Hotels in Winterset

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Tonight
Aug 20 - Aug 21
Tomorrow
Aug 21 - Aug 22
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Top 5 hotels in Winterset at a glance

  1. Cobblestone Inn & Suites - Winterset, IA — 2.5-star hotel in Winterset. Guest rating: 9.2/10 — Wonderful.
  2. Covered Bridge Inn — 2.5-star hotel in Winterset. Guest rating: 9.0/10 — Wonderful.
  3. Days Inn by Wyndham West Des Moines / Clive — 2-star hotel in Clive. Guest rating: 6.0/10.
  4. The Jeffreys Hotel Extended Stay — 2-star hotel in Osceola. Guest rating: 7.2/10 — Good.
  5. Hampton Inn & Suites West Des Moines/SW Mall Area — 2.5-star hotel in West Des Moines. Guest rating: 9.0/10 — Wonderful.

Where to stay in Winterset?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Winterset on Hotels.com. These Winterset hotels consistently deliver on comfort, location and traveler experience. Last updated on .

A hotel entrance with a stone facade, a sign above the entrance, and a covered walkway.
A hotel room with a large bed, a desk with a chair, a lamp, and a window with curtains.
A bar area with a stone wall, a TV mounted on the wall, and a refrigerator.
A hotel lobby with a reception desk, a brown sofa, a small armchair, a coffee table, and a fireplace.

Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA
Winterset
CNY927
CNY1,038 total
includes taxes & fees
Aug 22 - Aug 23
Cobblestone Inn & Suites - Winterset, IA
A covered outdoor area with a wooden ceiling and brick pillars, overlooking a parking lot with cars and a distant landscape.
A covered bridge inn with a brick entrance and a covered patio area.
A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.
A bathroom with a toilet, a shower with a curtain, and a towel rack with towels.

Covered Bridge Inn

Covered Bridge Inn
Winterset
CNY684
CNY766 total
includes taxes & fees
Aug 21 - Aug 22
Covered Bridge Inn
A hotel room with a large bed, two bedside lamps, a nightstand with a phone, and a wall-mounted artwork depicting a sunset.
A breakfast area with tables and chairs, a coffee machine, and a sign prohibiting pets.
A reception area with a marble counter, a television, and framed pictures on the wall.
A waiting area with a brown sofa, two armchairs, and a blue chair.

Days Inn by Wyndham West Des Moines / Clive

Days Inn by Wyndham West Des Moines / Clive
Clive
CNY372
CNY417 total
includes taxes & fees
Aug 23 - Aug 24
Days Inn by Wyndham West Des Moines / Clive
A hotel room with a bed, two bedside lamps, a nightstand, a painting on the wall, and a carpeted floor.
A two-story building with a covered entrance and a stone facade.

The Jeffreys Hotel Extended Stay

The Jeffreys Hotel Extended Stay
Osceola
CNY454
CNY509 total
includes taxes & fees
Aug 23 - Aug 24
The Jeffreys Hotel Extended Stay
A hotel room with a bed, a desk with a chair, a television, a framed picture on the wall, a sink, and a microwave.
A snack display area with a variety of treats and a refrigerated section.
A Hampton Inn Suites hotel with a clear entrance, American flags, and a welcoming sign.
A modern hotel lobby with a bar area, seating, and a large blue accent wall.

Hampton Inn & Suites West Des Moines/SW Mall Area

Hampton Inn & Suites West Des Moines/SW Mall Area
West Des Moines
CNY657
CNY736 total
includes taxes & fees
Aug 30 - Aug 31
Hampton Inn & Suites West Des Moines/SW Mall Area
A modern lobby with a sofa, chairs, a lamp, and a wall with a floral pattern.
A hotel room with a bed, a desk, a chair, and a nightstand with lamps.
A MainStay Suites hotel with a modern design, parking lot, and a clear sky.
A reception desk with a 'Welcome' mat, a sign for 'Sleep Inn & Suites', and a door to the right.

