Best Winterset Hotels in 2026 from HK$493 - Fully Refundable Options

A red covered bridge over a calm river, surrounded by lush greenery and trees.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Winterset

Pet friendly

Hot tub

Pool

Apartment

Apart hotel

Condo

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Winterset hotels

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 hotel lobby with a reception desk, a brown sofa, a small armchair, a coffee table, and a fireplace.

A buffet setup with a bowl of oranges and a container of fruit.

1. Cobblestone Inn & Suites - Winterset, IA

Winterset

Joseph

HK$900

HK$1,008 total

includes taxes & fees

1 Oct - 2 Oct

A covered outdoor area with a wooden ceiling and brick pillars, overlooking a parking lot with cars and a distant landscape.

A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.

A covered bridge inn with a brick entrance and a covered patio area.

A bathroom with a toilet, a shower with a curtain, and a towel rack with towels.

2. Covered Bridge Inn

Winterset

Cindy

HK$652

HK$730 total

includes taxes & fees

4 Oct - 5 Oct

An indoor swimming pool with a 30 ft depth sign, a reception area, and a 'No Lifeguard' warning sign.

A spacious dining area with a long table and multiple chairs, large windows, and orange walls.

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.

3. Drury Inn & Suites West Des Moines

West Des Moines

Mervin

HK$800

HK$896 total

includes taxes & fees

26 Oct - 27 Oct

A Holiday Inn Express & Suites building with a modern design, featuring a stone facade and a covered entrance.

A hotel room with a large bed, a desk with a chair, a flat-screen TV, a window with blinds, and a wall-mounted lamp.

A lobby with a brown sofa, grey armchairs, a small round table, and a vending machine.

A swimming pool with clear blue water, surrounded by lounge chairs and a wooden cabinet.

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

West Des Moines

Joshua

HK$855

HK$958 total

includes taxes & fees

26 Oct - 27 Oct

A hotel room with a bed, a sofa, an ottoman, a nightstand, a lamp, and two framed pictures on the wall.

A modern hotel with a glass facade, a covered entrance, and a landscaped area.

5. Hyatt Place West Des Moines Jordan Creek

West Des Moines

Dennis

HK$847

HK$949 total

includes taxes & fees

11 Oct - 12 Oct

A modern lobby with a sofa, chairs, a lamp, and a wall with a floral pattern.

A reception desk with a 'Welcome' mat, a sign for 'Sleep Inn & Suites', and a door to the right.

A modern restaurant with a variety of seating options including tables, chairs, and sofas.

A MainStay Suites hotel with a modern design, parking lot, and a clear sky.

6. Sleep Inn Waukee-West Des Moines

Waukee

Paul

HK$670

HK$751 total

includes taxes & fees

25 Oct - 26 Oct

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 modern hotel lobby with a bar area, seating, and a large blue accent wall.

A Hampton Inn Suites hotel with a clear entrance, American flags, and a welcoming sign.

A snack display area with a variety of treats and a refrigerated section.

7. Hampton Inn & Suites West Des Moines/SW Mall Area

West Des Moines

Thomas

HK$766

HK$858 total

includes taxes & fees

18 Oct - 19 Oct

A multi-story building with a stone bridge over a calm water feature, surrounded by trees and well-lit pathways.

A spacious living room with a stone fireplace, comfortable seating, and large windows.

A reception area with a curved desk, a stone fireplace, and a seating area with chairs and a coffee table.

A modern kitchen with a central island, large windows, and a dining area in the background.

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

West Des Moines

Michela

HK$855

HK$958 total

includes taxes & fees

4 Oct - 5 Oct

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 multi-story hotel with a prominent entrance, a large glass facade, and a parking lot.

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.

9. Fairfield Inn and Suites by Marriott Des Moines West

West Des Moines

Carlos

HK$759

HK$850 total

includes taxes & fees

18 Oct - 19 Oct

An indoor swimming pool with clear blue water, wooden ceiling beams, and tiled walls.

A modern kitchen with dark blue cabinets, white countertops, and a tiled backsplash. There are multiple tables and chairs arranged for dining.

A hotel entrance with a covered walkway, stone pillars, and a clear sky.

