Find hotels in Winterset, IA from ฿1,725

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Our top choices for Winterset hotels

Exterior
Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA
2.5 star property
Winterset
9.2 out of 10, Wonderful, (712)
Located near The Winterset Stage and John Wayne Birthplace Museum, this hotel offers a fitness centre for active travellers. Enjoy a meal at the restaurant or relax with a drink at the bar after a day of sightseeing, plus free breakfast, WiFi and parking.
"Great place to stay. "
United States
Steve
The price is ฿3,359
฿3,762 total
includes taxes & fees
1 Jan - 2 Jan 2026
Cobblestone Inn & Suites - Winterset, IA
Porch
Covered Bridge Inn

Covered Bridge Inn

Covered Bridge Inn
2.5 star property
Winterset
9.0 out of 10, Wonderful, (769)
Serene retreat with complimentary breakfast, WiFi, and parking just minutes from the John Wayne Birthplace Museum. Clean rooms and helpful staff create a restful atmosphere, with The Winterset Stage nearby for entertainment.
"Breakfast was top notch for the price."
United States
Raymond
The price is ฿3,049
฿3,415 total
includes taxes & fees
26 Dec - 27 Dec
Covered Bridge Inn
Indoor pool
AmericInn by Wyndham Stuart

AmericInn by Wyndham Stuart

AmericInn by Wyndham Stuart
2.5 star property
Stuart
8.4 out of 10, Very good, (524)
Set in the heart of Stuart, this inviting hotel offers a refreshing indoor pool and complimentary daily continental breakfast. Guest rooms provide a clean, comfortable retreat after exploring the area, with free WiFi and parking enhancing your Iowa stay.
"Was clean and nice."
United States
Christopher
The price is ฿2,549
฿2,979 total
includes taxes & fees
2 Jan - 3 Jan 2026
AmericInn by Wyndham Stuart
Bar (on property)
Lakeside Hotel Casino

Lakeside Hotel Casino

Lakeside Hotel Casino
3.0 star property
Osceola
8.2 out of 10, Very good, (1006)
Escape to this Osceola retreat near Lakeside Casino with convenient train station access. The hotel offers free WiFi, complimentary parking, and a fitness centre. After swimming laps, enjoy drinks at the bar or dine at the on-site restaurant.
"Room was clean, staff were pleasant."
United States
Yvette
The price is ฿2,239
฿2,940 total
includes taxes & fees
18 Jan - 19 Jan 2026
Lakeside Hotel Casino
Lobby
Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport
2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1167)
Located just minutes from Des Moines Airport, this hotel offers scheduled free shuttles and daily continental breakfast. Rooms include refrigerators and microwaves, while a 24-hour fitness centre and snack bar provide added convenience for travellers.
"Convenient location to restaurants"
United States
Sally
The price is ฿2,670
฿2,991 total
includes taxes & fees
20 Jan - 21 Jan 2026
Baymont by Wyndham Des Moines Airport
Property amenity
La Quinta Inn & Suites by Wyndham Des Moines West Clive

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, (1005)
Experience quiet comfort at this Clive hotel, where free breakfast, WiFi and parking await. Take a refreshing dip in the indoor pool after exploring nearby Jordan Creek Town Centre. Travellers praise the helpful staff and convenient location.
"Great place to stay! "
United States
Kirsten
The price is ฿2,026
฿2,269 total
includes taxes & fees
11 Jan - 12 Jan 2026
La Quinta Inn & Suites by Wyndham Des Moines West Clive
Lobby
Evergreen Inn

Evergreen Inn

Evergreen Inn
2.5 star property
Osceola
9.0 out of 10, Wonderful, (692)
Conveniently located near the train station, this welcoming motel offers complimentary WiFi and parking. Clean rooms provide a comfortable retreat after exploring nearby Osceola Public Library and Little Indian Park. The attentive staff ensures a pleasant experience.
"The room was very clean and comfortable. Kari was super friendly and helpful as we checked in. "
United States
Randy
The price is ฿1,624
฿1,818 total
includes taxes & fees
17 Jan - 18 Jan 2026
Evergreen Inn
Property amenity
Country Inn & Suites by Radisson, Indianola, IA

Country Inn & Suites by Radisson, Indianola, IA

Country Inn & Suites by Radisson, Indianola, IA
2.5 star property
Indianola
9.0 out of 10, Wonderful, (712)
Just minutes from the National Balloon Museum, this hotel offers an indoor pool for refreshing dips any time of year. Enjoy complimentary breakfast, WiFi, and parking while exploring local attractions. The fitness centre provides additional recreational options.
"I stay at this property multiple times a year and have always had a positive experience. "
United States
John
The price is ฿3,280
฿3,674 total
includes taxes & fees
24 Jan - 25 Jan 2026
Country Inn & Suites by Radisson, Indianola, IA
Free WiFi, bed sheets
Motel 6 West Des Moines, IA