Sleep Inn Waukee-West Des Moines

Sleep Inn Waukee-West Des Moines
Waukee
CNY580
CNY649 total
includes taxes & fees
Aug 30 - Aug 31
Sleep Inn Waukee-West Des Moines
A Holiday Inn Express & Suites building with a modern design, featuring a brick facade and a covered entrance area.
A lobby with green armchairs, a sofa, a bench, and a small table. There are framed artworks on the walls and a lamp on a side table.
A swimming pool with clear blue water, surrounded by lounge chairs and a wooden cabinet.
A lobby with a brown sofa, grey armchairs, a small round table, and a vending machine.

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

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG
West Des Moines
CNY767
CNY859 total
includes taxes & fees
Sep 6 - Sep 7
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG
A modern restaurant with a central bar area, multiple seating options including booths and tables, and pendant lighting.
A modern bar area with a white countertop, black bar stools, and pendant lighting.
A reception area with a wooden reception desk, a vending machine, and a decorative wall piece.
An outdoor patio with stone walls, a fire pit, and outdoor seating.

Fairfield Inn & Suites by Marriott® Norwalk Des Moines

Fairfield Inn & Suites by Marriott® Norwalk Des Moines
Norwalk
CNY646
CNY723 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn & Suites by Marriott® Norwalk Des Moines
A spacious lobby with a high ceiling, a central seating area with a blue sofa and chairs, a dining area, and a staircase leading to an upper level.
A vending machine area with various snacks and drinks.
A spacious lobby with a curved blue sofa, a round coffee table, and a seating area with chairs. There is a staircase with a railing leading to an upper level.
A multi-story hotel with a prominent entrance, a large glass facade, and a parking lot.

Fairfield Inn and Suites by Marriott Des Moines West

Fairfield Inn and Suites by Marriott Des Moines West
West Des Moines
CNY651
CNY729 total
includes taxes & fees
Aug 30 - Aug 31
Fairfield Inn and Suites by Marriott Des Moines West
A bar area with multiple screens displaying sports and news, a cash register, and bar stools.
A hotel with a pool area, outdoor seating, and a building with multiple floors and windows.
A reception area with a wooden wall and a sign reading "Westlake Bar & Grill".
A lobby with a stone wall, a fireplace, a TV, red sofas, and two lamps.

Lakeside Hotel Casino, a Travelodge by Wyndham

Lakeside Hotel Casino, a Travelodge by Wyndham
Osceola
CNY485
CNY636 total
includes taxes & fees
Aug 23 - Aug 24
Lakeside Hotel Casino, a Travelodge by Wyndham
An indoor swimming pool with a 30 ft depth sign, a reception area, and a 'No Lifeguard' warning sign.
A lobby with striped orange chairs, a green ottoman, and a fireplace.
A hotel room with two beds, a desk, a television, and a dresser.
A spacious dining area with a long table and multiple chairs, large windows, and orange walls.

Drury Inn & Suites West Des Moines

Drury Inn & Suites West Des Moines
West Des Moines
CNY673
CNY754 total
includes taxes & fees
Aug 30 - Aug 31
Drury Inn & Suites West Des Moines
A hotel room with a bed, a sofa, an ottoman, a nightstand, a lamp, and two framed pictures on the wall.

Hyatt Place West Des Moines Jordan Creek

Hyatt Place West Des Moines Jordan Creek
West Des Moines
CNY727
CNY814 total
includes taxes & fees
Aug 30 - Aug 31
Hyatt Place West Des Moines Jordan Creek
A sunroom with a glass ceiling, wicker furniture, and potted plants.
A spacious lobby with a high ceiling, a seating area with sofas and ottomans, a reception desk, and a staircase to an upper level.
A hotel room with a bed, a blue armchair, a desk, and a nightstand.
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.

Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport
Southwestern Hills
CNY636
CNY713 total
includes taxes & fees
Sep 20 - Sep 21
Baymont by Wyndham Des Moines Airport
A modern hotel lobby with a central reception desk, seating area with sofas and chairs, and a self-service kiosk.
A modern lobby with a reception desk, colorful chairs, a purple sofa, and a wall with a 'SOUTHEAST' sign.
A modern gym with exercise equipment, a wall-mounted TV, and a mirror.
An indoor swimming pool with wooden beams, lounge chairs, and a sun umbrella.

Tru By Hilton Norwalk Des Moines

Tru By Hilton Norwalk Des Moines
Norwalk
CNY546
CNY612 total
includes taxes & fees
Aug 31 - Sep 1
Tru By Hilton Norwalk Des Moines
A spacious hotel lobby with a central bar, seating area, and a ceiling fan.
A reception desk with a wooden finish, a sign reading "welcome to Des Moines," and a framed picture above the door.
A vending machine with snacks and beverages, a shelf with various snack brands, and a sign indicating 'IA TREATS'.
A gym with treadmills, elliptical machines, and weight equipment.

Hampton Inn Des Moines-Airport

Hampton Inn Des Moines-Airport
Greater South Side
CNY723
CNY810 total
includes taxes & fees
Sep 6 - Sep 7
Hampton Inn Des Moines-Airport
An outdoor seating area with yellow chairs and a colorful sofa, a fire pit, and a wooden ceiling with hanging lights.
A modern restaurant with a long wooden table and chairs, a counter with a beverage dispenser, and shelves with bowls and glasses.
A hotel room with a large bed, a desk with a computer, a TV, and a kitchenette.
A modern lounge area with a sofa, ottomans, and tables, featuring a mix of red and yellow chairs.

Home2 Suites by Hilton Des Moines at Drake University

Home2 Suites by Hilton Des Moines at Drake University
Drake
CNY712
CNY798 total
includes taxes & fees
Aug 23 - Aug 24
Home2 Suites by Hilton Des Moines at Drake University
A modern hotel with a large, illuminated entrance canopy and a prominent 'HOTELS' sign.
A modern lounge area with sofas, ottomans, and a bar area.
A bar area with a 'WXYZ' sign, multiple shelves of liquor bottles, and four black bar stools.
A modern lounge area with a sofa, round tables, and chairs, featuring a patterned rug and a view of the dining area.

Aloft by Marriott Waukee

Aloft by Marriott Waukee
Waukee
CNY646
CNY724 total
includes taxes & fees
Sep 6 - Sep 7
Aloft by Marriott Waukee
A multi-story building with a stone bridge over a calm water feature, surrounded by trees and well-lit pathways.
A modern kitchen with a central island, large windows, and a dining area in the background.
An outdoor patio with wicker furniture, a fire pit, and a basketball court.
A spacious living room with a stone fireplace, comfortable seating, and large windows.

Residence Inn by Marriott Des Moines West at Jordan Creek Town Center

Residence Inn by Marriott Des Moines West at Jordan Creek Town Center
West Des Moines
CNY801
CNY897 total
includes taxes & fees
Aug 23 - Aug 24
Residence Inn by Marriott Des Moines West at Jordan Creek Town Center
A hotel dining area with multiple tables and chairs, a central fireplace, and potted plants.
A hotel lobby with a fireplace, green patterned chairs, a television mounted above the fireplace, and a patterned carpet.
A fitness center with treadmills, elliptical machines, and exercise equipment.
A hotel room with a large bed, a desk, a TV, and a window with curtains.

Fairfield Inn & Suites by Marriott Des Moines Airport

Fairfield Inn & Suites by Marriott Des Moines Airport
Des Moines
CNY825
CNY924 total
includes taxes & fees
Sep 6 - Sep 7
Fairfield Inn & Suites by Marriott Des Moines Airport
A reception desk with a stone facade, a 'Quality by Choice Hotels' sign, and pendant lighting.
A hotel with a covered entrance, multiple windows, and a sign indicating it is a Quality Inn Express.
A hotel room with a bed, a sofa, a coffee table, and a desk.