A reception area with a stone pillar, a reception desk, and a staircase with wooden railings.

10. AmericInn by Wyndham Stuart

Stuart

Susan

HK$742

HK$862 total

includes taxes & fees

25 Oct - 26 Oct

A modern bar area with a wooden ceiling, bar stools, a counter with a menu, and a clock on the wall.

A hotel with a curved exterior, stone facade, and a patio area with outdoor seating.

A hotel bathroom with a shower, a sink, and a microwave.

A modern lounge area with sofas, a fireplace, a flat-screen TV, and a coffee table.

11. Courtyard Des Moines West/Jordan Creek

West Des Moines

Pedro

HK$822

HK$920 total

includes taxes & fees

11 Oct - 12 Oct

A modern hotel lobby with large windows, multiple seating areas, and a reception desk.

A hotel room with two beds, a sofa, and a small table.

An indoor swimming pool with clear glass walls, a tiled floor, and a view of the outdoors.

12. MainStay Suites Waukee - West Des Moines

Waukee

Nathan

HK$845

HK$946 total

includes taxes & fees

26 Oct - 27 Oct

A modern hotel with a large, illuminated entrance canopy and a prominent 'HOTELS' sign.

A modern outdoor seating area with a sectional sofa, green chairs, and a large striped umbrella.

A modern lounge area with a sofa, round tables, and chairs, featuring a patterned rug and a view of the dining area.

A modern lounge area with sofas, ottomans, and a bar area.

13. Aloft by Marriott Waukee

Waukee

Gina

HK$722

HK$808 total

includes taxes & fees

18 Oct - 19 Oct

A building with a sign reading "WILDWOOD LODGE."

An indoor swimming pool with a stone-tiled floor, red-framed windows, and a sign reading "LAKE WILDWOOD".

A spacious lobby with a central seating area, large windows, and a distinctive antler decoration.

A cozy living room with a stone fireplace, a sofa, and a coffee table.

14. Wildwood Lodge

Clive

Kristian

HK$710

HK$795 total

includes taxes & fees

11 Oct - 12 Oct

A spacious living area with a central island, seating arrangements, and a view into the adjacent dining area.

A bar area with multiple tables and chairs, shelves with decorative items, and a flat-screen TV mounted on the wall.

A modern hotel room with a large bed, white bedding, a nightstand with a lamp, and a grey headboard.

A patio area with outdoor seating and a fire feature.

15. The Rewind West Des Moines, Tapestry Collection by Hilton

West Des Moines

Diane

HK$1,345

HK$1,506 total

includes taxes & fees

26 Oct - 27 Oct

An indoor swimming pool with a hot tub, surrounded by lounge chairs and potted plants.

A reception area with a curved counter, a glass partition, and a wall with text.

A modern hotel kitchen with wooden cabinets, a black countertop, and hexagonal pendant lights.

A hotel bathroom with a sink, mirror, and a television displaying 'SPRINGHILL SUITES MARIEOTTA'.

16. SpringHill Suites Des Moines West

West Des Moines

Mark

HK$770

HK$862 total

includes taxes & fees

11 Oct - 12 Oct

A sunroom with a glass ceiling, wicker furniture, and potted plants.

An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.

A hotel room with a bed, a blue armchair, a desk, and a nightstand.

A spacious lobby with a high ceiling, a seating area with sofas and ottomans, a reception desk, and a staircase to an upper level.

17. Baymont by Wyndham Des Moines Airport

Southwestern Hills

Robert

HK$680

HK$762 total

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with a large island, wooden chairs, a bowl of fruit, and a television above the island.

A Hampton Inn hotel with a brick facade, a 'Welcome' sign, and a clear entrance.

A brick building with outdoor seating and large windows.

A hotel room with a blue sofa, a TV, a desk, and a large window with a cityscape view.

18. Hampton Inn West Des Moines Lake Drive

West Des Moines

Jesus

HK$669

HK$749 total

includes taxes & fees

11 Oct - 12 Oct

An outdoor patio with modern seating and a built-in fireplace.

An indoor swimming pool with clear glass walls, a lifeguard chair, and a pool ladder.

A La Quinta hotel entrance with a modern design, numbered 1390, and a landscaped entrance area.