Motel 6 West Des Moines, IA

Motel 6 West Des Moines, IA
2.0 star property
West Des Moines
7.8 out of 10, Good, (718)
Located in West Des Moines, this motel offers clean rooms with 24-hour front desk service. Jordan Creek Town Centre and Des Moines Golf & Country Club are nearby. Enjoy complimentary WiFi, free parking, and a snack bar/deli during your stay.
"Nice clean room, friendly staff. "
United States
Cheryl
The price is ฿1,586
฿1,776 total
includes taxes & fees
7 Jan - 8 Jan 2026
Motel 6 West Des Moines, IA
Lobby
Fairfield Inn and Suites by Marriott Des Moines West

Fairfield Inn and Suites by Marriott Des Moines West

Fairfield Inn and Suites by Marriott Des Moines West
2.5 star property
West Des Moines
9.0 out of 10, Wonderful, (1006)
Quiet refuge with comfortable rooms near local attractions including Jordan Creek Town Centre. Free breakfast, WiFi, and parking enhance your experience, while the indoor pool and fitness centre offer relaxation. Helpful staff ensure a pleasant business or leisure visit.
"Room was clean, staff was courteous and the bed was comfortable. "
United States
Craig
The price is ฿2,575
฿2,884 total
includes taxes & fees
28 Dec - 29 Dec
Fairfield Inn and Suites by Marriott Des Moines West
Terrace/patio
Hotel Pommier Indianola

Hotel Pommier Indianola

Hotel Pommier Indianola
2.5 star property
Indianola
9.2 out of 10, Wonderful, (435)
Discover a welcoming retreat in Indianola with convenient amenities including complimentary breakfast, WiFi, and parking. The 24-hour fitness centre keeps your routine intact while the attentive staff ensures a pleasant stay near the National Balloon Museum and Buxton Park Arboretum.
"Loved it! Quaint and perfect stay! "
United States
Kara
The price is ฿2,209
฿2,474 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hotel Pommier Indianola
Indoor pool
Quality Inn Osceola

Quality Inn Osceola

Quality Inn Osceola
2.5 star property
Osceola
8.4 out of 10, Very good, (62)
This ideally positioned hotel offers complimentary breakfast, WiFi, and parking. Guests appreciate the helpful staff and clean, quiet rooms. Take a refreshing swim in the indoor pool before exploring nearby attractions like Revelton Distilling Company.
"Great place to stay!!!"
United States
Cynthia
The price is ฿2,800
฿3,135 total
includes taxes & fees
17 Jan - 18 Jan 2026
Quality Inn Osceola
Exterior
AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola
2.5 star property
Osceola
8.8 out of 10, Excellent, (599)
"Nice location, good breakfast and helpful staff."
United States
Christopher
The price is ฿3,437
฿3,850 total
includes taxes & fees
5 Jan - 6 Jan 2026
AmericInn by Wyndham Osceola
Desk, iron/ironing board, free cots/infant beds, rollaway beds
Days Inn & Suites by Wyndham Des Moines Airport

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, (1692)
Escape the bustle at this quiet Des Moines retreat, just 1 mile from the airport with 24-hour shuttle service. Dive into the indoor pool, enjoy free breakfast, and rest on comfortable beds. Convenient for Drake University visits and shopping excursions.
"Had a great stay and was impressed with the staff and the hotel. Will stay again!"
United States
Kevin
The price is ฿1,960
฿2,195 total
includes taxes & fees
1 Jan - 2 Jan 2026
Days Inn & Suites by Wyndham Des Moines Airport
1 bedroom, desk, blackout curtains, soundproofing
Super 8 by Wyndham Osceola IA

Super 8 by Wyndham Osceola IA

Super 8 by Wyndham Osceola IA
2.0 star property
Osceola
8.6 out of 10, Excellent, (235)
This railway-adjacent motel offers complimentary continental breakfast, WiFi, and parking. Work out anytime in the 24-hour fitness centre before exploring nearby Warren Family Park or Revelton Distilling Company. Guests consistently praise the attentive staff for their exceptional service.
"Very convenient location and wonderful staff!"
United States
Sandra
The price is ฿2,490
฿2,789 total
includes taxes & fees
25 Dec - 26 Dec
Super 8 by Wyndham Osceola IA
Indoor pool
Quality Inn Indianola

Quality Inn Indianola

Quality Inn Indianola
2.5 star property
Indianola
7.6 out of 10, Good, (513)
Discover comfort at this welcoming hotel with an indoor pool for year-round swimming. Near National Balloon Museum and Indianola Country Club, guests enjoy complimentary WiFi, parking, and breakfast. Travellers consistently praise the helpful staff and clean accommodation.
"The staff was kind and the hotel rooms clean"
United States
Stephanie
The price is ฿2,070
฿2,319 total
includes taxes & fees
22 Jan - 23 Jan 2026
Quality Inn Indianola
Exterior
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