Quality Inn & Suites Des Moines Airport

Quality Inn & Suites Des Moines Airport
Greater South Side
CNY479
CNY536 total
includes taxes & fees
Aug 27 - Aug 28
Quality Inn & Suites Des Moines Airport
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Our prices for hotels in Winterset are cheapest in February
Price trends for hotels in Winterset
Pricing is based on two traveler single night rates
View properties in August
Typical weather for Winterset
August
High 29°C / low 18°C. Sunny most days.
View properties in August
29°
18°
25°
14°
17°
7°
9°
1°
2°
-5°
-1°
-9°
0°
-9°
9°
0°
15°
5°
21°
11°
27°
17°
29°
19°
Monthly weather averages (˚C)

Top landmarks in Winterset

A red bridge over a calm river with greenery around.

Roseman Bridge

9.6/10 (75 reviews)
If you're planning a bit of sightseeing during your trip, head to Roseman Bridge— just one of the landmarks located 7.5 mi (12.1 km) from central Winterset.
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A stone tower with arched windows and a sign reading "Fletcher & Rouse Historic Site."
Photo by Mykayla Powell

Clark Tower

9.6/10 (45 reviews)
You might want to get your camera out and head to Clark Tower— just one of the landmarks located 0.9 mi (1.4 km) from central Winterset.
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A red covered bridge with a white railing, surrounded by greenery and trees.

Cedar Bridge

9.8/10 (67 reviews)
If you're planning a bit of sightseeing during your trip, head to Cedar Bridge— just one of the landmarks located 2.7 mi (4.3 km) from central Winterset.
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A red covered bridge with white railings, surrounded by greenery and trees.

Holliwell Bridge

9.6/10 (63 reviews)
Holliwell Bridge is just one of the landmarks located 2.9 mi (4.7 km) from central Winterset, so you might want to stop by for a few pics during your trip.
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John Wayne Birthplace Museum

9.4/10 (131 reviews)
If museums are on your list of things to see, then you might want to head to John Wayne Birthplace Museum, located in the heart of Winterset.If you want to experience more of the culture Winterset has to offer, head to Madison County Courthouse, Cutler-Donahoe Covered Bridge, and Clark Tower.
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Madison County Courthouse

9.4/10 (68 reviews)
Madison County Courthouse is worth a visit when in central Winterset.
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Cutler-Donahoe Covered Bridge

Cutler-Donahoe Covered Bridge is 0.5 mi (0.8 km) from central Winterset, why not stop by during your stay.
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The Winterset Stage

9.0/10 (23 reviews)
The Winterset Stage is 1.2 mi (1.9 km) from central Winterset, why not stop by during your stay. If you want to experience more of the culture Winterset has to offer, head to Madison County Courthouse, John Wayne Birthplace Museum, and Clark Tower.
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Learn more about Winterset

Wander through John Wayne's birthplace, where his childhood home displays memorabilia that would make The Duke tip his hat in approval. The famous covered bridges of Madison County beckon from nearby countryside roads, inspiring bestselling literature and Hollywood romance. Around the town square, antique shops and coffee spots host farmers exchanging conversation over morning cups. Cedar Bridge and Roseman Bridge offer perfect photography backdrops, while Clark Tower provides panoramic views worth the climb. The courthouse stands proudly at the center, a testament to small-town America that Norman Rockwell would recognize. Pammel State Park offers natural respite when Winterset's charm becomes almost too wholesome to bear.

See all hotels in Winterset
A red covered bridge over a calm river, surrounded by lush greenery and trees.