A modern restaurant with a long counter, multiple seating areas, and a kitchen visible in the background.

19. La Quinta Inn & Suites by Wyndham Des Moines West Clive

Clive

Breanna

HK$648

HK$726 total

includes taxes & fees

11 Oct - 12 Oct

A modern building with a prominent entrance, large windows, and a well-lit facade.

A hotel room with a TV, a desk with a chair, a sofa, and a small table.

A restaurant with wooden furniture, a clock, and a television on the wall.

A hotel room with a bed, a fireplace, a TV, and a bathroom with a bathtub.

20. AmericInn by Wyndham Osceola

Osceola

Charlotte

HK$814

HK$911 total

includes taxes & fees

25 Oct - 26 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Winterset attractions

A red bridge over a calm river with greenery around.

Roseman Bridge

9.6/10 (75 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

A red covered bridge with a white railing, surrounded by greenery and trees.

Cedar Bridge

9.8/10 (67 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

A red covered bridge with white railings, surrounded by greenery and trees.

Holliwell Bridge

9.6/10 (63 reviews)

The longest covered bridge in Madison County, this historic 1880 structure gained fame in "The Bridges of Madison County." Walk through its timber lattice truss design while enjoying serene views of the Middle River.

See properties

John Wayne Birthplace Museum

9.4/10 (131 reviews)

Step into the birthplace of Hollywood legend John Wayne, where personal artefacts and film memorabilia tell his remarkable storey. Explore the restored 1907 home and museum exhibits.

See properties

Madison County Courthouse

9.4/10 (68 reviews)

Madison County Courthouse is just one of the places to see in Winterset, so why not enjoy the other things to explore during your travels? While you're in the area, wander around the natural setting.

See properties

The Winterset Stage

9.0/10 (23 reviews)

This intimate community theatre brings professional-quality performances to rural Iowa in a historic setting. Enjoy arts and culture where every seat offers an excellent view of talented local and visiting actors.

See properties

Cutler-Donahoe Covered Bridge

This 1871 wooden bridge showcases classic Town lattice truss design, now nestled in Winterset City Park. Walk its 79-foot span and explore the surrounding trails and hedge maze for a peaceful historic experience.

See properties

Hogback Bridge

9.4/10 (61 reviews)

Built in 1884, this historic covered bridge features a Town lattice truss design spanning the North River. Stroll through its rustic interior of original wooden planks while admiring the enduring craftsmanship.

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

Top Winterset Hotel Reviews

Sleep Inn & Suites West Des Moines near Jordan Creek

10/10 Excellent

"This hotel is a jewel in the rough. Staff was very helpful. Plenty of grass area to potty the dog. Room was very nice."

SpringHill Suites Des Moines West

10/10 Excellent

"Very comfortable, clean rooms, excellent breakfast"

La Quinta Inn & Suites by Wyndham Des Moines West Clive

8/10 Good

"This is a solid, pet friendly hotel with really comfortable king beds and good soft pillows. It’s close by two restaurants (walking distance) and right off I-80. Good breakfast included."

Stoney Creek Hotel Des Moines - Johnston

10/10 Excellent

"Love the decor, staff was friendly, hotel was clean, well maintained and the beds were comfortable and the price was great."

Country Inn & Suites by Radisson, Des Moines West, IA

10/10 Excellent

"We had a wedding we were at and needed to check in a little earlier and Jeff the manager"

Wildwood Lodge

10/10 Excellent

"Jenn S went above and beyond in making our stay very enjoyable. The breakfast was a better quality than the typical free hotel breakfast. The room was clean and quiet, and we were able to arrange a late checkout to accommodate a change in plans."

Hampton Inn Des Moines-Airport

10/10 Excellent

"Good, tasty items."

Hyatt Place West Des Moines Jordan Creek

10/10 Excellent

"Hallway noise was undesirable. Room was clean. Bed was comfortable. Breakfast was great. Check-in was smooth."

