch of romance.
  • Other amenities: Guests can start their day with a complimentary breakfast, featuring a range of options to fuel your adventures together. The hotel also offers free self-parking for convenience and daily housekeeping to ensure a tidy stay. With premium bedding and a sofa bed in select rooms, travelers can enjoy a restful night's sleep. Additionally, the fitness facilities allow couples to maintain their routine while away.
  • Nearby attractions: The Winterset Stage - 0.69 miles, Madison County Courthouse - 1.1 miles, John Wayne Birthplace Museum - 1.24 miles

Covered Bridge Inn

  • Why it's great for a couples retreat: Nestled in the heart of Winterset, the Covered Bridge Inn presents a cozy atmosphere perfect for romantic getaways, with a solid review rating of 9.0. This charming inn provides a terrace where couples can enjoy morning coffee or an evening glass of wine while soaking in the serene surroundings, enhancing their romantic experience.
  • Other amenities: Guests can indulge in a complimentary breakfast daily, ensuring a delightful start to each day. The inn features air-conditioned rooms for comfort and convenience, as well as free self-parking. With premium bedding and toiletries provided, guests can expect a comfortable and pampering stay. The location also offers easy access to nearby attractions, making it perfect for couples looking to explore the local area together.
  • Nearby attractions: The Winterset Stage - 0.96 miles, Madison County Courthouse - 1.36 miles, John Wayne Birthplace Museum - 1.51 miles

Top Winterset Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Winterset?
If you and your partner need a romantic escape, we'd like to help you plan for it. You might consider checking out some of the nearby sights and attractions such as John Wayne Birthplace Museum, Clark Tower, or Roseman Bridge. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Winterset?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Winterset: 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 do in Winterset?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Winterset has to offer. A visit to John Wayne Birthplace Museum, Clark Tower, or Roseman Bridge might be just the ticket when you're checking out the sights.
What's the best way to get to Winterset and around town during my romantic getaway?
This information about transportation options in Winterset might help your romantic trip go off without a hitch: To get to Winterset, you can fly into Des Moines International Airport (DSM), which is the closest major airport, located 23.5 mi (37.9 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.

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