Check out reviews of Winterset hotels guests love

Fairfield Inn and Suites by Marriott Des Moines West

Fairfield Inn and Suites by Marriott Des Moines West

10/10 Excellent
"Nice rooms, equipped with refrigerator and coffee maker. Bathroom large and easy to navigate. Breakfast was abundant and delicious. Lovely staff"
Rojann 2-night trip
Posted 2 hours ago
Fairfield Inn and Suites by Marriott Des Moines West
Drury Inn & Suites West Des Moines

Drury Inn & Suites West Des Moines

10/10 Excellent
"This was a great place to stay with our 2 kids. They were very accommodating with bringing us a roll away bed. The pool was nice. The breakfast and dinner snack time (which is more like dinner) was great!"
Jennifer 2-night trip
Posted 5 hours ago
Drury Inn & Suites West Des Moines
Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

10/10 Excellent
"Very clean with helpful staff. Thanks for the delicious late night snacks and morning breakfast :)"
Jake 1-night trip
Posted 5 hours ago
Hotel Fort Des Moines, Curio Collection by Hilton
Wildwood Lodge

Wildwood Lodge

8/10 Good
"Very very nice staff. A charming old cabin feel to the lodge. Great, convenient location with lots of food options to walk to."
Connor 1-night trip
Posted 5 hours ago
Wildwood Lodge
La Quinta Inn & Suites by Wyndham Des Moines West Clive

La Quinta Inn & Suites by Wyndham Des Moines West Clive

10/10 Excellent
"Staff is very welcoming. Asked for more towels and got them right away. Very nice place to stay with children also."
Loras 2-night trip
Posted 6 hours ago
La Quinta Inn & Suites by Wyndham Des Moines West Clive
Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

8/10 Good
"The breakfast couod have been better. He waffle batter wasn’t good & the bagel was very dry, my knife couldn’t slice it."
Colleen 1-night trip
Posted 9 hours ago
Cobblestone Inn & Suites - Winterset, IA
Clarion Inn Des Moines Airport

Clarion Inn Des Moines Airport

10/10 Excellent
"Amazing workers. My room was clean. The hotel was clean. The pool was absolutely immaculate. I loved the the heated pool and the water was nice and clear. Parking was amazing. Will definitely be coming back again"
Crystal 1-night trip
Posted 21 hours ago
Clarion Inn Des Moines Airport
Home2 Suites by Hilton Des Moines at Drake University

Home2 Suites by Hilton Des Moines at Drake University

10/10 Excellent
"Stayed on night and everything was great. The breakfast bar had variety and it was delicious."
Tameka 1-night trip
Posted 22 hours ago
Home2 Suites by Hilton Des Moines at Drake University
AmericInn by Wyndham Des Moines Airport

AmericInn by Wyndham Des Moines Airport

10/10 Excellent
"."
Latasha 1-night trip
Posted 2 days ago
AmericInn by Wyndham Des Moines Airport

Frequently asked questions

How much does a hotel room cost in Winterset?
You can discover great hotels in Winterset from CNY417 with properties to suit all budgets and needs. If you're after an affordable hotel in Winterset that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Winterset hotels?
Discover great deals on Winterset hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Winterset hotels.
Can I book Winterset hotels with free cancellation?
In order to book a refundable Winterset hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Winterset hotels with free parking?
If you're exploring by car, finding a great Winterset hotel with free parking is a win. Our travelers' favorites include:
What accommodations do travelers like in Winterset?
Guests like Cobblestone Inn & Suites - Winterset, IA and Covered Bridge Inn.
Can I book refundable accommodations in Winterset?
If you're looking for the flexibility to change your travel plans to Winterset, most hotels offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Winterset if I want a vacation rental instead of a hotel?
You'll find 6 vacation homes on our site.
What will the weather in Winterset be like during my vacation?
July and August are typically the warmest months in Winterset when the average temp is 72°F. January and February are the coldest months when the average temperature is 29°F. May and June are the months with the most rain.
Why should I book my Winterset hotel with Hotels.com?
There are lots of reasons to book your Winterset trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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