Fairfield Inn and Suites by Marriott Des Moines West

10/10 Excellent

"Clean quiet quick check in good breakfast"

More cheap stays in Winterset

Days Inn by Wyndham West Des Moines / Clive

1600 NW 114th St Clive IA

HK$440

HK$493 total

7 Oct - 8 Oct

includes taxes & fees

Motel 6 West Des Moines, IA

7655 Office Plaza Dr N West Des Moines IA

HK$467

HK$523 total

1 Oct - 2 Oct

includes taxes & fees

7.8/10 Good! (1,071 reviews)

Days Inn & Suites by Wyndham Des Moines Airport

1901 Hackley Ave Des Moines IA

HK$520

HK$583 total

25 Oct - 26 Oct

includes taxes & fees

Hampton Inn Des Moines-Airport

5001 Fleur Dr Des Moines IA

HK$733

HK$820 total

24 Oct - 25 Oct

includes taxes & fees

8.8/10 Excellent! (1,000 reviews)

Stoney Creek Hotel Des Moines - Johnston

5291 Stoney Creek Court Johnston IA

HK$766

HK$858 total

4 Oct - 5 Oct

includes taxes & fees

8.8/10 Excellent! (1,910 reviews)

Holiday Inn Express & Suites Des Moines Downtown by IHG

333 SW 11th St Des Moines IA

HK$1,012

HK$1,133 total

11 Oct - 12 Oct

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Winterset?

Cobblestone Inn & Suites - Winterset, IA is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and a restaurant. Covered Bridge Inn is another good option for your visit. See all available top hotels, or vacation rentals in Winterset.

What are some of the best holiday rentals that Winterset has to offer?

SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!: This holiday home rental outside of Winterset offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind. See all 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 is the top LGBTQ-friendly hotel in Winterset?

Covered Bridge Inn is one of the top choices for those in the LGBT community. See all available hotels listed as LGBTQ-friendly 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?

Stoney Creek Hotel Des Moines - Johnston: Features an indoor pool, an outdoor pool and a snack bar/deli. Wildwood Lodge and Days Inn & Suites by Wyndham Des Moines Airport 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 Roseman Bridge might be worth a visit. A couple of additional sights to add to your itinerary are Holliwell Bridge and Rotary Hedge Maze. 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.

Winterset hotels from HK$493

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winterset

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winterset hotels

1. Cobblestone Inn & Suites - Winterset, IA

2. Covered Bridge Inn

3. Drury Inn & Suites West Des Moines

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

5. Hyatt Place West Des Moines Jordan Creek

6. Sleep Inn Waukee-West Des Moines

7. Hampton Inn & Suites West Des Moines/SW Mall Area

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

9. Fairfield Inn and Suites by Marriott Des Moines West

10. AmericInn by Wyndham Stuart

11. Courtyard Des Moines West/Jordan Creek

12. MainStay Suites Waukee - West Des Moines

13. Aloft by Marriott Waukee

14. Wildwood Lodge

15. The Rewind West Des Moines, Tapestry Collection by Hilton

16. SpringHill Suites Des Moines West

17. Baymont by Wyndham Des Moines Airport

18. Hampton Inn West Des Moines Lake Drive

19. La Quinta Inn & Suites by Wyndham Des Moines West Clive

20. AmericInn by Wyndham Osceola

Stay near popular Winterset attractions

Roseman Bridge

Cedar Bridge

Holliwell Bridge

John Wayne Birthplace Museum

Madison County Courthouse

The Winterset Stage

Cutler-Donahoe Covered Bridge

Hogback Bridge

Learn more about Winterset

Top Winterset Hotel Reviews

Sleep Inn & Suites West Des Moines near Jordan Creek

SpringHill Suites Des Moines West

La Quinta Inn & Suites by Wyndham Des Moines West Clive

Stoney Creek Hotel Des Moines - Johnston

Country Inn & Suites by Radisson, Des Moines West, IA

Wildwood Lodge

Hampton Inn Des Moines-Airport

Hyatt Place West Des Moines Jordan Creek

Fairfield Inn and Suites by Marriott Des Moines West

More cheap stays in Winterset

Days Inn by Wyndham West Des Moines / Clive

Motel 6 West Des Moines, IA

Days Inn & Suites by Wyndham Des Moines Airport

Hampton Inn Des Moines-Airport

Stoney Creek Hotel Des Moines - Johnston

Holiday Inn Express & Suites Des Moines Downtown by IHG

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app