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, (1000)
This business-friendly hotel offers free breakfast, WiFi, and parking just a 15-minute drive from Jordan Creek Town Centre. The indoor pool invites morning swims, while the 24-hour fitness centre keeps workout routines on track. Guests praise the clean rooms and helpful staff.
"The check-in was super fast! The staff was courteous and the hotel was very clean. It was a nice quiet stay and I would absolutely stay again. "
United States
Christina
The price is ฿2,893
฿3,240 total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG
Gift shop
Tru By Hilton Norwalk Des Moines

Tru By Hilton Norwalk Des Moines

Tru By Hilton Norwalk Des Moines
2.5 star property
Norwalk
The price is ฿2,525
฿2,828 total
includes taxes & fees
13 Jan - 14 Jan 2026
Tru By Hilton Norwalk Des Moines
Property amenity
Fairfield by Marriott Inn & Suites Norwalk

Fairfield by Marriott Inn & Suites Norwalk

Fairfield by Marriott Inn & Suites Norwalk
3.0 star property
Norwalk
9.4 out of 10, Exceptional, (72)
Enjoy free perks including breakfast, WiFi and parking at this Norwalk hotel. Cool off in the seasonal outdoor pool after exploring nearby Echo Valley Driving Range or Willow Creek Golf Club. Just 21 minutes from Des Moines International Airport.
"We would stay there again"
United States
Mark
The price is ฿2,986
฿3,345 total
includes taxes & fees
27 Dec - 28 Dec
Fairfield by Marriott Inn & Suites Norwalk
Daily cooked-to-order breakfast for a fee
Courtyard Des Moines West/Jordan Creek

Courtyard Des Moines West/Jordan Creek

Courtyard Des Moines West/Jordan Creek
3.0 star property
West Des Moines
8.8 out of 10, Excellent, (890)
Stay minutes from shopping and entertainment at Jordan Creek Town Centre. This hotel features an indoor pool, 24-hour fitness centre, and bar/lounge. Rooms include convenient refrigerators and microwaves, while free WiFi and parking enhance your comfortable visit.
"It was a fine stay for what we needed"
United States
Erika
The price is ฿2,092
฿2,343 total
includes taxes & fees
5 Jan - 6 Jan 2026
Courtyard Des Moines West/Jordan Creek
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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Stay near popular Winterset attractions

An Old Red Covered Bridge Over A River

Roseman Bridge

4.7/5 (35 reviews)
This 1883 wooden bridge gained fame in "The Bridges of Madison County" film with its distinctive flat roof and lattice design. Visit during autumn when vibrant foliage creates a perfect backdrop for photography.
See properties
Cedar Bridge under trees - Winterset, Iowa

Cedar Bridge

4.8/5 (30 reviews)
Cedar Bridge is the only drivable covered bridge of Madison County, immortalised in the famous novel and film. Drive through this restored 1883 wooden landmark, then enjoy the Victorian gazebos and flower gardens nearby.
See properties

Learn more about Winterset

Covered bridges beckon you to explore Madison County's scenic countryside, where John Wayne's birthplace museum awaits. Stroll the quaint town square, chatting with friendly locals over coffee before browsing antique shops brimming with treasures.

See all hotels in Winterset
hogback covered bridge, summer

Top Winterset Hotel Reviews

More cheap stays in Winterset

Motel 6 West Des Moines, IA

Motel 6 West Des Moines, IA

7655 Office Plaza Dr N West Des Moines IA
The price is ฿1,586 per night from 7 Jan to 8 Jan
฿1,586
฿1,776 total
7 Jan - 8 Jan 2026
includes taxes & fees
7.8/10 Good! (711 reviews)

Frequently asked questions

Where is the best place for a stay in Winterset?
Cobblestone Inn & Suites - Winterset, IA is a favourite with Expedia customers. This hotel offers free breakfast and a restaurant. Covered Bridge Inn is another favourite option for your trip based on reviews. See all available top hotels, or vacation rentals in Winterset.
If I need to cancel my hotel reservation in Winterset, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winterset.
What's the best dog-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 choice if you're bringing your pet along. See more pet-friendly hotel accommodations in Winterset.
What are some accommodation options with pools in Winterset?
Fairfield Inn and Suites by Marriott Des Moines West: Hotel located near Jordan Creek Town Center. Provides a snack bar/deli, an indoor pool and daily. Stoney Creek Hotel Des Moines - Johnston and Home2 Suites by Hilton Des Moines at Drake University are two additional hotels that feature an on-site pool. View all hotels with pools in Winterset.
What is staying in Winterset like?
Visitors can enjoy all that Winterset has to offer, including the shopping, restaurants and bars. The welcoming and quaint setting also entices those visiting the city. In Winterset, there are 12 hotels and other accommodation options to choose from. Find out more about Winterset.
What should I see while I'm in Winterset?
Cultural venues include John Wayne Birthplace Museum and The Winterset Stage. Landmarks like Clark Tower, Cedar Bridge and Holliwell Bridge might be worth a visit. A couple of additional sights to add to your itinerary are Roseman Bridge and Hogback Bridge. Take a look at what more there is to see and do in Expedia's Winterset guide.
What's the seasonal weather like in Winterset?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winterset are January, February, November and March, with each month seeing an average of 22 cm of snowfall.

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